((S)-1-Benzyl-3-benzyloxy-propoxy)-tert-butyl-dimethyl-silane

Base Information

• Chemical Name: ((S)-1-Benzyl-3-benzyloxy-propoxy)-tert-butyl-dimethyl-silane
• CAS No.: 146877-18-1
• Molecular Formula: C₂₃H₃₄O₂Si
• Molecular Weight: 370.607
• Mol file: 146877-18-1.mol

Synonyms:((S)-1-Benzyl-3-benzyloxy-propoxy)-tert-butyl-dimethyl-silane

Chemical Property of ((S)-1-Benzyl-3-benzyloxy-propoxy)-tert-butyl-dimethyl-silane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ((S)-1-Benzyl-3-benzyloxy-propoxy)-tert-butyl-dimethyl-silane

There total 4 articles about ((S)-1-Benzyl-3-benzyloxy-propoxy)-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: 94.0%

tert-butyldimethylsilyl trifluoroacetate (104410-90-4) + (S)-4-(benzyloxy)-1-phenylbutan-2-ol (146877-28-3) → ((S)-1-Benzyl-3-benzyloxy-propoxy)-tert-butyl-dimethyl-silane (146877-18-1)

Guidance literature:

With 2,6-dimethylpyridine; In dichloromethane; at 0 ℃; for 0.0833333h;

DOI:10.1246/cl.1992.2385

Reference yield:

(-)-(2S,3R)-2,3-epoxy-4-(benzyloxy)-1-butanol (78513-07-2) → ((S)-1-Benzyl-3-benzyloxy-propoxy)-tert-butyl-dimethyl-silane (146877-18-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) LiBH₄, Ti(OiPr)4, 2.) p-TsCl, Et₃N, DMAP, 3.) NaH

2: 92 percent / tetrahydrofuran / 0.25 h / Ambient temperature

3: 94 percent / 2,6-lutidine / CH₂Cl₂ / 0.08 h / 0 °C

With 2,6-dimethylpyridine; titanium(IV) isopropylate; dmap; lithium borohydride; sodium hydride; triethylamine; p-toluenesulfonyl chloride; In tetrahydrofuran; dichloromethane;

DOI:10.1246/cl.1992.2385

Reference yield:

(2R)-2-(2-benzyloxyethyl)oxirane (115114-87-9) → ((S)-1-Benzyl-3-benzyloxy-propoxy)-tert-butyl-dimethyl-silane (146877-18-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / tetrahydrofuran / 0.25 h / Ambient temperature

2: 94 percent / 2,6-lutidine / CH₂Cl₂ / 0.08 h / 0 °C

With 2,6-dimethylpyridine; In tetrahydrofuran; dichloromethane;

DOI:10.1246/cl.1992.2385

upstream raw materials:

tert-butyldimethylsilyl trifluoroacetate

(S)-4-(benzyloxy)-1-phenylbutan-2-ol

(-)-(2S,3R)-2,3-epoxy-4-(benzyloxy)-1-butanol

(2R)-2-(2-benzyloxyethyl)oxirane

Downstream raw materials:

[(1R,3S,7R)-7-(tert-Butyl-dimethyl-silanyloxy)-1-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-3-hydroxy-8-phenyl-octyl]-carbamic acid tert-butyl ester

{(1R,3S,7R)-3,7-Bis-(tert-butyl-dimethyl-silanyloxy)-1-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-2-trityloxy-ethyl]-8-phenyl-octyl}-carbamic acid tert-butyl ester

{(1R,3S,7R)-3,7-Bis-(tert-butyl-dimethyl-silanyloxy)-1-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-2-hydroxy-ethyl]-8-phenyl-octyl}-carbamic acid tert-butyl ester

[(1R,3S,7R)-7-(tert-Butyl-dimethyl-silanyloxy)-1-((S)-1,2-dihydroxy-ethyl)-3-hydroxy-8-phenyl-octyl]-carbamic acid tert-butyl ester