(1R,2S,4R,5S)-[2-acetoxy-4-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)bicyclo[3.1.0]hex-1-yl]methyl acetate

Base Information

• Chemical Name: (1R,2S,4R,5S)-[2-acetoxy-4-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)bicyclo[3.1.0]hex-1-yl]methyl acetate
• CAS No.: 452335-22-7
• Molecular Formula: C₂₇H₃₄O₅Si
• Molecular Weight: 466.649
• Mol file: 452335-22-7.mol

Synonyms:(1R,2S,4R,5S)-[2-acetoxy-4-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)bicyclo[3.1.0]hex-1-yl]methyl acetate

Chemical Property of (1R,2S,4R,5S)-[2-acetoxy-4-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)bicyclo[3.1.0]hex-1-yl]methyl acetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,2S,4R,5S)-[2-acetoxy-4-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)bicyclo[3.1.0]hex-1-yl]methyl acetate

There total 3 articles about (1R,2S,4R,5S)-[2-acetoxy-4-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)bicyclo[3.1.0]hex-1-yl]methyl acetate 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: 92.0%

tert-butylchlorodiphenylsilane (58479-61-1) + (1R,2S,4R,5S)-(2-acetoxy-4-hydroxybicyclo[3.1.0]hex-1-yl)methyl acetate (452335-24-9) → (1R,2S,4R,5S)-[2-acetoxy-4-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)bicyclo[3.1.0]hex-1-yl]methyl acetate (452335-22-7)

Guidance literature:

DOI:10.1081/NCN-120021954

Reference yield: 42.0%

vinyl acetate (108-05-4,9003-20-7) + (1RS,2SR,4RS,5SR)-4-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)-1-(hydroxymethyl)bicyclo[3.1.0]hexan-2-ol → (1S,2R,4S,5R)-[4-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)-2-hydroxybicyclo[3.1.0]hex-1-yl]methyl acetate (452335-23-8) + (1R,2S,4R,5S)-[2-acetoxy-4-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)bicyclo[3.1.0]hex-1-yl]methyl acetate (452335-22-7) + (1S,2R,4S,5R)-1-[1-(acetoxymethyl)-4-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)bicyclo[3.1.0]hex-2-yloxy]ethyl acetate

Guidance literature:

With Lipase PS-C; In various solvent(s); at 20 ℃; for 64h;

DOI:10.1021/jo020249u

Reference yield: 42.0%

vinyl acetate (108-05-4,9003-20-7) + (1R,2S,4S,5S)-1-hydroxymethyl-4-(tert-butyldiphenylsilyloxy)bicyclo[3.1.0]hexan-2-ol → (1R,2S,4R,5S)-[2-acetoxy-4-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)bicyclo[3.1.0]hex-1-yl]methyl acetate (452335-22-7) + Acetic acid (1S,2R,4S)-4-(tert-butyl-diphenyl-silanyloxy)-2-hydroxy-bicyclo[3.1.0]hex-1-ylmethyl ester + Acetic acid (1S,2R,4S)-2-(1-acetoxy-ethoxy)-4-(tert-butyl-diphenyl-silanyloxy)-bicyclo[3.1.0]hex-1-ylmethyl ester

Guidance literature:

With lipase PS-G; Title compound not separated from byproducts;

DOI:10.1081/NCN-120021954

upstream raw materials:

vinyl acetate

tert-butylchlorodiphenylsilane

(1R,2S,4R,5S)-(2-acetoxy-4-hydroxybicyclo[3.1.0]hex-1-yl)methyl acetate

Downstream raw materials:

(1'R,2'S,4'R,5'S)-4-(tert-butyl-diphenylsilanyloxy)-1-hydroxymethyl-bicyclo[3.1.0]hexan-2-ol

MRS2500