7-hydroxy-11,15-bis-O-(tert-butyldimethylsilyl)-16-(3-methoxymethyl)phenyl-ω-tetranor-PGE1 methyl ester

Base Information

Chemical Name:7-hydroxy-11,15-bis-O-(tert-butyldimethylsilyl)-16-(3-methoxymethyl)phenyl-ω-tetranor-PGE1 methyl ester
CAS No.:1369917-07-6
Molecular Formula:C₃₇H₆₄O₇Si₂
Molecular Weight:677.082
Hs Code.:

Synonyms:7-hydroxy-11,15-bis-O-(tert-butyldimethylsilyl)-16-(3-methoxymethyl)phenyl-ω-tetranor-PGE1 methyl ester

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Chemical Property of 7-hydroxy-11,15-bis-O-(tert-butyldimethylsilyl)-16-(3-methoxymethyl)phenyl-ω-tetranor-PGE1 methyl ester

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Technology Process of 7-hydroxy-11,15-bis-O-(tert-butyldimethylsilyl)-16-(3-methoxymethyl)phenyl-ω-tetranor-PGE1 methyl ester

There total 1 articles about 7-hydroxy-11,15-bis-O-(tert-butyldimethylsilyl)-16-(3-methoxymethyl)phenyl-ω-tetranor-PGE1 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: 25.0%

: 35376-00-2
methyl 7-oxoheptanoate

: 61305-35-9
(R)-4-((tert-butyldimethylsilyl)oxy)cyclopent-2-enone

: 253350-40-2
3-(S)-tert-butyldimethylsilyloxy-1-iodo-4-(3-methoxymethyl)phenyl-1-butene

: 1369917-07-6
7-hydroxy-11,15-bis-O-(tert-butyldimethylsilyl)-16-(3-methoxymethyl)phenyl-ω-tetranor-PGE1 methyl ester

Guidance literature:: 3-(S)-tert-butyldimethylsilyloxy-1-iodo-4-(3-methoxymethyl)phenyl-1-butene; With tert.-butyl lithium; In diethyl ether; pentane; at -70 ℃; for 1h; Inert atmosphere;

With thien-2-yl(cyano)copper lithium; In tetrahydrofuran; diethyl ether; pentane; for 0.333333h; Inert atmosphere;

methyl 7-oxoheptanoate; (R)-4-((tert-butyldimethylsilyl)oxy)cyclopent-2-enone; Further stages;
DOI:10.1248/cpb.59.1494

Reference yield: 67.0%

: 1369917-07-6
7-hydroxy-11,15-bis-O-(tert-butyldimethylsilyl)-16-(3-methoxymethyl)phenyl-ω-tetranor-PGE1 methyl ester

: 1369917-08-7
(7E)-7,8-didehydro-11,15-bis-O-(tert-butyldimethylsilyl)-16-(3-methoxymethyl)phenyl-ω-tetranor-PGE1 methyl ester

Guidance literature:: With dmap; methanesulfonyl chloride; In dichloromethane; at 0 ℃; for 3h;
DOI:10.1248/cpb.59.1494

Reference yield:

: 1369917-07-6
7-hydroxy-11,15-bis-O-(tert-butyldimethylsilyl)-16-(3-methoxymethyl)phenyl-ω-tetranor-PGE1 methyl ester

: 1369916-93-7
(7E)-7,8-didehydro-16-(3-methoxymethyl)phenyl-ω-tetranor-PGE1

Guidance literature:: Multi-step reaction with 3 steps

1: dmap; methanesulfonyl chloride / dichloromethane / 3 h / 0 °C

2: pyridine; pyridine hydrofluoride / acetonitrile / 1.5 h / Cooling with ice

3: ethanol / 1.5 h / 20 °C / pH 7.4 / aq. phosphate buffer; Enzymatic reaction

With pyridine; dmap; pyridine hydrofluoride; methanesulfonyl chloride; In ethanol; dichloromethane; acetonitrile;
DOI:10.1248/cpb.59.1494