(2R,3R)-(-)-2,3-bis(phenylmethoxy)-1,4-bis<<(4-methylphenyl)sulfonyl>oxy>butane

Base Information

• Chemical Name: (2R,3R)-(-)-2,3-bis(phenylmethoxy)-1,4-bis<<(4-methylphenyl)sulfonyl>oxy>butane
• CAS No.: 113321-59-8
• Molecular Formula: C₃₂H₃₄O₈S₂
• Molecular Weight: 610.749
• Mol file: 113321-59-8.mol

Synonyms:(2R,3R)-(-)-2,3-bis(phenylmethoxy)-1,4-bis<<(4-methylphenyl)sulfonyl>oxy>butane

Chemical Property of (2R,3R)-(-)-2,3-bis(phenylmethoxy)-1,4-bis<<(4-methylphenyl)sulfonyl>oxy>butane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3R)-(-)-2,3-bis(phenylmethoxy)-1,4-bis<<(4-methylphenyl)sulfonyl>oxy>butane

There total 6 articles about (2R,3R)-(-)-2,3-bis(phenylmethoxy)-1,4-bis<<(4-methylphenyl)sulfonyl>oxy>butane 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: 87.0%

(2R,3R)-(-)-2,3-bis(phenylmethoxy)-1,4-butanediol (113350-84-8) + p-toluenesulfonyl chloride (98-59-9) → (2R,3R)-(-)-2,3-bis(phenylmethoxy)-1,4-bis<<(4-methylphenyl)sulfonyl>oxy>butane (113321-59-8)

Guidance literature:

With pyridine; at 0 ℃; for 15h;

DOI:10.1021/jo00243a048

Reference yield:

benzyl bromide (100-39-0) → (2R,3R)-(-)-2,3-bis(phenylmethoxy)-1,4-bis<<(4-methylphenyl)sulfonyl>oxy>butane (113321-59-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 81 percent / TlOEt

2: 94 percent / LAH / diethyl ether / 4 h / Heating

3: 87 percent / pyridine / 15 h / 0 °C

With pyridine; lithium aluminium tetrahydride; thallium (I) ethoxide; In diethyl ether;

DOI:10.1021/jo00243a048

Reference yield:

(2S,3S)-diethyl 2,3-bis(phenylmethoxy)succinate (113321-58-7) → (2R,3R)-(-)-2,3-bis(phenylmethoxy)-1,4-bis<<(4-methylphenyl)sulfonyl>oxy>butane (113321-59-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / LAH / diethyl ether / 4 h / Heating

2: 87 percent / pyridine / 15 h / 0 °C

With pyridine; lithium aluminium tetrahydride; In diethyl ether;

DOI:10.1021/jo00243a048

upstream raw materials:

(2R,3R)-(-)-2,3-bis(phenylmethoxy)-1,4-butanediol

p-toluenesulfonyl chloride

1,4-di-O-benzyl-L-threitol

diethyl (2R,3R)-2,3-bis(benzyloxy)butane-1,4-dioate

Downstream raw materials:

(1R,2R)-(-)-1,2-bis(phenylmethoxy)-4,4-bis(phenylsulfonyl)cyclopentane

(1R,2R)-(-)-1,2-bis(phenylmethoxy)cyclopentane

1-((3R,4R)-3,4-Bis-benzyloxy-cyclopentanesulfonyl)-4-methyl-benzene

((2S,3S,5R,6R)-5,6-Bis-benzyloxy-3-methoxymethoxymethyl-5,6-dimethyl-[1,4]dioxan-2-ylmethoxy)-tert-butyl-dimethyl-silane