{(S)-1-[(2R,3S)-3-(4-Benzyloxy-butyl)-oxiranyl]-ethoxy}-tert-butyl-dimethyl-silane

Base Information

• Chemical Name: {(S)-1-[(2R,3S)-3-(4-Benzyloxy-butyl)-oxiranyl]-ethoxy}-tert-butyl-dimethyl-silane
• CAS No.: 887776-91-2
• Molecular Formula: C₂₁H₃₆O₃Si
• Molecular Weight: 364.601
• Mol file: 887776-91-2.mol

Synonyms:{(S)-1-[(2R,3S)-3-(4-Benzyloxy-butyl)-oxiranyl]-ethoxy}-tert-butyl-dimethyl-silane

Chemical Property of {(S)-1-[(2R,3S)-3-(4-Benzyloxy-butyl)-oxiranyl]-ethoxy}-tert-butyl-dimethyl-silane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of {(S)-1-[(2R,3S)-3-(4-Benzyloxy-butyl)-oxiranyl]-ethoxy}-tert-butyl-dimethyl-silane

There total 4 articles about {(S)-1-[(2R,3S)-3-(4-Benzyloxy-butyl)-oxiranyl]-ethoxy}-tert-butyl-dimethyl-silane 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: 96.5%

(S)-1-[(2S,3S)-3-(4-Benzyloxy-butyl)-oxiranyl]-ethanol (887776-89-8) + tert-butyldimethylsilyl chloride (18162-48-6) → {(S)-1-[(2R,3S)-3-(4-Benzyloxy-butyl)-oxiranyl]-ethoxy}-tert-butyl-dimethyl-silane (887776-91-2)

Guidance literature:

With 1H-imidazole; dmap; In N,N-dimethyl-formamide; at 20 ℃; for 10h;

DOI:10.1021/jo0600961

Reference yield:

(E)-7-Benzyloxy-hept-2-enal → {(S)-1-[(2R,3S)-3-(4-Benzyloxy-butyl)-oxiranyl]-ethoxy}-tert-butyl-dimethyl-silane (887776-91-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 3.68 g / diethyl ether / 1 h / 0 °C

2: 40 percent / Ti(OⁱPr)4; L-(+)-DIPT; TBHP / CH₂Cl₂; toluene / 0.08 h

3: 96.5 percent / imidazole; DMAP / dimethylformamide / 10 h / 20 °C

With 1H-imidazole; titanium(IV) isopropylate; tert.-butylhydroperoxide; dmap; L-(+)-diisopropyl tartrate; In diethyl ether; dichloromethane; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jo0600961

Reference yield:

(E)-8-Benzyloxy-oct-3-en-2-ol (887776-85-4) → {(S)-1-[(2R,3S)-3-(4-Benzyloxy-butyl)-oxiranyl]-ethoxy}-tert-butyl-dimethyl-silane (887776-91-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 40 percent / Ti(OⁱPr)4; L-(+)-DIPT; TBHP / CH₂Cl₂; toluene / 0.08 h

2: 96.5 percent / imidazole; DMAP / dimethylformamide / 10 h / 20 °C

With 1H-imidazole; titanium(IV) isopropylate; tert.-butylhydroperoxide; dmap; L-(+)-diisopropyl tartrate; In dichloromethane; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jo0600961

upstream raw materials:

(S)-1-[(2S,3S)-3-(4-Benzyloxy-butyl)-oxiranyl]-ethanol

tert-butyldimethylsilyl chloride

(E)-8-Benzyloxy-oct-3-en-2-ol

(E)-7-(benzyloxy)-2-hepten-1-ol

Downstream raw materials:

[(1R,2S,3S)-3-Hydroxy-2-((S)-1-hydroxy-ethyl)-cyclohexyl]-acetic acid ethyl ester