3,7-dithia-15-cyclohexyl-ω-pentanorprostaglandin E₁ methyl ester 11,15-bis(tert-butyldimethylsilyl ether)

Base Information

• Chemical Name: 3,7-dithia-15-cyclohexyl-ω-pentanorprostaglandin E₁ methyl ester 11,15-bis(tert-butyldimethylsilyl ether)
• CAS No.: 433213-36-6
• Molecular Formula: C₃₂H₆₀O₅S₂Si₂
• Molecular Weight: 645.128
• Mol file: 433213-36-6.mol

Synonyms:3,7-dithia-15-cyclohexyl-ω-pentanorprostaglandin E₁ methyl ester 11,15-bis(tert-butyldimethylsilyl ether)

Chemical Property of 3,7-dithia-15-cyclohexyl-ω-pentanorprostaglandin E₁ methyl ester 11,15-bis(tert-butyldimethylsilyl ether)

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3,7-dithia-15-cyclohexyl-ω-pentanorprostaglandin E₁ methyl ester 11,15-bis(tert-butyldimethylsilyl ether)

There total 2 articles about 3,7-dithia-15-cyclohexyl-ω-pentanorprostaglandin E₁ methyl ester 11,15-bis(tert-butyldimethylsilyl ether) 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: 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:

6-mercapto-3-thiahexanoic acid methyl ester (164214-15-7) → 3,7-dithia-15-cyclohexyl-ω-pentanorprostaglandin E1 methyl ester 11,15-bis(tert-butyldimethylsilyl ether) (433213-36-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 83 percent / alumina / CH₂Cl₂ / 12 h / 20 °C

2.1: t-BuLi / diethyl ether; pentane / 1 h / -70 °C

2.2: 32 percent / lithium 2-thienylcyanocuprate / diethyl ether; pentane; tetrahydrofuran / 1 h / -70 - -20 °C

With aluminum oxide; tert.-butyl lithium; In diethyl ether; dichloromethane; pentane;

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

Reference yield: 67.0%

3,7-dithia-15-cyclohexyl-ω-pentanorprostaglandin E1 methyl ester 11,15-bis(tert-butyldimethylsilyl ether) (433213-36-6) → 3,7-dithia-15-cyclohexyl-ω-pentanorprostaglandin E1 methyl ester (210818-95-4)

Guidance literature:

With (HF)n*pyridine; In pyridine; acetonitrile; at 20 ℃;

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

upstream raw materials:

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

2-(6-carbomethoxy-1,5-dithiahexyl)-4-(R)-tert-butyldimethylsilyloxy-2-cyclopentenone

6-mercapto-3-thiahexanoic acid methyl ester

Downstream raw materials:

3,7-dithia-15-cyclohexyl-ω-pentanorprostaglandin E₁ methyl ester