Category: 99438-28-5

Hanessian, Stephen published the artcileAlternative and Expedient Asymmetric Syntheses of L-(+)-Noviose, Synthetic Route of 99438-28-5, the publication is Organic Letters (2008), 10(2), 261-264, database is CAplus and MEDLINE.

L-(+)-Noviose I, the sugar component of the antibiotic novobiocin, was synthesized from either 2,2-dimethyl-1,3-cyclopentadione or benzyl glyoxylate relying on stoichiometric and asym. processes by two independent methods, comprising six and nine steps, in 27 and 20% overall yields, resp. An unsaturated lactone II was prepared via stereoselective boron-catalyzed reduction, scandium-catalyzed Baeyer-Villiger oxidation and Saegusa oxidation from 2,2-dimethyl-1,3-cyclopentadione. II could also be prepared via stereoselective Brown allylation, ruthenium-catalyzed isomerization and ring-closing metathesis, and allylic oxidation from benzyl glyoxylate. II was then transformed to I via stereoselective reduction and dihydroxylation.

Organic Letters published new progress about 99438-28-5. 99438-28-5 belongs to ethers-buliding-blocks, auxiliary class Chiral,Aliphatic cyclic hydrocarbon, name is (+)-B-Methoxydiisopinocampheylborane, and the molecular formula is C21H37BO, Synthetic Route of 99438-28-5.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Ogawa, Anthony K. published the artcileTotal Synthesis of Calyculin C, Application of (+)-B-Methoxydiisopinocampheylborane, the publication is Journal of the American Chemical Society (1998), 120(48), 12435-12442, database is CAplus.

The study of phosphatases continues to flourish given their prominence in signal transduction pathways and the regulation of cell function. Our research efforts in this area focus on the potent inhibition of serine/threonine phosphatases, PP1 and PP2A, by a structurally diverse class of natural products. We herein report the completed total synthesis of the serine/threonine phosphatase inhibitor calyculin C as part of an ongoing effort to elucidate key structural requirements for phosphatase inhibition by the aforementioned diverse class of natural products. Synthetic issues addressed include (1) the remote protecting group effect on Brown crotylboration diastereoselectivity during the introduction of the C₁₀-C₁₁ stereocenters and (2) the formation of the C₂₅-C₂₆ double bond using a fully deprotected C₂₆-C₃₇ phosphonium salt.

Journal of the American Chemical Society published new progress about 99438-28-5. 99438-28-5 belongs to ethers-buliding-blocks, auxiliary class Chiral,Aliphatic cyclic hydrocarbon, name is (+)-B-Methoxydiisopinocampheylborane, and the molecular formula is C21H37BO, Application of (+)-B-Methoxydiisopinocampheylborane.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Dinh, Tam Q. published the artcileA Convergent Total Synthesis of the Multidrug Resistance-Reversing Agent Hapalosin, Recommanded Product: (+)-B-Methoxydiisopinocampheylborane, the publication is Journal of Organic Chemistry (1995), 60(25), 8118-19, database is CAplus.

The novel cyclic depsipeptide hapalosin (I) was recently isolated and has shown great potential for reversing multidrug resistance in vitro. The first total synthesis of hapalosin has been achieved in 18 steps. Two diastereoselective Brown allylborations established the absolute stereochem. of 3 of the 5 stereocenters in hapalosin. After convergence of two fragments, the pentultimate step was a macrolactonization under modified Mukaiyama conditions.

Journal of Organic Chemistry published new progress about 99438-28-5. 99438-28-5 belongs to ethers-buliding-blocks, auxiliary class Chiral,Aliphatic cyclic hydrocarbon, name is (+)-B-Methoxydiisopinocampheylborane, and the molecular formula is C21H37BO, Recommanded Product: (+)-B-Methoxydiisopinocampheylborane.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Smith, Amos B. III published the artcileTotal Synthesis of (-)-Cylindrocyclophanes A and F Exploiting the Reversible Nature of the Olefin Cross Metathesis Reaction, COA of Formula: C21H37BO, the publication is Journal of the American Chemical Society (2001), 123(25), 5925-5937, database is CAplus and MEDLINE.

Efficient total syntheses of the C₂-sym. (-)-cylindrocyclophanes A (I, R = OH) and F (I, R = H) have been achieved. The initial strategy featured the use of a common advanced intermediate to assemble in stepwise fashion the required macrocycle of I (R = H), exploiting in turn a Myers reductive coupling followed by ring-closing metathesis. In a second-generation strategy, a remarkable cross olefin metathesis dimerization cascade was discovered and exploited to assemble the requisite [7,7]-paracyclophane macrocycles of both I (R = OH) and I (R = H) from dienyl monomers. The successful syntheses also featured the effective use of the Danheiser annulation to construct substrates for both the Myers reductive coupling and the metathesis dimerizations strategies. Finally, the Kowalski two-step chain homologation of esters to siloxyalkynes proved superior over the original one-step protocol.

Journal of the American Chemical Society published new progress about 99438-28-5. 99438-28-5 belongs to ethers-buliding-blocks, auxiliary class Chiral,Aliphatic cyclic hydrocarbon, name is (+)-B-Methoxydiisopinocampheylborane, and the molecular formula is C7H3Cl2NO, COA of Formula: C21H37BO.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem