(Z)-7-{(1S,2S,3R,5S)-1-Benzenesulfonyl-3-(tert-butyl-dimethyl-silanyloxy)-2-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-oct-1-enyl]-5-methylamino-cyclopentyl}-hept-5-enoic acid

Base Information

Chemical Name:(Z)-7-{(1S,2S,3R,5S)-1-Benzenesulfonyl-3-(tert-butyl-dimethyl-silanyloxy)-2-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-oct-1-enyl]-5-methylamino-cyclopentyl}-hept-5-enoic acid
CAS No.:85548-88-5
Molecular Formula:C₃₉H₆₉NO₆SSi₂
Molecular Weight:736.217
Hs Code.:

(Z)-7-{(1S,2S,3R,5S)-1-Benzenesulfonyl-3-(tert-butyl-dimethyl-silanyloxy)-2-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-oct-1-enyl]-5-methylamino-cyclopentyl}-hept-5-enoic acid

Synonyms:(Z)-7-{(1S,2S,3R,5S)-1-Benzenesulfonyl-3-(tert-butyl-dimethyl-silanyloxy)-2-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-oct-1-enyl]-5-methylamino-cyclopentyl}-hept-5-enoic acid

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Chemical Property of (Z)-7-{(1S,2S,3R,5S)-1-Benzenesulfonyl-3-(tert-butyl-dimethyl-silanyloxy)-2-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-oct-1-enyl]-5-methylamino-cyclopentyl}-hept-5-enoic acid

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Technology Process of (Z)-7-{(1S,2S,3R,5S)-1-Benzenesulfonyl-3-(tert-butyl-dimethyl-silanyloxy)-2-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-oct-1-enyl]-5-methylamino-cyclopentyl}-hept-5-enoic acid

There total 3 articles about (Z)-7-{(1S,2S,3R,5S)-1-Benzenesulfonyl-3-(tert-butyl-dimethyl-silanyloxy)-2-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-oct-1-enyl]-5-methylamino-cyclopentyl}-hept-5-enoic 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: 99.0%

: 85548-87-4
(Z)-7-{(1S,2S,3R,5S)-1-Benzenesulfonyl-3-(tert-butyl-dimethyl-silanyloxy)-2-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-oct-1-enyl]-5-methylamino-cyclopentyl}-hept-5-enoic acid methyl ester

: 85548-88-5
(Z)-7-{(1S,2S,3R,5S)-1-Benzenesulfonyl-3-(tert-butyl-dimethyl-silanyloxy)-2-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-oct-1-enyl]-5-methylamino-cyclopentyl}-hept-5-enoic acid

Guidance literature:: With sodium hydroxide; In methanol; water; for 48h;
DOI:10.1021/jo00161a010

Reference yield:

: 85548-77-2
Methyl (5Z,13E,8S,9S,11R,12S,15S)-11,15-Bis(tert-butyldimethylsiloxy)-9-(dimethylamino)-8-(phenylsulfonyl)-5,13-prostadienoate

: 85548-88-5
(Z)-7-{(1S,2S,3R,5S)-1-Benzenesulfonyl-3-(tert-butyl-dimethyl-silanyloxy)-2-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-oct-1-enyl]-5-methylamino-cyclopentyl}-hept-5-enoic acid

Guidance literature:: Multi-step reaction with 3 steps

1: 86 percent / sodium bicarbonate / 120 h / 25 °C

2: 91 percent / zinc powder / tetrahydrofuran / 6 h / 65 °C

3: 99 percent / sodium hydroxide / methanol; H₂O / 48 h

With sodium hydroxide; sodium hydrogencarbonate; zinc; In tetrahydrofuran; methanol; water;
DOI:10.1021/jo00161a010

Reference yield:

: 85548-86-3
(Z)-7-{(1S,2S,3R,5S)-1-Benzenesulfonyl-3-(tert-butyl-dimethyl-silanyloxy)-2-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-oct-1-enyl]-5-[methyl-(2,2,2-trichloro-ethoxycarbonyl)-amino]-cyclopentyl}-hept-5-enoic acid methyl ester

: 85548-88-5
(Z)-7-{(1S,2S,3R,5S)-1-Benzenesulfonyl-3-(tert-butyl-dimethyl-silanyloxy)-2-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-oct-1-enyl]-5-methylamino-cyclopentyl}-hept-5-enoic acid

Guidance literature:: Multi-step reaction with 2 steps

1: 91 percent / zinc powder / tetrahydrofuran / 6 h / 65 °C

2: 99 percent / sodium hydroxide / methanol; H₂O / 48 h

With sodium hydroxide; zinc; In tetrahydrofuran; methanol; water;
DOI:10.1021/jo00161a010