(2R,3S)-1,2-O-isopropylidene-3-O-(p-toluenesulfonyl)-1,2,3,4-butanetetrol

Base Information

• Chemical Name: (2R,3S)-1,2-O-isopropylidene-3-O-(p-toluenesulfonyl)-1,2,3,4-butanetetrol
• CAS No.: 128056-99-5
• Molecular Formula: C₁₄H₂₀O₆S
• Molecular Weight: 316.375
• Mol file: 128056-99-5.mol

Synonyms:(2R,3S)-1,2-O-isopropylidene-3-O-(p-toluenesulfonyl)-1,2,3,4-butanetetrol

Chemical Property of (2R,3S)-1,2-O-isopropylidene-3-O-(p-toluenesulfonyl)-1,2,3,4-butanetetrol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3S)-1,2-O-isopropylidene-3-O-(p-toluenesulfonyl)-1,2,3,4-butanetetrol

There total 8 articles about (2R,3S)-1,2-O-isopropylidene-3-O-(p-toluenesulfonyl)-1,2,3,4-butanetetrol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

ethyl (2R,3S)-3,4-O-isopropylidene-2-p-toluenesulfonyl-3,4-dihydroxybutanoate (126946-53-0) → (S)-1-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)-2-hydroxyethyl 4-methylbenzenesulfonate (128056-99-5,128057-02-3)

Guidance literature:

With aluminium hydride; In tetrahydrofuran; at 0 ℃; for 1h;

DOI:10.1021/jo00301a035

Reference yield: 99.0%

ethyl (2R,3R)-3,4-O-isopropylidene-2-p-toluenesulfonyl-3,4-dihydroxybutanoate (126946-54-1) → (2R,3S)-1,2-O-isopropylidene-3-O-(p-toluenesulfonyl)-1,2,3,4-butanetetrol (128056-99-5)

Guidance literature:

With aluminium hydride; In tetrahydrofuran; at 0 ℃; for 1h;

DOI:10.1021/jo00301a035

Reference yield: 93.0%

methyl (2R,3S)-3,4-O-isopropylidene-2,3,4-trihydroxy-2-O-(p-toluenesulfonyl)butanoate (166249-17-8) → (S)-1-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)-2-hydroxyethyl 4-methylbenzenesulfonate (128056-99-5,128057-02-3)

Guidance literature:

With sodium tetrahydroborate; lithium chloride; In tetrahydrofuran; ethanol; at 20 ℃; for 16h;

DOI:10.1016/S0040-4020(03)00991-8

upstream raw materials:

ethyl (2R,3S)-3,4-O-isopropylidene-2-p-toluenesulfonyl-3,4-dihydroxybutanoate

methyl (2R,3S)-3,4-O-isopropylidene-2,3,4-trihydroxy-2-O-(p-toluenesulfonyl)butanoate

p-toluenesulfonyl chloride

methyl (2R,3S)-3,4-O-isopropylidene-2,3,4-trihydroxybutanoate

Downstream raw materials:

(3R,4S)-3-O-benzyl-4,5-O-isopropylidene-3,4,5-trihydroxypentanal

(2R,3S)-2-<2-O-benzyl-3,4-O-isopropylidene-2,3,4-trihydroxybut-1-yl>-1,3-dithiane

4-chloro-6-((R)-1-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)ethoxy)-2-(4-fluorobenzylthio)pyrimidine

N-(6-((R)-1-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)ethoxy)-2-(4-fluorobenzyl-thio)pyrimidin-4-yl)-3-methylazetidine-1-sulfonamide