(4aS,6R,7S,9aR)-6-[(2R,3S)-2-Benzenesulfonyl-3-(tert-butyl-diphenyl-silanyloxymethyl)-oxiranylmethyl]-7-triethylsilanyloxy-octahydro-1,5-dioxa-benzocycloheptene

Base Information

Chemical Name:(4aS,6R,7S,9aR)-6-[(2R,3S)-2-Benzenesulfonyl-3-(tert-butyl-diphenyl-silanyloxymethyl)-oxiranylmethyl]-7-triethylsilanyloxy-octahydro-1,5-dioxa-benzocycloheptene
CAS No.:196795-22-9
Molecular Formula:C₄₁H₅₈O₇SSi₂
Molecular Weight:751.144
Hs Code.:

(4aS,6R,7S,9aR)-6-[(2R,3S)-2-Benzenesulfonyl-3-(tert-butyl-diphenyl-silanyloxymethyl)-oxiranylmethyl]-7-triethylsilanyloxy-octahydro-1,5-dioxa-benzocycloheptene

Synonyms:(4aS,6R,7S,9aR)-6-[(2R,3S)-2-Benzenesulfonyl-3-(tert-butyl-diphenyl-silanyloxymethyl)-oxiranylmethyl]-7-triethylsilanyloxy-octahydro-1,5-dioxa-benzocycloheptene

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Chemical Property of (4aS,6R,7S,9aR)-6-[(2R,3S)-2-Benzenesulfonyl-3-(tert-butyl-diphenyl-silanyloxymethyl)-oxiranylmethyl]-7-triethylsilanyloxy-octahydro-1,5-dioxa-benzocycloheptene

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Technology Process of (4aS,6R,7S,9aR)-6-[(2R,3S)-2-Benzenesulfonyl-3-(tert-butyl-diphenyl-silanyloxymethyl)-oxiranylmethyl]-7-triethylsilanyloxy-octahydro-1,5-dioxa-benzocycloheptene

There total 10 articles about (4aS,6R,7S,9aR)-6-[(2R,3S)-2-Benzenesulfonyl-3-(tert-butyl-diphenyl-silanyloxymethyl)-oxiranylmethyl]-7-triethylsilanyloxy-octahydro-1,5-dioxa-benzocycloheptene 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: 100.0%

: 181207-92-1
((2S,3R)-3-Benzenesulfonyl-oxiranylmethoxy)-tert-butyl-diphenyl-silane

: 196795-21-8
Trifluoro-methanesulfonic acid (4aS,6R,7S,9aR)-7-triethylsilanyloxy-octahydro-1,5-dioxa-benzocyclohepten-6-ylmethyl ester

: 196795-22-9
(4aS,6R,7S,9aR)-6-[(2R,3S)-2-Benzenesulfonyl-3-(tert-butyl-diphenyl-silanyloxymethyl)-oxiranylmethyl]-7-triethylsilanyloxy-octahydro-1,5-dioxa-benzocycloheptene

Guidance literature:: With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; n-butyllithium; In tetrahydrofuran; at -100 ℃; for 0.5h;
DOI:10.1016/S0040-4020(97)00816-8

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 196795-22-9
(4aS,6R,7S,9aR)-6-[(2R,3S)-2-Benzenesulfonyl-3-(tert-butyl-diphenyl-silanyloxymethyl)-oxiranylmethyl]-7-triethylsilanyloxy-octahydro-1,5-dioxa-benzocycloheptene

Guidance literature:: Multi-step reaction with 2 steps

1: 85 percent / imidazole / dimethylformamide / 2 h / Ambient temperature

2: 100 percent / n-BuLi, DMPU / tetrahydrofuran / 0.5 h / -100 °C

With 1H-imidazole; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; n-butyllithium; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(97)00816-8

Reference yield:

: 181208-08-2
(2R,4aR,8aS)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-hexahydro-pyrano[3,2-b]pyran-3-one

: 196795-22-9
(4aS,6R,7S,9aR)-6-[(2R,3S)-2-Benzenesulfonyl-3-(tert-butyl-diphenyl-silanyloxymethyl)-oxiranylmethyl]-7-triethylsilanyloxy-octahydro-1,5-dioxa-benzocycloheptene

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) Me₃Al, 2.) pyridinium p-toluenesulfonate / 1.) CH₂Cl₂, -78 deg C, 1.5 h, 2.) MeOH, 25 deg C, 1 h.

2: 99 percent / tetra-n-butylammonium fluoride, AcOH / tetrahydrofuran / 4 h / 25 °C

3: 100 percent / Me₄NBH(OAc)3, AcOH / acetonitrile / 1 h / -20 °C

4: 1.) 2,6-lutidine / 1.) CH₃Cl₂, -78 deg C, 30 min, 2.) -78 deg C, 30 min.

5: 100 percent / n-BuLi, DMPU / tetrahydrofuran / 0.5 h / -100 °C

With 2,6-dimethylpyridine; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; n-butyllithium; tetrabutyl ammonium fluoride; trimethylaluminum; pyridinium p-toluenesulfonate; acetic acid; tetramethylammonium triacetoxyborohydride; In tetrahydrofuran; acetonitrile;
DOI:10.1016/S0040-4020(97)00816-8