(2S,3R,4aS,6R,7S,9S,10aR)-6-(2,2-Bis-phenylsulfanyl-ethyl)-2-(tert-butyl-diphenyl-silanyloxymethyl)-2,9-dimethyl-7-triethylsilanyloxy-3-triisopropylsilanyloxy-decahydro-1,5-dioxa-benzocyclooctene

Base Information

Chemical Name:(2S,3R,4aS,6R,7S,9S,10aR)-6-(2,2-Bis-phenylsulfanyl-ethyl)-2-(tert-butyl-diphenyl-silanyloxymethyl)-2,9-dimethyl-7-triethylsilanyloxy-3-triisopropylsilanyloxy-decahydro-1,5-dioxa-benzocyclooctene
CAS No.:596792-55-1
Molecular Formula:C₅₈H₈₈O₅S₂Si₃
Molecular Weight:1013.72
Hs Code.:

(2S,3R,4aS,6R,7S,9S,10aR)-6-(2,2-Bis-phenylsulfanyl-ethyl)-2-(tert-butyl-diphenyl-silanyloxymethyl)-2,9-dimethyl-7-triethylsilanyloxy-3-triisopropylsilanyloxy-decahydro-1,5-dioxa-benzocyclooctene

Synonyms:(2S,3R,4aS,6R,7S,9S,10aR)-6-(2,2-Bis-phenylsulfanyl-ethyl)-2-(tert-butyl-diphenyl-silanyloxymethyl)-2,9-dimethyl-7-triethylsilanyloxy-3-triisopropylsilanyloxy-decahydro-1,5-dioxa-benzocyclooctene

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Chemical Property of (2S,3R,4aS,6R,7S,9S,10aR)-6-(2,2-Bis-phenylsulfanyl-ethyl)-2-(tert-butyl-diphenyl-silanyloxymethyl)-2,9-dimethyl-7-triethylsilanyloxy-3-triisopropylsilanyloxy-decahydro-1,5-dioxa-benzocyclooctene

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Technology Process of (2S,3R,4aS,6R,7S,9S,10aR)-6-(2,2-Bis-phenylsulfanyl-ethyl)-2-(tert-butyl-diphenyl-silanyloxymethyl)-2,9-dimethyl-7-triethylsilanyloxy-3-triisopropylsilanyloxy-decahydro-1,5-dioxa-benzocyclooctene

There total 12 articles about (2S,3R,4aS,6R,7S,9S,10aR)-6-(2,2-Bis-phenylsulfanyl-ethyl)-2-(tert-butyl-diphenyl-silanyloxymethyl)-2,9-dimethyl-7-triethylsilanyloxy-3-triisopropylsilanyloxy-decahydro-1,5-dioxa-benzocyclooctene 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: 83.0%

: 882-33-7
diphenyldisulfane

: 596792-54-0
[(2S,3R,4aS,6R,7S,9S,10aR)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-2,9-dimethyl-7-triethylsilanyloxy-3-triisopropylsilanyloxy-decahydro-1,5-dioxa-benzocycloocten-6-yl]-acetonitrile

: 596792-55-1
(2S,3R,4aS,6R,7S,9S,10aR)-6-(2,2-Bis-phenylsulfanyl-ethyl)-2-(tert-butyl-diphenyl-silanyloxymethyl)-2,9-dimethyl-7-triethylsilanyloxy-3-triisopropylsilanyloxy-decahydro-1,5-dioxa-benzocyclooctene

Guidance literature:: [(2S,3R,4aS,6R,7S,9S,10aR)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-2,9-dimethyl-7-triethylsilanyloxy-3-triisopropylsilanyloxy-decahydro-1,5-dioxa-benzocycloocten-6-yl]-acetonitrile; With diisobutylaluminium hydride; In dichloromethane; at -78 ℃;

diphenyldisulfane; With tributylphosphine; at 40 ℃;
DOI:10.1016/S0040-4039(03)01214-0

Reference yield:

: 474125-28-5
(2R,4aR,6S,7R,9S,10aS)-6-Hydroxymethyl-2-(4-methoxy-phenyl)-9-methyl-octahydro-1,3,5-trioxa-benzocycloocten-7-ol

: 596792-55-1
(2S,3R,4aS,6R,7S,9S,10aR)-6-(2,2-Bis-phenylsulfanyl-ethyl)-2-(tert-butyl-diphenyl-silanyloxymethyl)-2,9-dimethyl-7-triethylsilanyloxy-3-triisopropylsilanyloxy-decahydro-1,5-dioxa-benzocyclooctene

Guidance literature:: Multi-step reaction with 11 steps

1.1: 2,6-lutidine / CH₂Cl₂ / 0.42 h / -78 °C

1.2: CH₂Cl₂ / 0.5 h / -78 °C

2.1: n-BuLi / hexamethylphosphoric acid triamide; tetrahydrofuran; hexane / 0.67 h / -100 °C

3.1: 7.36 g / p-TsOH*H₂O; p-methoxybenzaldehyde dimethyl acetal / CHCl₃ / 2 h / 40 °C

4.1: 100 percent / NaBH₄ / CH₂Cl₂; methanol / 0.67 h / -78 °C

5.1: 100 percent / 2,6-lutidine / 1,2-dichloro-ethane / 3.33 h / 50 °C

6.1: 87 percent / aq. TFA / tetrahydrofuran / 25 h / 20 °C

7.1: 87 percent / imidazole; PPh₃; I₂ / tetrahydrofuran / 20 h / 0 °C

8.1: 97 percent / dimethylsulfoxide / 48 h / 40 °C

9.1: 100 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / -78 °C

10.1: DIBAL / CH₂Cl₂; hexane / 0.83 h / -78 °C

11.1: 260 mg / n-Bu₃P / 24 h / 40 °C

With 1H-imidazole; 2,6-dimethylpyridine; sodium tetrahydroborate; n-butyllithium; tributylphosphine; p-Anisaldehyde dimethyl acetal; iodine; diisobutylaluminium hydride; toluene-4-sulfonic acid; triphenylphosphine; trifluoroacetic acid; In tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane; dichloromethane; chloroform; dimethyl sulfoxide; 1,2-dichloro-ethane;
DOI:10.1021/jo049877x

Reference yield:

: 596792-53-9
(2S,3R,4aS,6R,7S,9R,10aR)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-6-hydroxymethyl-2,9-dimethyl-3-triisopropylsilanyloxy-decahydro-1,5-dioxa-benzocycloocten-7-ol

: 596792-55-1
(2S,3R,4aS,6R,7S,9S,10aR)-6-(2,2-Bis-phenylsulfanyl-ethyl)-2-(tert-butyl-diphenyl-silanyloxymethyl)-2,9-dimethyl-7-triethylsilanyloxy-3-triisopropylsilanyloxy-decahydro-1,5-dioxa-benzocyclooctene

Guidance literature:: Multi-step reaction with 5 steps

1: 87 percent / imidazole; PPh₃; I₂ / tetrahydrofuran / 20 h / 0 °C

2: 97 percent / dimethylsulfoxide / 48 h / 40 °C

3: 100 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / -78 °C

4: DIBAL / CH₂Cl₂; hexane / 0.83 h / -78 °C

5: 260 mg / n-Bu₃P / 24 h / 40 °C

With 1H-imidazole; 2,6-dimethylpyridine; tributylphosphine; iodine; diisobutylaluminium hydride; triphenylphosphine; In tetrahydrofuran; hexane; dichloromethane; dimethyl sulfoxide;
DOI:10.1021/jo049877x