(5Z,13E)-9α-<(tert-butyldimethylsilyl)oxy>-11α-hydroxy-15-<(tert-butyldiphenylsilyl)oxy>prosta-5,13-dienoic acid

Base Information

Chemical Name:(5Z,13E)-9α-<(tert-butyldimethylsilyl)oxy>-11α-hydroxy-15-<(tert-butyldiphenylsilyl)oxy>prosta-5,13-dienoic acid
CAS No.:101249-09-6
Molecular Formula:C₄₂H₆₆O₅Si₂
Molecular Weight:707.154
Hs Code.:

Synonyms:(5Z,13E)-9α-<(tert-butyldimethylsilyl)oxy>-11α-hydroxy-15-<(tert-butyldiphenylsilyl)oxy>prosta-5,13-dienoic acid

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Chemical Property of (5Z,13E)-9α-<(tert-butyldimethylsilyl)oxy>-11α-hydroxy-15-<(tert-butyldiphenylsilyl)oxy>prosta-5,13-dienoic acid

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Technology Process of (5Z,13E)-9α-<(tert-butyldimethylsilyl)oxy>-11α-hydroxy-15-<(tert-butyldiphenylsilyl)oxy>prosta-5,13-dienoic acid

There total 4 articles about (5Z,13E)-9α-<(tert-butyldimethylsilyl)oxy>-11α-hydroxy-15-<(tert-butyldiphenylsilyl)oxy>prosta-5,13-dienoic acid 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: 86.0%

: 101249-08-5
methyl (5Z,13E)-9α-<(tert-butyldimethylsilyl)oxy>-11α-hydroxy-15-<(tert-butyldiphenylsilyl)oxy>prosta-5,13-dienoate

: 101249-09-6
(5Z,13E)-9α-<(tert-butyldimethylsilyl)oxy>-11α-hydroxy-15-<(tert-butyldiphenylsilyl)oxy>prosta-5,13-dienoic acid

Guidance literature:: With sodium hydroxide; at 0 ℃; for 17h;
DOI:10.1021/jo00359a055

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 101249-09-6
(5Z,13E)-9α-<(tert-butyldimethylsilyl)oxy>-11α-hydroxy-15-<(tert-butyldiphenylsilyl)oxy>prosta-5,13-dienoic acid

Guidance literature:: Multi-step reaction with 3 steps

1: 100 percent / imidazole / dimethylformamide / 1.5 h / Ambient temperature

2: 76 percent / acetonitrile / 336 h / 135 °C

3: 86 percent / 30percent aq.NaOH / 17 h / 0 °C

With 1H-imidazole; sodium hydroxide; In N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo00359a055

Reference yield:

: 101249-07-4
methyl (5Z,13E)-9α-<(tert-butyldimethylsilyl)oxy>-11α-(tetrahydropyranyloxy)-15-<(tert-butyldiphenylsilyl)oxy>prosta-5,13-dienoate

: 101249-09-6
(5Z,13E)-9α-<(tert-butyldimethylsilyl)oxy>-11α-hydroxy-15-<(tert-butyldiphenylsilyl)oxy>prosta-5,13-dienoic acid

Guidance literature:: Multi-step reaction with 2 steps

1: 76 percent / acetonitrile / 336 h / 135 °C

2: 86 percent / 30percent aq.NaOH / 17 h / 0 °C

With sodium hydroxide; In acetonitrile;
DOI:10.1021/jo00359a055