Methyl (5Z,13E,8R,9S,11R,12S,15S)-11,15-Bis(tert-butyldimethylsiloxy)-9-<methylamino>-8-(phenylsulfonyl)-5,13-prostadienoate

Base Information

Chemical Name:Methyl (5Z,13E,8R,9S,11R,12S,15S)-11,15-Bis(tert-butyldimethylsiloxy)-9-<methylamino>-8-(phenylsulfonyl)-5,13-prostadienoate
CAS No.:77506-99-1
Molecular Formula:C₄₃H₇₂Cl₃NO₈SSi₂
Molecular Weight:925.643
Hs Code.:

Methyl (5Z,13E,8R,9S,11R,12S,15S)-11,15-Bis(tert-butyldimethylsiloxy)-9-<<carbo(2',2',2'-trichloroethoxy)>methylamino>-8-(phenylsulfonyl)-5,13-prostadienoate

Synonyms:Methyl (5Z,13E,8R,9S,11R,12S,15S)-11,15-Bis(tert-butyldimethylsiloxy)-9-<methylamino>-8-(phenylsulfonyl)-5,13-prostadienoate

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Chemical Property of Methyl (5Z,13E,8R,9S,11R,12S,15S)-11,15-Bis(tert-butyldimethylsiloxy)-9-<methylamino>-8-(phenylsulfonyl)-5,13-prostadienoate

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Technology Process of Methyl (5Z,13E,8R,9S,11R,12S,15S)-11,15-Bis(tert-butyldimethylsiloxy)-9-<methylamino>-8-(phenylsulfonyl)-5,13-prostadienoate

There total 1 articles about Methyl (5Z,13E,8R,9S,11R,12S,15S)-11,15-Bis(tert-butyldimethylsiloxy)-9-<methylamino>-8-(phenylsulfonyl)-5,13-prostadienoate 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%

: 77506-98-0
Methyl (5Z,13E,8R,9S,11R,12S,15S)-11,15-Bis(tert-butyldimethylsiloxy)-9-(dimethylamino)-8-(phenylsulfonyl)-5,13-prostadienoate

: 17341-93-4
2,2,2-Trichloroethyl chloroformate

: 77506-99-1
Methyl (5Z,13E,8R,9S,11R,12S,15S)-11,15-Bis(tert-butyldimethylsiloxy)-9-<methylamino>-8-(phenylsulfonyl)-5,13-prostadienoate

Guidance literature:: With sodium hydrogencarbonate; In dichloromethane; at 30 ℃; for 72h;
DOI:10.1021/jo00161a010

Reference yield: 92.0%

: 77506-99-1
Methyl (5Z,13E,8R,9S,11R,12S,15S)-11,15-Bis(tert-butyldimethylsiloxy)-9-<methylamino>-8-(phenylsulfonyl)-5,13-prostadienoate

: 77494-47-4
Methyl (5Z,13E,8R,9S,11R,12S,15S)-11,15-Bis(tert-butyldimethylsiloxy)-9-(methylamino)-8-(phenylsulfonyl)-5,13-prostadienoate

Guidance literature:: With zinc; In tetrahydrofuran; for 3h; Heating;
DOI:10.1021/jo00161a010

Reference yield:

: 77506-99-1
Methyl (5Z,13E,8R,9S,11R,12S,15S)-11,15-Bis(tert-butyldimethylsiloxy)-9-<methylamino>-8-(phenylsulfonyl)-5,13-prostadienoate

: 363-24-6
dinoprostone

Guidance literature:: Multi-step reaction with 5 steps

1: 92 percent / zinc powder / tetrahydrofuran / 3 h / Heating

2: 101 percent / sodium hydroxide / methanol / 48 h

3: 89 percent / CH₃CO₃H, Na₂CO₃, Na₂WO₄ / methanol; H₂O

4: 1) sodium methoxide, 2) sodium borohydride / 1) MeOH, -30 degC, 20min, 2) 25 degC, 6h

5: 84 percent / paraformaldehyde, boron trifluoride etherate / H₂O; acetone / 120 h / Ambient temperature

With peracetic acid; sodium hydroxide; sodium tetrahydroborate; sodium tungstate; formaldehyd; boron trifluoride diethyl etherate; sodium methylate; sodium carbonate; zinc; In tetrahydrofuran; methanol; water; acetone;
DOI:10.1021/jo00161a010