(1E)-(3S)-3-tert-butyldimethylsilyloxy-3-cyclohexyl-1-iodo-1-propene

Base Information

• Chemical Name: (1E)-(3S)-3-tert-butyldimethylsilyloxy-3-cyclohexyl-1-iodo-1-propene
• CAS No.: 82476-95-7
• Molecular Formula: C₁₅H₂₉IOSi
• Molecular Weight: 380.385
• Mol file: 82476-95-7.mol

Synonyms:(1E)-(3S)-3-tert-butyldimethylsilyloxy-3-cyclohexyl-1-iodo-1-propene

Chemical Property of (1E)-(3S)-3-tert-butyldimethylsilyloxy-3-cyclohexyl-1-iodo-1-propene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1E)-(3S)-3-tert-butyldimethylsilyloxy-3-cyclohexyl-1-iodo-1-propene

There total 1 articles about (1E)-(3S)-3-tert-butyldimethylsilyloxy-3-cyclohexyl-1-iodo-1-propene 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:

3-cyclohexyl-3RS-hydroxy-1-iodoprop-1E-ene (71399-48-9) → (1E)-(3S)-3-tert-butyldimethylsilyloxy-3-cyclohexyl-1-iodo-1-propene (82476-95-7)

Guidance literature:

Multi-step reaction with 2 steps

2: 99 percent

DOI:10.1248/cpb.33.2359

Reference yield: 32.0%

(1E)-(3S)-3-tert-butyldimethylsilyloxy-3-cyclohexyl-1-iodo-1-propene (82476-95-7) + 2-(6-carbomethoxy-1,5-dithiahexyl)-4-(R)-tert-butyldimethylsilyloxy-2-cyclopentenone (210819-03-7) → 3,7-dithia-15-cyclohexyl-ω-pentanorprostaglandin E1 methyl ester 11,15-bis(tert-butyldimethylsilyl ether) (433213-36-6)

Guidance literature:

(1E)-(3S)-3-tert-butyldimethylsilyloxy-3-cyclohexyl-1-iodo-1-propene; With tert.-butyl lithium; In diethyl ether; pentane; at -70 ℃; for 1h;

2-(6-carbomethoxy-1,5-dithiahexyl)-4-(R)-tert-butyldimethylsilyloxy-2-cyclopentenone; With thien-2-yl(cyano)copper lithium; In tetrahydrofuran; diethyl ether; pentane; at -70 - -20 ℃; for 1h;

DOI:10.1016/S0968-0896(01)00351-0

Reference yield:

(4R)-2-(N,N-diethylamino)methyl-4-(t-butyldimethylsiloxy)-cyclopent-2-en-1-ol (117254-07-6) + (1E)-(3S)-3-tert-butyldimethylsilyloxy-3-cyclohexyl-1-iodo-1-propene (82476-95-7) → (3R, 4R)-2-methylene-3-[(1E, 3S)-3-(tert-butyldimethylsiloxy)-3-cyclohexyl-1-propenyl]-4-(tert-butyldimethylsiloxy)cyclopentane-1-one

Guidance literature:

(1E)-(3S)-3-tert-butyldimethylsilyloxy-3-cyclohexyl-1-iodo-1-propene; With tert.-butyl lithium; In diethyl ether; pentane; at -78 ℃; for 1h;

With thien-2-yl(cyano)copper lithium; In tetrahydrofuran; diethyl ether; pentane; at -78 ℃; for 0.333333h;

(4R)-2-(N,N-diethylamino)methyl-4-(t-butyldimethylsiloxy)-cyclopent-2-en-1-ol; In tetrahydrofuran; diethyl ether; pentane; at -78 - 0 ℃; for 1.5h;

upstream raw materials:

3-cyclohexyl-3RS-hydroxy-1-iodoprop-1E-ene

Downstream raw materials:

(5E)-(7S)-7-tert-butyldimethylsilyloxy-7-cyclohexyl-5-hepten-2-one

5-{(1R,2S,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-2-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-3-cyclohexyl-propenyl]-5-oxo-cyclopentylsulfanyl}-pentanoic acid methyl ester

(E)-6-{(1R,2S,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-2-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-3-cyclohexyl-propenyl]-5-oxo-cyclopentylsulfanyl}-hex-2-enoic acid methyl ester

6-{(1R,2S,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-2-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-3-cyclohexyl-propenyl]-5-oxo-cyclopentylsulfanyl}-hexanoic acid methyl ester