(11R,12R,13E,15S)-9-[(trifluoromethyl)sulfonyloxy]-11,15-bis(tertbutyldimethylsilyloxy)-16-(3-methoxymethylphenyl)-17,18,19,20-tetranorprost-8,13-dienoic acid methyl ester

Base Information

Chemical Name:(11R,12R,13E,15S)-9-[(trifluoromethyl)sulfonyloxy]-11,15-bis(tertbutyldimethylsilyloxy)-16-(3-methoxymethylphenyl)-17,18,19,20-tetranorprost-8,13-dienoic acid methyl ester
CAS No.:1369917-14-5
Molecular Formula:C₃₈H₆₃F₃O₈SSi₂
Molecular Weight:793.146
Hs Code.:

(11R,12R,13E,15S)-9-[(trifluoromethyl)sulfonyloxy]-11,15-bis(tertbutyldimethylsilyloxy)-16-(3-methoxymethylphenyl)-17,18,19,20-tetranorprost-8,13-dienoic acid methyl ester

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Chemical Property of (11R,12R,13E,15S)-9-[(trifluoromethyl)sulfonyloxy]-11,15-bis(tertbutyldimethylsilyloxy)-16-(3-methoxymethylphenyl)-17,18,19,20-tetranorprost-8,13-dienoic acid methyl ester

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Technology Process of (11R,12R,13E,15S)-9-[(trifluoromethyl)sulfonyloxy]-11,15-bis(tertbutyldimethylsilyloxy)-16-(3-methoxymethylphenyl)-17,18,19,20-tetranorprost-8,13-dienoic acid methyl ester

There total 1 articles about (11R,12R,13E,15S)-9-[(trifluoromethyl)sulfonyloxy]-11,15-bis(tertbutyldimethylsilyloxy)-16-(3-methoxymethylphenyl)-17,18,19,20-tetranorprost-8,13-dienoic acid 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:

: 37595-74-7
N,N-phenylbistrifluoromethane-sulfonimide

: 41138-69-6
7-{3-[(tert-butyldimethylsilanyl)oxy]-5-oxocyclopent-1-en-1-yl}heptanoic acid methyl ester

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

: 1369917-14-5
(11R,12R,13E,15S)-9-[(trifluoromethyl)sulfonyloxy]-11,15-bis(tertbutyldimethylsilyloxy)-16-(3-methoxymethylphenyl)-17,18,19,20-tetranorprost-8,13-dienoic acid 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 0.45h; Inert atmosphere;

N,N-phenylbistrifluoromethane-sulfonimide; 7-{3-[(tert-butyldimethylsilanyl)oxy]-5-oxocyclopent-1-en-1-yl}heptanoic acid methyl ester;
DOI:10.1248/cpb.59.1494

Reference yield:

: 1369917-14-5
(11R,12R,13E,15S)-9-[(trifluoromethyl)sulfonyloxy]-11,15-bis(tertbutyldimethylsilyloxy)-16-(3-methoxymethylphenyl)-17,18,19,20-tetranorprost-8,13-dienoic acid methyl ester

: C₃₇H₆₄O₅Si₂

Guidance literature:: With formic acid; palladium diacetate; triethylamine; triphenylphosphine; In N,N-dimethyl-formamide; at 60 ℃; for 3h; Inert atmosphere;
DOI:10.1248/cpb.59.1494

Reference yield:

: 1369917-14-5
(11R,12R,13E,15S)-9-[(trifluoromethyl)sulfonyloxy]-11,15-bis(tertbutyldimethylsilyloxy)-16-(3-methoxymethylphenyl)-17,18,19,20-tetranorprost-8,13-dienoic acid methyl ester

: 1369917-19-0
C₂₅H₃₆O₅

Guidance literature:: Multi-step reaction with 2 steps

1: formic acid; palladium diacetate; triethylamine; triphenylphosphine / N,N-dimethyl-formamide / 3 h / 60 °C / Inert atmosphere

2: pyridine; pyridine hydrofluoride / acetonitrile / 2 h / 0 °C

With pyridine; formic acid; pyridine hydrofluoride; palladium diacetate; triethylamine; triphenylphosphine; In N,N-dimethyl-formamide; acetonitrile;
DOI:10.1248/cpb.59.1494