3,7-dithia-16-phenoxy-ω-tetranorprostaglandin E₁ methyl ester

Base Information

• Chemical Name: 3,7-dithia-16-phenoxy-ω-tetranorprostaglandin E₁ methyl ester
• CAS No.: 433213-42-4
• Molecular Formula: C₂₁H₂₈O₆S₂
• Molecular Weight: 440.582
• Mol file: 433213-42-4.mol

Synonyms:3,7-dithia-16-phenoxy-ω-tetranorprostaglandin E₁ methyl ester

Chemical Property of 3,7-dithia-16-phenoxy-ω-tetranorprostaglandin E₁ methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3,7-dithia-16-phenoxy-ω-tetranorprostaglandin E₁ methyl ester

There total 4 articles about 3,7-dithia-16-phenoxy-ω-tetranorprostaglandin E₁ methyl ester 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: 61.0%

3,7-dithia-16-phenoxy-ω-tetranorPGE1 methyl ester 11,15-bis(tert-butyldimethylsilyl ether) (433213-41-3) → 3,7-dithia-16-phenoxy-ω-tetranorprostaglandin E1 methyl ester (433213-42-4)

Guidance literature:

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

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

Reference yield:

tert-Butyl-((E)-(R)-3-iodo-1-phenoxymethyl-allyloxy)-dimethyl-silane (113331-50-3) → 3,7-dithia-16-phenoxy-ω-tetranorprostaglandin E1 methyl ester (433213-42-4)

Guidance literature:

Multi-step reaction with 2 steps

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

1.2: 35 percent / lithium 2-thienylcyanocuprate / diethyl ether; pentane; tetrahydrofuran / 1 h / -70 - -20 °C

2.1: 61 percent / (HF)n*pyridine / acetonitrile; pyridine / 20 °C

With (HF)n*pyridine; tert.-butyl lithium; In pyridine; diethyl ether; acetonitrile; pentane;

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

Reference yield:

6-mercapto-3-thiahexanoic acid methyl ester (164214-15-7) → 3,7-dithia-16-phenoxy-ω-tetranorprostaglandin E1 methyl ester (433213-42-4)

Guidance literature:

Multi-step reaction with 3 steps

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

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

2.2: 35 percent / lithium 2-thienylcyanocuprate / diethyl ether; pentane; tetrahydrofuran / 1 h / -70 - -20 °C

3.1: 61 percent / (HF)n*pyridine / acetonitrile; pyridine / 20 °C

With aluminum oxide; (HF)n*pyridine; tert.-butyl lithium; In pyridine; diethyl ether; dichloromethane; acetonitrile; pentane;

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

upstream raw materials:

3,7-dithia-16-phenoxy-ω-tetranorPGE₁ methyl ester 11,15-bis(tert-butyldimethylsilyl ether)

tert-Butyl-((E)-(R)-3-iodo-1-phenoxymethyl-allyloxy)-dimethyl-silane

6-mercapto-3-thiahexanoic acid methyl ester

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