Category: 127657-97-0

These common heterocyclic compound, 127657-97-0, name is Benzyloxyacetaldehyde dimethyl acetal, 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. Computed Properties of C11H16O3

L-Ascorbic acid (44.9 g, 0.255 mol) was added to a solution of compound Tr-1 (60 g, 0.306 mol) in dry acetonitrile (898 mL) followed by addition of pTSA monohydrate (15.5 g, 0.076 mol) and the reaction mixture was heated at 90 C for 1 h. After completion of the reaction (TLC), half the volume of the acetonitrile was distilled off and the process was repeated twice. Solvent was removed completely and the title compound as a mixture of stereoisomers was obtained (91 g). The product was directly taken to the next step without further purification.

The synthetic route of Benzyloxyacetaldehyde dimethyl acetal has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MEDIVIR AB; BETHEL, Richard; ENEROTH, Anders; KLASSON, Bjoern; OeBERG, Fredrik; (73 pag.)WO2016/30335; (2016); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 127657-97-0 as follows. Formula: C11H16O3

D-tryptophan methyl ester hydrochloride (4.07 g, 16 mmol) and Intermediate 14 (3.75 g, 19 mmol) were combined with stirring in a solution of IPA (80 mL) and water (20 mL). To the resulting mixture was added 2N HCl (2 mL) and the resulting mixture heated at 70 C. for 18 hours. The mixture was neutralized with saturated aqueous NaHCO3, then extracted with methylene chloride (2¡Á400 mL). The combined organic extracts were dried over Na2SO4, filtered, and concentrated under reduced pressure. The residue was purified by flash column chromatography, eluting with methylene chloride/acetone (98:2), to provide the cis-carboline Intermediate 15 as an orange oil (1.5 g, 27%): TLC Rf (6:1 methylene chloride/ethyl acetate)=0.49; 1H NMR (300 MHz, CDCl3): delta: 8.46 (s, 1H), 7.50.(d, J=0.7 Hz, 1H), 7.47-7.25 (m, 6H), 7.18-7.06 (m, 2H), 4.65 (s, 2H), 4.44-4.39 (m, 2H), 3.88-3.82 (m, 1H), 3.81 (s, 3H), 3.66 (t, J=8.7 Hz, 1H), 3.18-3.11 (m, 1H), 2.88-2.78 (m, 1H), 1.87 (bs, 1H).

According to the analysis of related databases, 127657-97-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Orme, Mark W.; Schultze, Lisa M.; Sawyer, Jason Scott; Daugan, Alain Claude-Marie; Brown, Raymond; US2003/236263; (2003); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem