(E)-(3R,5R,6R,9R)-3-(tert-Butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-6-methyl-9-triethylsilanyloxy-dodeca-7,11-dien-1-yn-6-ol

Base Information

Chemical Name:(E)-(3R,5R,6R,9R)-3-(tert-Butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-6-methyl-9-triethylsilanyloxy-dodeca-7,11-dien-1-yn-6-ol
CAS No.:490021-01-7
Molecular Formula:C₃₃H₅₆O₅Si₂
Molecular Weight:588.976
Hs Code.:

Synonyms:(E)-(3R,5R,6R,9R)-3-(tert-Butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-6-methyl-9-triethylsilanyloxy-dodeca-7,11-dien-1-yn-6-ol

Suppliers and Price of (E)-(3R,5R,6R,9R)-3-(tert-Butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-6-methyl-9-triethylsilanyloxy-dodeca-7,11-dien-1-yn-6-ol

Supply Marketing:

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

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of (E)-(3R,5R,6R,9R)-3-(tert-Butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-6-methyl-9-triethylsilanyloxy-dodeca-7,11-dien-1-yn-6-ol

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (E)-(3R,5R,6R,9R)-3-(tert-Butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-6-methyl-9-triethylsilanyloxy-dodeca-7,11-dien-1-yn-6-ol

There total 20 articles about (E)-(3R,5R,6R,9R)-3-(tert-Butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-6-methyl-9-triethylsilanyloxy-dodeca-7,11-dien-1-yn-6-ol 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: 91.0%

: 490020-99-0
Triethyl-[(R)-1-((E)-2-iodo-vinyl)-but-3-enyloxy]-silane

: 490021-00-6
(3R,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-hept-6-yn-2-one

: 490021-01-7
(E)-(3R,5R,6R,9R)-3-(tert-Butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-6-methyl-9-triethylsilanyloxy-dodeca-7,11-dien-1-yn-6-ol

: (E)-(3R,5R,6S,9R)-3-(tert-Butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-6-methyl-9-triethylsilanyloxy-dodeca-7,11-dien-1-yn-6-ol

Guidance literature:: Triethyl-[(R)-1-((E)-2-iodo-vinyl)-but-3-enyloxy]-silane; With n-butyllithium; In tetrahydrofuran; at -78 ℃;

With magnesium bromide; In tetrahydrofuran;

(3R,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-hept-6-yn-2-one; In tetrahydrofuran; at -78 - -50 ℃; for 1h;
DOI:10.1021/ol020193q

Reference yield:

: 126121-12-8
(E)-1-Trimethylsilanyl-hexa-1,5-dien-3-ol

: 490021-01-7
(E)-(3R,5R,6R,9R)-3-(tert-Butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-6-methyl-9-triethylsilanyloxy-dodeca-7,11-dien-1-yn-6-ol

Guidance literature:: Multi-step reaction with 4 steps

1.1: 46 percent / t-BuOOH; D-(-)-DIPT; Ti(i-PrO)4 / CH₂Cl₂ / 6 h / -20 °C

2.1: i-Pr₂NH; n-BuLi; Bu₃SnH / tetrahydrofuran; hexane / 2 h / 0 °C

2.2: 98 percent / I₂ / diethyl ether / 0.5 h / 0 °C

3.1: 100 percent / imidazole / dimethylformamide / 1.5 h / 20 °C

4.1: n-BuLi / tetrahydrofuran / 0.33 h / -78 °C

4.2: MgBr₂ / tetrahydrofuran / 0.5 h / -78 °C

4.3: 91 percent / tetrahydrofuran / 1 h / -78 - -50 °C

With 1H-imidazole; titanium(IV) isopropylate; tert.-butylhydroperoxide; n-butyllithium; tri-n-butyl-tin hydride; D-(-)-diisopropyl tartrate; diisopropylamine; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; 1.1: Sharpless asymmetric epoxidation;
DOI:10.1021/ol020193q

Reference yield:

: 143800-11-7
(R)-1-((2S,3S)-3-Trimethylsilanyl-oxiranyl)-but-3-en-1-ol

: 490021-01-7
(E)-(3R,5R,6R,9R)-3-(tert-Butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-6-methyl-9-triethylsilanyloxy-dodeca-7,11-dien-1-yn-6-ol

Guidance literature:: Multi-step reaction with 3 steps

1.1: LDA; Bu₃SnH / tetrahydrofuran; hexane / 4 h / 0 °C

1.2: 84 percent / I₂ / diethyl ether / 0.5 h / 0 °C

2.1: 100 percent / imidazole / dimethylformamide / 1.5 h / 20 °C

3.1: n-BuLi / tetrahydrofuran / 0.33 h / -78 °C

3.2: MgBr₂ / tetrahydrofuran / 0.5 h / -78 °C

3.3: 91 percent / tetrahydrofuran / 1 h / -78 - -50 °C

With 1H-imidazole; n-butyllithium; tri-n-butyl-tin hydride; lithium diisopropyl amide; In tetrahydrofuran; hexane; N,N-dimethyl-formamide;
DOI:10.1021/ol020193q