Category: 6346-09-4

A common heterocyclic compound, 6346-09-4, name is 4,4-Diethoxybutan-1-amine, molecular formula is C8H19NO2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. 6346-09-4.

Synthesis of phthalimide lb.; To a stirred solution of 4-aminobutyraldehyde diethyl acetal la (89.3 mmol) in CH3CN (100 mL) was added N-carbethoxyphthalimide (93.8 mmol). Once the reaction was complete, the acetonitrile was removed under reduced pressure and the aqueous phase extracted with EtOAc (x3). The organic phase were combined, then washed with water (x4), saturated brine (x3), then dried (Na2S04), filtered, and evaporated under reduced pressure to give the title compound lb, which crystallized on standing.

The synthetic route of 4,4-Diethoxybutan-1-amine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CHIRON CORPORATION; WO2005/70930; (2005); A2;,
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The chemical industry reduces the impact on the environment during synthesis 6346-09-4, name is 4,4-Diethoxybutan-1-amine, I believe this compound will play a more active role in future production and life. 6346-09-4

To a solution of commercially available 4-aminobutyaldehyde diethyl acetal (21)[1] (5.00 g, 31.0 mmol) in THF (75 mL) was added TEA (6.50 mL, 4.70 g, 46.5 mmol) at 0-5 C (ice-bath temperature). The mixture was allowed to stir for 5 min, and treated with a solution of Boc2O (6.76 g, 31.0 mmol) in THF (30 mL) drop-wise. The reaction mixture was stirred at 0-5 C for 30 min and allowed to warm to RT.and stir for 3 h. The mixture was transferred to a separatory funnel and partitioned with H2O (100 mL) and EtOAc (200 mL). The organic layer was separated, dried (anhydrous Na2SO4), filtered and concentrated to afford 7.71 g (95% yield) of compound 22 as a viscous slightly yellow oil: 1H NMR (400 MHz,CDCl3) delta 4.63 (bs, 1H), 4.46 (t, J = 5.39 Hz, 1H), 3.55 (ABq of q, J = 9.32, 7.14 Hz, Dn = 62.10 Hz, 4H), 3.12 (q, J = 6.40 Hz, 2H), 1.65 – 1.60 (m, 2H), 1.57 – 1.50 (m, 2H), 1.42 (s, 9H), 1.18 (t, J = 6.90 Hz, 3H). 13C NMR (100 MHz, DMSO-d6) delta 156.10, 102.47, 77.83, 60.99, (BocNHCH2- obscured by DMSO solvent peak ), 31.18, 28.78, 25.36, 15.83. HRMS ESI-TOF (m/z) = 284.1814 (284.1832 calculated for C13H27NO4Na) [M+Na].

The chemical industry reduces the impact on the environment during synthesis 6346-09-4. I believe this compound will play a more active role in future production and life.

Reference:
Article; Omran, Anahid; Eslamimehr, Shakiba; Crider, A. Michael; Neumann, William L.; Bioorganic and Medicinal Chemistry Letters; vol. 28; 10; (2018); p. 1897 – 1902;,
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Ether | (C2H5)2O – PubChem

6346-09-4, name is 4,4-Diethoxybutan-1-amine, belongs to ethers-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Patent; CHIESI FARMACEUTICI S.p.A.; RANCATI, Fabio; RIZZI, Andrea; AMARI, Gabriele; BIAGETTI, Matteo; LINNEY, Ian; WO2012/168359; (2012); A1;,
Ether – Wikipedia,
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Adding some certain compound to certain chemical reactions, such as: 6346-09-4, name is 4,4-Diethoxybutan-1-amine, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 6346-09-4. 6346-09-4

To a solution of [4,4-bis(ethyloxy)butyl]amine (5.0 g, 30.0 mmol) and Et3N (4.61 ml, 33.0 mmol) in 40 ml_ of THF was added ethyl 1 ,3-dioxo-1 ,3-dihydro-2/-/-isoindole-2- carboxylate (6.9 g, 32.0 mmol). The mixture was stirred overnight at room temperature. The reaction mixture was concentrated in vacuo and the residue was extracted with hexane. The hexane solution was concentrated in vacuo and heated at 100 0C under reduced pressure to remove ethylcarbamate by sublimation. The mixed solution of diethyl acetal (2.0 g, 6.95 mmol) thus obtained and 1 Lambda/aq. HCI (14 ml_) in acetone (20 ml_) was heated under reflux for 15 min. Acetone was evaporated and aqueous layer was extracted with ether, dried over MgSO4, and filtered. The solvent was evaporated and the residue was moved to next step.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 4,4-Diethoxybutan-1-amine.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2007/30761; (2007); A2;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

6346-09-4, Adding some certain compound to certain chemical reactions, such as: 6346-09-4, name is 4,4-Diethoxybutan-1-amine, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 6346-09-4.

Procedure 10: Protection of Amine by Fmoc GroupTo a stirring solution of the amine (0.049 mol) in DCM (100 mL), was added DIPEA (16 mL, 0.099 mol) and the reaction mixture was cooled to 0C. Fmoc- Cl (12.8 g, 0.049 mol) was then added portion- wise over several minutes, and the reaction was allowed to warm to room temperature for 2 hr. The organic layer was washed with water (2 x 50 mL) and brine (50 mL), dried over Na2S04, filtered and concentrated to dryness to yield the Fmoc protected amine (90-95% yield).; N-Fmoc-4-amino-butyraldehyde diethyl acetal 4-Amino-butyraldehyde diethyl acetal (8.0 g, 0.050 mol) was Fmoc protected following Procedure 10 to give the desired N-Fmoc-4-amino-butyraldehyde diethyl acetal (22.08 g, MS m/e [M+Na]+ calcd 406.2, found 406.1), which was carried through to the next step without further purification.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 6346-09-4.

Reference:
Patent; ACHAOGEN, INC.; AGGEN, James Bradley; GOLDBLUM, Adam Aaron; DOZZO, Paola; HILDEBRANDT, Darin James; KANE, Timothy Robert; GLIEDT, Micah James; LINSELL, Martin Sheringham; WO2011/44503; (2011); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

6346-09-4, Adding some certain compound to certain chemical reactions, such as: 6346-09-4, name is 4,4-Diethoxybutan-1-amine, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 6346-09-4.

Procedure 10: Protection of Amine by Fmoc GroupTo a stirring solution of the amine (0.049 mol) in DCM (100 mL), was added DIPEA (16 mL, 0.099 mol) and the reaction mixture was cooled to 0C. Fmoc- Cl (12.8 g, 0.049 mol) was then added portion- wise over several minutes, and the reaction was allowed to warm to room temperature for 2 hr. The organic layer was washed with water (2 x 50 mL) and brine (50 mL), dried over Na2S04, filtered and concentrated to dryness to yield the Fmoc protected amine (90-95% yield).; N-Fmoc-4-amino-butyraldehyde diethyl acetal 4-Amino-butyraldehyde diethyl acetal (8.0 g, 0.050 mol) was Fmoc protected following Procedure 10 to give the desired N-Fmoc-4-amino-butyraldehyde diethyl acetal (22.08 g, MS m/e [M+Na]+ calcd 406.2, found 406.1), which was carried through to the next step without further purification.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 6346-09-4.

Reference:
Patent; ACHAOGEN, INC.; AGGEN, James Bradley; GOLDBLUM, Adam Aaron; DOZZO, Paola; HILDEBRANDT, Darin James; KANE, Timothy Robert; GLIEDT, Micah James; LINSELL, Martin Sheringham; WO2011/44503; (2011); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

6346-09-4, These common heterocyclic compound, 6346-09-4, name is 4,4-Diethoxybutan-1-amine, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

To a stirred solution of 3-formylbenzoic acid (0.50 g, 3.3 mmol) in DMF (7 mL) was added DIPEA (0.61 mL, 3.5 mmol) and HATU (1.5 g, 4.0 mmol) and the mixture stirred at room temperature for 15 minutes. 4,4-Diethoxybutan-l -amine (0.43 g, 2.68 mmol) was added and the- stirring continued for a further five hours. The reaction mixture was diluted and washed sequentially with aqueous 1M sodium hydroxide, aqueous 2M sodium hydroxide and brine. The organic phase was dried over magnesium sulfate, filtered and the filtrate evaporated at reduced pressure to afford the title compound (0.72 g, 93%). ‘H NMR (400 MHz, DMSO-d6); delta 10.08 (s, 1H), 8.71 (dd, J=5.5, 5.5 Hz, 1H), 8.38 (s, 1H), 8.16 (d, J=7.8 Hz, 1H), 8.06 (d, J=7.7 Hz, 1H), 7.71 (dd, J=7.7, 7.7 Hz, 1H), 4.53 – 4.47 (m, 1H), 3.57 (ddd, J=7.0, 9.5, 14.1 Hz, 2H), 3.43 (ddd, J=7.1, 9.5, 14.1 Hz, 2H), 3.31 – 3.27 (m, 2H), 1.58 – 1.54 (m, 4H), 1.11 (dd, J=7.0, 7.0 Hz, 6H).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 6346-09-4.

Reference:
Patent; CHIESI FARMACEUTICI S.P.A.; RANCATI, Fabio; RIZZI, Andrea; CARZANIGA, Laura; LINNEY, Ian; (108 pag.)WO2017/93208; (2017); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

6346-09-4, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 6346-09-4, name is 4,4-Diethoxybutan-1-amine, A new synthetic method of this compound is introduced below.

General procedure: To the cooled solution (5-8) of appropriate sulfonyl chloride (20 mmol) and triethylamine (3.5 ml) in dichloromethane (100 ml) 4,4-diethoxybutane-1-amine (3.4 g, 20 mmol) was added. Reaction mixture was stirred at room temperature for 12 h, washed with saturated NaHCO3 solution in water (100 ml). Organic layer was separated, dried over MgSO4 and evaporated to give target compounds 1.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Article; Gazizov, Almir S.; Smolobochkin, Andrey V.; Anikina, Ekaterina A.; Voronina, Julia K.; Burilov, Alexander R.; Pudovik, Michail A.; Synthetic Communications; vol. 47; 1; (2017); p. 44 – 52;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem