Acetic acid (Z)-(1S,8S,9S,10R,11R)-9-(tert-butyl-dimethyl-silanyloxy)-4,8,10,12,12-pentamethyl-1-[(E)-1-methyl-2-(2-methyl-thiazol-4-yl)-vinyl]-13-oxo-11-triphenylsilanyloxy-tridec-3-enyl ester

Base Information

Chemical Name:Acetic acid (Z)-(1S,8S,9S,10R,11R)-9-(tert-butyl-dimethyl-silanyloxy)-4,8,10,12,12-pentamethyl-1-[(E)-1-methyl-2-(2-methyl-thiazol-4-yl)-vinyl]-13-oxo-11-triphenylsilanyloxy-tridec-3-enyl ester
CAS No.:189453-30-3
Molecular Formula:C₅₁H₇₁NO₅SSi₂
Molecular Weight:866.365
Hs Code.:

Acetic acid (Z)-(1S,8S,9S,10R,11R)-9-(tert-butyl-dimethyl-silanyloxy)-4,8,10,12,12-pentamethyl-1-[(E)-1-methyl-2-(2-methyl-thiazol-4-yl)-vinyl]-13-oxo-11-triphenylsilanyloxy-tridec-3-enyl ester

Synonyms:Acetic acid (Z)-(1S,8S,9S,10R,11R)-9-(tert-butyl-dimethyl-silanyloxy)-4,8,10,12,12-pentamethyl-1-[(E)-1-methyl-2-(2-methyl-thiazol-4-yl)-vinyl]-13-oxo-11-triphenylsilanyloxy-tridec-3-enyl ester

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of Acetic acid (Z)-(1S,8S,9S,10R,11R)-9-(tert-butyl-dimethyl-silanyloxy)-4,8,10,12,12-pentamethyl-1-[(E)-1-methyl-2-(2-methyl-thiazol-4-yl)-vinyl]-13-oxo-11-triphenylsilanyloxy-tridec-3-enyl ester

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of Acetic acid (Z)-(1S,8S,9S,10R,11R)-9-(tert-butyl-dimethyl-silanyloxy)-4,8,10,12,12-pentamethyl-1-[(E)-1-methyl-2-(2-methyl-thiazol-4-yl)-vinyl]-13-oxo-11-triphenylsilanyloxy-tridec-3-enyl ester

There total 26 articles about Acetic acid (Z)-(1S,8S,9S,10R,11R)-9-(tert-butyl-dimethyl-silanyloxy)-4,8,10,12,12-pentamethyl-1-[(E)-1-methyl-2-(2-methyl-thiazol-4-yl)-vinyl]-13-oxo-11-triphenylsilanyloxy-tridec-3-enyl 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: 71.0%

: 189453-27-8
Acetic acid (Z)-(1S,8S,9S,10R,11R)-9-(tert-butyl-dimethyl-silanyloxy)-13,13-dimethoxy-4,8,10,12,12-pentamethyl-1-[(E)-1-methyl-2-(2-methyl-thiazol-4-yl)-vinyl]-11-triphenylsilanyloxy-tridec-3-enyl ester

: 189453-30-3
Acetic acid (Z)-(1S,8S,9S,10R,11R)-9-(tert-butyl-dimethyl-silanyloxy)-4,8,10,12,12-pentamethyl-1-[(E)-1-methyl-2-(2-methyl-thiazol-4-yl)-vinyl]-13-oxo-11-triphenylsilanyloxy-tridec-3-enyl ester

Guidance literature:: With toluene-4-sulfonic acid; In 1,4-dioxane; at 55 ℃;
DOI:10.1002/anie.199707571

Reference yield:

: 187283-46-1
(S,E)-2-methyl-1-(2-methylthiazol-4-yl)hexa-1,5-dien-3-ol

: 189453-30-3
Acetic acid (Z)-(1S,8S,9S,10R,11R)-9-(tert-butyl-dimethyl-silanyloxy)-4,8,10,12,12-pentamethyl-1-[(E)-1-methyl-2-(2-methyl-thiazol-4-yl)-vinyl]-13-oxo-11-triphenylsilanyloxy-tridec-3-enyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: 96 percent / 4-DMAP; Et₃N / CH₂Cl₂ / 2 h

2.1: N-methylmorpholine N-oxide; water / OsO₄ / acetone; butan-1-ol / 2 h / 0 °C

3.1: NaIO₄ / tetrahydrofuran; H₂O / 1.25 h / 20 °C

4.1: 0.141 g / tetrahydrofuran; hexane / 0.67 h / -20 °C

5.1: 9-borabicyclo[3.3.1]nonane / tetrahydrofuran / 5 h / 20 °C

5.2: 77 percent / Cs₂CO₃; Ph₃As; H₂O / PdCl₂(1,1'-bis(diphenylphosphino)ferrocene)2 / dimethylformamide; tetrahydrofuran / 3 h / 20 °C

6.1: 71 percent / pTSA*H₂O / dioxane; H₂O / 3 h / 55 °C

With dmap; sodium periodate; water; toluene-4-sulfonic acid; 4-methylmorpholine N-oxide; triethylamine; 9-bora-bicyclo[3.3.1]nonane; osmium(VIII) oxide; In tetrahydrofuran; 1,4-dioxane; hexane; dichloromethane; water; acetone; butan-1-ol; 1.1: Acetylation / 2.1: Oxidation / 3.1: Oxidation / 4.1: Wittig reaction / 5.1: hydroboration / 5.2: Suzuki coupling / 6.1: Hydrolysis;
DOI:10.1021/ja971946k

Reference yield:

: 188259-62-3
(1S)-[(1E)-methyl-2-(2-methyl-1,3-thiazol-4-yl)ethynyl]-3-butenyl acetate

: 189453-30-3
Acetic acid (Z)-(1S,8S,9S,10R,11R)-9-(tert-butyl-dimethyl-silanyloxy)-4,8,10,12,12-pentamethyl-1-[(E)-1-methyl-2-(2-methyl-thiazol-4-yl)-vinyl]-13-oxo-11-triphenylsilanyloxy-tridec-3-enyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: N-methylmorpholine N-oxide; water / OsO₄ / acetone; butan-1-ol / 2 h / 0 °C

2.1: NaIO₄ / tetrahydrofuran; H₂O / 1.25 h / 20 °C

3.1: 0.141 g / tetrahydrofuran; hexane / 0.67 h / -20 °C

4.1: 9-borabicyclo[3.3.1]nonane / tetrahydrofuran / 5 h / 20 °C

4.2: 77 percent / Cs₂CO₃; Ph₃As; H₂O / PdCl₂(1,1'-bis(diphenylphosphino)ferrocene)2 / dimethylformamide; tetrahydrofuran / 3 h / 20 °C

5.1: 71 percent / pTSA*H₂O / dioxane; H₂O / 3 h / 55 °C

With sodium periodate; water; toluene-4-sulfonic acid; 4-methylmorpholine N-oxide; 9-bora-bicyclo[3.3.1]nonane; osmium(VIII) oxide; In tetrahydrofuran; 1,4-dioxane; hexane; water; acetone; butan-1-ol; 1.1: Oxidation / 2.1: Oxidation / 3.1: Wittig reaction / 4.1: hydroboration / 4.2: Suzuki coupling / 5.1: Hydrolysis;
DOI:10.1021/ja971946k