(2S,3S)-3-((R)-1-(2,4,6-triisopropylphenyl)ethoxy)-2-((triisopropylsilyloxy)methyl)cyclobutanone

Base Information

• Chemical Name: (2S,3S)-3-((R)-1-(2,4,6-triisopropylphenyl)ethoxy)-2-((triisopropylsilyloxy)methyl)cyclobutanone
• CAS No.: 1013657-37-8
• Molecular Formula: C₃₁H₅₄O₃Si
• Molecular Weight: 502.853
• Mol file: 1013657-37-8.mol

Synonyms:(2S,3S)-3-((R)-1-(2,4,6-triisopropylphenyl)ethoxy)-2-((triisopropylsilyloxy)methyl)cyclobutanone

Chemical Property of (2S,3S)-3-((R)-1-(2,4,6-triisopropylphenyl)ethoxy)-2-((triisopropylsilyloxy)methyl)cyclobutanone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3S)-3-((R)-1-(2,4,6-triisopropylphenyl)ethoxy)-2-((triisopropylsilyloxy)methyl)cyclobutanone

There total 5 articles about (2S,3S)-3-((R)-1-(2,4,6-triisopropylphenyl)ethoxy)-2-((triisopropylsilyloxy)methyl)cyclobutanone 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: 78.0%

(R,Z)-triisopropyl(3-(1-(2,4,6-triisopropylphenyl)ethoxy)allyloxy)silane (1030594-67-2) + trifluoroacetyl chloride (76-02-8) → (2S,3S)-3-((R)-1-(2,4,6-triisopropylphenyl)ethoxy)-2-((triisopropylsilyloxy)methyl)cyclobutanone (1013657-37-8) + (2R,3R)-3-((R)-1-(2,4,6-triisopropylphenyl)ethoxy)-2-((triisopropylsilyloxy)methyl)cyclobutanone

Guidance literature:

(R,Z)-triisopropyl(3-(1-(2,4,6-triisopropylphenyl)ethoxy)allyloxy)silane; trifluoroacetyl chloride; With zinc/copper couple; In diethyl ether; at 20 ℃; for 0.5h;

With ammonium chloride; In methanol; diethyl ether; for 0.166667h; optical yield given as %de; diastereoselective reaction; Reflux;

DOI:10.1021/ol702977x

Reference yield:

(R,Z)-triisopropyl(3-(1-(2,4,6-triisopropylphenyl)ethoxy)allyloxy)silane (1030594-67-2) → (2S,3S)-3-((R)-1-(2,4,6-triisopropylphenyl)ethoxy)-2-((triisopropylsilyloxy)methyl)cyclobutanone (1013657-37-8)

Guidance literature:

Multi-step reaction with 2 steps

1: zinc/copper couple / diethyl ether / 0.5 h / 20 °C / Inert atmosphere

2: ammonium chloride / methanol; diethyl ether / 0.17 h / Inert atmosphere; Reflux

With zinc/copper couple; ammonium chloride; In methanol; diethyl ether;

DOI:10.1021/jo202261z

Reference yield:

C31H52Cl2O3Si → (2S,3S)-3-((R)-1-(2,4,6-triisopropylphenyl)ethoxy)-2-((triisopropylsilyloxy)methyl)cyclobutanone (1013657-37-8)

Guidance literature:

With ammonium chloride; In methanol; diethyl ether; for 0.166667h; Inert atmosphere; Reflux;

DOI:10.1021/jo202261z

upstream raw materials:

(R,Z)-triisopropyl(3-(1-(2,4,6-triisopropylphenyl)ethoxy)allyloxy)silane

trifluoroacetyl chloride

2-[(R)-1-((E)-1,2-dichlorovinyloxy)ethyl]-1,3,5-triisopropylbenzene

Downstream raw materials:

(1S,2S,3S)-3-((R)-1-(2,4,6-triisopropylphenyl)ethoxy)-2-((triisopropylsilyloxy)methyl)cyclobutanecarbaldehyde

((1S,2S,3S)-3-(1-(2,4,6-triisopropylphenyl)ethoxy)cyclobutane-1,2-diyl)dimethanol

((1S,2S,3S)-3-((R)-1-(2,4,6-triisopropylphenyl)ethoxy)-2-((triisopropylsilyloxy)methyl)cyclobutyl)methanol

C₃₇H₄₆O₅