(2R,3S,4aR,8aR,9aS,10aS)-2-[(2R,3S)-2-Benzenesulfonyl-3-(tert-butyl-diphenyl-silanyloxymethyl)-oxiranylmethyl]-3-(tert-butyl-dimethyl-silanyloxy)-decahydro-1,8,10-trioxa-anthracene

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Chemical Name:(2R,3S,4aR,8aR,9aS,10aS)-2-[(2R,3S)-2-Benzenesulfonyl-3-(tert-butyl-diphenyl-silanyloxymethyl)-oxiranylmethyl]-3-(tert-butyl-dimethyl-silanyloxy)-decahydro-1,8,10-trioxa-anthracene
CAS No.:181208-35-5
Molecular Formula:C₄₃H₆₀O₈SSi₂
Molecular Weight:793.182
Hs Code.:

(2R,3S,4aR,8aR,9aS,10aS)-2-[(2R,3S)-2-Benzenesulfonyl-3-(tert-butyl-diphenyl-silanyloxymethyl)-oxiranylmethyl]-3-(tert-butyl-dimethyl-silanyloxy)-decahydro-1,8,10-trioxa-anthracene

Synonyms:(2R,3S,4aR,8aR,9aS,10aS)-2-[(2R,3S)-2-Benzenesulfonyl-3-(tert-butyl-diphenyl-silanyloxymethyl)-oxiranylmethyl]-3-(tert-butyl-dimethyl-silanyloxy)-decahydro-1,8,10-trioxa-anthracene

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Chemical Property of (2R,3S,4aR,8aR,9aS,10aS)-2-[(2R,3S)-2-Benzenesulfonyl-3-(tert-butyl-diphenyl-silanyloxymethyl)-oxiranylmethyl]-3-(tert-butyl-dimethyl-silanyloxy)-decahydro-1,8,10-trioxa-anthracene

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Technology Process of (2R,3S,4aR,8aR,9aS,10aS)-2-[(2R,3S)-2-Benzenesulfonyl-3-(tert-butyl-diphenyl-silanyloxymethyl)-oxiranylmethyl]-3-(tert-butyl-dimethyl-silanyloxy)-decahydro-1,8,10-trioxa-anthracene

There total 17 articles about (2R,3S,4aR,8aR,9aS,10aS)-2-[(2R,3S)-2-Benzenesulfonyl-3-(tert-butyl-diphenyl-silanyloxymethyl)-oxiranylmethyl]-3-(tert-butyl-dimethyl-silanyloxy)-decahydro-1,8,10-trioxa-anthracene 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: 92.0%

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

: 181208-32-2
Trifluoro-methanesulfonic acid (2R,3S,4aR,8aR,9aS,10aS)-3-(tert-butyl-dimethyl-silanyloxy)-decahydro-1,8,10-trioxa-anthracen-2-ylmethyl ester

: 181208-35-5
(2R,3S,4aR,8aR,9aS,10aS)-2-[(2R,3S)-2-Benzenesulfonyl-3-(tert-butyl-diphenyl-silanyloxymethyl)-oxiranylmethyl]-3-(tert-butyl-dimethyl-silanyloxy)-decahydro-1,8,10-trioxa-anthracene

Guidance literature:: With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; n-butyllithium; In tetrahydrofuran; at -100 ℃; for 0.5h;
DOI:10.1021/ja961454s

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 181208-35-5
(2R,3S,4aR,8aR,9aS,10aS)-2-[(2R,3S)-2-Benzenesulfonyl-3-(tert-butyl-diphenyl-silanyloxymethyl)-oxiranylmethyl]-3-(tert-butyl-dimethyl-silanyloxy)-decahydro-1,8,10-trioxa-anthracene

Guidance literature:: Multi-step reaction with 2 steps

1: imidazole / dimethylformamide / 1.5 h

2: 92 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:10.1021/ja961454s

Reference yield:

: 181208-14-0
(2R,3S,4aR,8aS)-2-Hydroxymethyl-octahydro-pyrano[3,2-b]pyran-3-ol

: 181208-35-5
(2R,3S,4aR,8aR,9aS,10aS)-2-[(2R,3S)-2-Benzenesulfonyl-3-(tert-butyl-diphenyl-silanyloxymethyl)-oxiranylmethyl]-3-(tert-butyl-dimethyl-silanyloxy)-decahydro-1,8,10-trioxa-anthracene

Guidance literature:: Multi-step reaction with 9 steps

1: 2,6-lutidine / CH₂Cl₂ / 0.5 h / -78 °C

2: 2,6-lutidine / CH₂Cl₂ / 0.5 h / -78 - 0 °C

3: 93 percent / n-BuLi, DMPU / tetrahydrofuran / 0.5 h / -100 °C

4: 70 percent / p-TsOH*H₂O / CHCl₃ / 6 h / 55 °C

5: NaBH₄ / methanol; CH₂Cl₂ / 2 h / -78 °C

6: n-Bu₄NF / tetrahydrofuran / 1 h / Ambient temperature

7: 2,6-lutidine / CH₂Cl₂ / 0.5 h / -78 °C

8: 2,6-lutidine / CH₂Cl₂ / 0.5 h / -78 - 0 °C

9: 92 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; sodium tetrahydroborate; n-butyllithium; tetrabutyl ammonium fluoride; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; dichloromethane; chloroform;
DOI:10.1021/ja961454s