6-keto-PGF_1α methyl ester

Base Information

• Chemical Name: 6-keto-PGF_1α methyl ester
• CAS No.: 63557-55-1
• Molecular Formula: C₂₁H₃₆O₆
• Molecular Weight: 384.513
• Mol file: 63557-55-1.mol

Synonyms:6-keto-PGF_1α methyl ester

Chemical Property of 6-keto-PGF_1α methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 6-keto-PGF_1α methyl ester

There total 40 articles about 6-keto-PGF_1α 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: 96.0%

methyl 7-((1R,2R,3R,5S)-3-(tert-butyldimethylsilyloxy)-2-((S,E)-3-(tert-butyldimethylsilyloxy)oct-1-enyl)-5-hydroxycyclopentyl)-6-oxoheptanoate (79672-82-5) → 6-keto-PGF1α methyl ester (63557-55-1)

Guidance literature:

With pyridine hydrogenfluoride; for 1h; Ambient temperature;

DOI:10.1016/S0040-4039(01)91266-3

Reference yield: 96.0%

7-{(1R,2R,3R,5S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-oct-1-enyl]-5-hydroxy-cyclopentyl}-6,6-dimethoxy-heptanoic acid methyl ester (112329-44-9) → 6-keto-PGF1α methyl ester (63557-55-1)

Guidance literature:

With pyridine; hydrogen fluoride; In acetonitrile; for 1h; Ambient temperature;

DOI:10.1016/S0040-4020(01)90018-3

Reference yield: 90.0%

6-oxo-PGF1α-tri-t-butyldimethylsilil ether (98582-15-1) → 6-keto-PGF1α methyl ester (63557-55-1)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; Ambient temperature;

DOI:10.1246/cl.1985.557

upstream raw materials:

PGI₂ methyl ester

(5E)-11-deoxy-6,11α-epoxy-Δ⁵-prostaglandin F_1α methyl ester

(5Z)-11-deoxy-6,11α-epoxy-Δ⁵-prostaglandin F_1α methyl ester

methyl 7-((1R,2R,3R,5S)-3-(tert-butyldimethylsilyloxy)-2-((S,E)-3-(tert-butyldimethylsilyloxy)oct-1-enyl)-5-hydroxycyclopentyl)-6-oxoheptanoate

Downstream raw materials:

7-[(1R,2R,3R,5S)-3,5-Dihydroxy-2-((E)-(S)-3-hydroxy-oct-1-enyl)-cyclopentyl]-6-oxo-heptanoic acid

Refernces

• 1、 Tanaka, Toshio,Hazato, Atsuo,Bannai, Kiyoshi,Okamura, Noriaki,Sugiura, Satoshi,et al.. "Nitro-Olefin Trapping Reactions of Enolates In Situ Generated by Conjugate Addition Reaction: Short Syntheses of PGE1, 6-Oxo-PGE1, 6-Oxo-PGF1α, and PGI2". . p. 813 - 824. Retrieved 2007/10/02.
• 2、 Nokami, Junzo,Ono, Toshio,Hiraga, Junji,Wakabayashi, Shoji. "A FACILE SYNTHESIS OF 6-OXO-PGF1α AND 6-OXO-PGE1". . p. 557 - 560. Retrieved 2007/10/02.