(2S,3S)-3-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-2-methyl-1-(phenylsulfonyl)butane

Base Information

• Chemical Name: (2S,3S)-3-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-2-methyl-1-(phenylsulfonyl)butane
• CAS No.: 115118-85-9
• Molecular Formula: C₁₇H₃₀O₃SSi
• Molecular Weight: 342.575
• Mol file: 115118-85-9.mol

Synonyms:(2S,3S)-3-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-2-methyl-1-(phenylsulfonyl)butane

Chemical Property of (2S,3S)-3-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-2-methyl-1-(phenylsulfonyl)butane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3S)-3-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-2-methyl-1-(phenylsulfonyl)butane

There total 10 articles about (2S,3S)-3-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-2-methyl-1-(phenylsulfonyl)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: 94.0%

(2S,3S)-3-<(tert-butyldimethylsilyl)oxy>-2-methyl-1-(phenylthio)butane (117438-72-9) → (2S,3S)-3-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-2-methyl-1-(phenylsulfonyl)butane (115118-85-9)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; for 4.5h; Ambient temperature;

DOI:10.1021/jo00260a020

Reference yield: 81.0%

sodium phenylsulfonate (515-42-4) + tert-Butyl-((1S,2S)-3-iodo-1,2-dimethyl-propoxy)-dimethyl-silane (115118-84-8) → (2S,3S)-3-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-2-methyl-1-(phenylsulfonyl)butane (115118-85-9)

Guidance literature:

In N,N,N,N,N,N-hexamethylphosphoric triamide; for 0.5h; Ambient temperature;

DOI:10.1021/jo00253a021

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → (2S,3S)-3-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-2-methyl-1-(phenylsulfonyl)butane (115118-85-9)

Guidance literature:

Multi-step reaction with 5 steps

1: dimethylformamide / 21 h / Ambient temperature

2: diisobutylaluminium hydride / toluene; hexane / 2 h / -78 °C

3: 89 percent / pyridine / 20 h / Ambient temperature

4: 88 percent / t-BuOK / dimethylformamide / 1.5 h / Ambient temperature

5: 94 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 4.5 h / Ambient temperature

With potassium tert-butylate; diisobutylaluminium hydride; 3-chloro-benzenecarboperoxoic acid; In pyridine; hexane; dichloromethane; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jo00260a020

upstream raw materials:

sodium phenylsulfonate

tert-Butyl-((1S,2S)-3-iodo-1,2-dimethyl-propoxy)-dimethyl-silane

(2S,3S)-3-<(tert-butyldimethylsilyl)oxy>-2-methyl-1-(phenylthio)butane

tert-butyldimethylsilyl chloride

Downstream raw materials:

pseudomonic acid C

<3aS-<3aα,4α,7aα,7α(2Z,4S^*,5R^*)>>-tetrahydro-2,2-dimethyl-4-<2-<<(1,1-dimethylethyl)diphenylsilyl>oxy>ethyl>-7-<5-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-4-methyl-2-hexenyl>-4H-1,3-dioxolo<4,5-c>pyran

<3aS-<3aα,4α,7aα,7α(2E,4S^*,5R^*)>>-tetrahydro-2,2-dimethyl-4-<2-<<(1,1-dimethylethyl)diphenylsilyl>oxy>ethyl>-7-<5-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-4-methyl-2-hexenyl>-4H-1,3-dioxolo<4,5-c>pyran

tert-butyl 4-<5(S)-<3-(phenylsulfonyl)-5(S)-<(tert-butyldimethylsilyl)oxy>-2-hydroxy-4(R)-methylhexyl>-3(S),4(R)-(cyclohexylidenedioxy)tetrahydropyran-2(S)-yl>-3-methyl-2(E)-butenoate