11,15-bis-O-(t-butyldimethylsilyl)-5,6-didehydro-7-thiobenzoyloxy-PGE₂ methyl ester

Base Information

• Chemical Name: 11,15-bis-O-(t-butyldimethylsilyl)-5,6-didehydro-7-thiobenzoyloxy-PGE₂ methyl ester
• CAS No.: 85785-86-0
• Molecular Formula: C₄₀H₆₄O₆SSi₂
• Molecular Weight: 729.182

Synonyms:11,15-bis-O-(t-butyldimethylsilyl)-5,6-didehydro-7-thiobenzoyloxy-PGE₂ methyl ester

Chemical Property of 11,15-bis-O-(t-butyldimethylsilyl)-5,6-didehydro-7-thiobenzoyloxy-PGE₂ methyl ester

Chemical Property:

Purity/Quality:

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• Pictogram(s):  
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MSDS Files:

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Technology Process of 11,15-bis-O-(t-butyldimethylsilyl)-5,6-didehydro-7-thiobenzoyloxy-PGE₂ methyl ester

There total 4 articles about 11,15-bis-O-(t-butyldimethylsilyl)-5,6-didehydro-7-thiobenzoyloxy-PGE₂ 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: 71.0%

thiobenzoyl chloride (3335-22-6) + 11,15-bis-O-(t-butyldimethylsilyl)-5,6-didehydro-7-hydroxy-PGE2 methyl ester (85785-85-9) → 11,15-bis-O-(t-butyldimethylsilyl)-5,6-didehydro-7-thiobenzoyloxy-PGE2 methyl ester (85785-86-0)

Guidance literature:

With dmap; In dichloromethane; at 21 ℃; for 1.16667h;

DOI:10.1246/bcsj.61.1299

Reference yield:

(1E,3S)-1-iodo-3-(tert-butyldimethylsiloxy)-1-octene (41138-67-4) → 11,15-bis-O-(t-butyldimethylsilyl)-5,6-didehydro-7-thiobenzoyloxy-PGE2 methyl ester (85785-86-0)

Guidance literature:

Multi-step reaction with 2 steps

2: 68 percent / 4-dimethylaminopyridine / CH₂Cl₂ / 3 h / 18 °C

With dmap; In dichloromethane;

DOI:10.1016/S0040-4039(00)85895-5

Reference yield:

(R)-4-((tert-butyldimethylsilyl)oxy)cyclopent-2-enone (61305-35-9) → 11,15-bis-O-(t-butyldimethylsilyl)-5,6-didehydro-7-thiobenzoyloxy-PGE2 methyl ester (85785-86-0)

Guidance literature:

Multi-step reaction with 2 steps

2: 68 percent / 4-dimethylaminopyridine / CH₂Cl₂ / 3 h / 18 °C

With dmap; In dichloromethane;

DOI:10.1016/S0040-4039(00)85895-5

upstream raw materials:

thiobenzoyl chloride

11,15-bis-O-(t-butyldimethylsilyl)-5,6-didehydro-7-hydroxy-PGE₂ methyl ester

(1E,3S)-1-iodo-3-(tert-butyldimethylsiloxy)-1-octene

(R)-4-((tert-butyldimethylsilyl)oxy)cyclopent-2-enone

Downstream raw materials:

prostaglandin E₂

prostaglandin E₁ methyl ester

(+)-prostaglandin F_2α

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