tert-Butyl-dimethyl-[(2R,3R,4R,4aS,9aS)-4-(naphthalen-2-ylmethoxy)-2-(2-phenylsulfanyl-ethyl)-3,4,4a,6,9,9a-hexahydro-2H-1,5-dioxa-benzocyclohepten-3-yloxy]-silane

Base Information

Chemical Name:tert-Butyl-dimethyl-[(2R,3R,4R,4aS,9aS)-4-(naphthalen-2-ylmethoxy)-2-(2-phenylsulfanyl-ethyl)-3,4,4a,6,9,9a-hexahydro-2H-1,5-dioxa-benzocyclohepten-3-yloxy]-silane
CAS No.:917896-75-4
Molecular Formula:C₃₄H₄₄O₄SSi
Molecular Weight:576.872
Hs Code.:

tert-Butyl-dimethyl-[(2R,3R,4R,4aS,9aS)-4-(naphthalen-2-ylmethoxy)-2-(2-phenylsulfanyl-ethyl)-3,4,4a,6,9,9a-hexahydro-2H-1,5-dioxa-benzocyclohepten-3-yloxy]-silane

Synonyms:tert-Butyl-dimethyl-[(2R,3R,4R,4aS,9aS)-4-(naphthalen-2-ylmethoxy)-2-(2-phenylsulfanyl-ethyl)-3,4,4a,6,9,9a-hexahydro-2H-1,5-dioxa-benzocyclohepten-3-yloxy]-silane

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Chemical Property of tert-Butyl-dimethyl-[(2R,3R,4R,4aS,9aS)-4-(naphthalen-2-ylmethoxy)-2-(2-phenylsulfanyl-ethyl)-3,4,4a,6,9,9a-hexahydro-2H-1,5-dioxa-benzocyclohepten-3-yloxy]-silane

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Technology Process of tert-Butyl-dimethyl-[(2R,3R,4R,4aS,9aS)-4-(naphthalen-2-ylmethoxy)-2-(2-phenylsulfanyl-ethyl)-3,4,4a,6,9,9a-hexahydro-2H-1,5-dioxa-benzocyclohepten-3-yloxy]-silane

There total 9 articles about tert-Butyl-dimethyl-[(2R,3R,4R,4aS,9aS)-4-(naphthalen-2-ylmethoxy)-2-(2-phenylsulfanyl-ethyl)-3,4,4a,6,9,9a-hexahydro-2H-1,5-dioxa-benzocyclohepten-3-yloxy]-silane 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%

: 917896-74-3
2-[(2R,3R,4R,4aS,9aS)-3-(tert-Butyl-dimethyl-silanyloxy)-4-(naphthalen-2-ylmethoxy)-3,4,4a,6,9,9a-hexahydro-2H-1,5-dioxa-benzocyclohepten-2-yl]-ethanol

: 882-33-7
diphenyldisulfane

: 917896-75-4
tert-Butyl-dimethyl-[(2R,3R,4R,4aS,9aS)-4-(naphthalen-2-ylmethoxy)-2-(2-phenylsulfanyl-ethyl)-3,4,4a,6,9,9a-hexahydro-2H-1,5-dioxa-benzocyclohepten-3-yloxy]-silane

Guidance literature:: With pyridine; tributylphosphine; at 20 ℃; for 0.666667h;
DOI:10.1021/ol062350h

Reference yield:

: 917896-71-0
(2R,3R,4S,4aS,9aS)-2-Hydroxymethyl-4-(naphthalen-2-ylmethoxy)-3,4,4a,6,9,9a-hexahydro-2H-1,5-dioxa-benzocyclohepten-3-ol

: 917896-75-4
tert-Butyl-dimethyl-[(2R,3R,4R,4aS,9aS)-4-(naphthalen-2-ylmethoxy)-2-(2-phenylsulfanyl-ethyl)-3,4,4a,6,9,9a-hexahydro-2H-1,5-dioxa-benzocyclohepten-3-yloxy]-silane

Guidance literature:: Multi-step reaction with 6 steps

1: 95 percent / I₂; imidazole; PPh₃ / tetrahydrofuran / 3 h / 20 °C

2: 98 percent / dimethylsulfoxide / 24 h / 40 °C

3: 88 percent / imidazole / dimethylformamide / 72 h / 40 °C

4: DIBAL / CH₂Cl₂; hexane / 0.67 h / -78 °C

5: 740 mg / NaBH₄ / methanol; CH₂Cl₂ / 1.5 h / 0 °C

6: 99 percent / pyridine; n-Bu₃P / 0.67 h / 20 °C

With pyridine; 1H-imidazole; sodium tetrahydroborate; tributylphosphine; iodine; diisobutylaluminium hydride; triphenylphosphine; In tetrahydrofuran; methanol; hexane; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1021/ol062350h

Reference yield:

: 917896-94-7
(2S,3S,4S,4aS,9aS)-2-Iodomethyl-4-(naphthalen-2-ylmethoxy)-3,4,4a,6,9,9a-hexahydro-2H-1,5-dioxa-benzocyclohepten-3-ol

: 917896-75-4
tert-Butyl-dimethyl-[(2R,3R,4R,4aS,9aS)-4-(naphthalen-2-ylmethoxy)-2-(2-phenylsulfanyl-ethyl)-3,4,4a,6,9,9a-hexahydro-2H-1,5-dioxa-benzocyclohepten-3-yloxy]-silane

Guidance literature:: Multi-step reaction with 5 steps

1: 98 percent / dimethylsulfoxide / 24 h / 40 °C

2: 88 percent / imidazole / dimethylformamide / 72 h / 40 °C

3: DIBAL / CH₂Cl₂; hexane / 0.67 h / -78 °C

4: 740 mg / NaBH₄ / methanol; CH₂Cl₂ / 1.5 h / 0 °C

5: 99 percent / pyridine; n-Bu₃P / 0.67 h / 20 °C

With pyridine; 1H-imidazole; sodium tetrahydroborate; tributylphosphine; diisobutylaluminium hydride; In methanol; hexane; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1021/ol062350h