8-[2-benzenesulfonyl-3-(tert-butyl-diphenyl-silanyloxymethyl)-oxiranylmethyl]-3-benzyloxy-2-(2-benzyloxy-ethyl)-2-methyl-9-triethylsilanyloxy-tetradecahydro-1,5,7,11-tetraoxa-naphthacene

Base Information

Chemical Name:8-[2-benzenesulfonyl-3-(tert-butyl-diphenyl-silanyloxymethyl)-oxiranylmethyl]-3-benzyloxy-2-(2-benzyloxy-ethyl)-2-methyl-9-triethylsilanyloxy-tetradecahydro-1,5,7,11-tetraoxa-naphthacene
CAS No.:537036-38-7
Molecular Formula:C₆₃H₈₂O₁₁SSi₂
Molecular Weight:1103.57
Hs Code.:

8-[2-benzenesulfonyl-3-(<i>tert</i>-butyl-diphenyl-silanyloxymethyl)-oxiranylmethyl]-3-benzyloxy-2-(2-benzyloxy-ethyl)-2-methyl-9-triethylsilanyloxy-tetradecahydro-1,5,7,11-tetraoxa-naphthacene

Synonyms:8-[2-benzenesulfonyl-3-(tert-butyl-diphenyl-silanyloxymethyl)-oxiranylmethyl]-3-benzyloxy-2-(2-benzyloxy-ethyl)-2-methyl-9-triethylsilanyloxy-tetradecahydro-1,5,7,11-tetraoxa-naphthacene

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Chemical Property of 8-[2-benzenesulfonyl-3-(tert-butyl-diphenyl-silanyloxymethyl)-oxiranylmethyl]-3-benzyloxy-2-(2-benzyloxy-ethyl)-2-methyl-9-triethylsilanyloxy-tetradecahydro-1,5,7,11-tetraoxa-naphthacene

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Technology Process of 8-[2-benzenesulfonyl-3-(tert-butyl-diphenyl-silanyloxymethyl)-oxiranylmethyl]-3-benzyloxy-2-(2-benzyloxy-ethyl)-2-methyl-9-triethylsilanyloxy-tetradecahydro-1,5,7,11-tetraoxa-naphthacene

There total 19 articles about 8-[2-benzenesulfonyl-3-(tert-butyl-diphenyl-silanyloxymethyl)-oxiranylmethyl]-3-benzyloxy-2-(2-benzyloxy-ethyl)-2-methyl-9-triethylsilanyloxy-tetradecahydro-1,5,7,11-tetraoxa-naphthacene 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: 89.0%

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

: 537036-37-6
Trifluoro-methanesulfonic acid (2S,3R,4aS,5aR,6aS,8R,9S,10aR,11aS,12aR)-9-benzyloxy-8-(2-benzyloxy-ethyl)-8-methyl-3-triethylsilanyloxy-tetradecahydro-1,5,7,11-tetraoxa-naphthacen-2-ylmethyl ester

: 537036-38-7
8-[2-benzenesulfonyl-3-(tert-butyl-diphenyl-silanyloxymethyl)-oxiranylmethyl]-3-benzyloxy-2-(2-benzyloxy-ethyl)-2-methyl-9-triethylsilanyloxy-tetradecahydro-1,5,7,11-tetraoxa-naphthacene

Guidance literature:: With n-butyllithium; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; at -100 ℃;
DOI:10.1016/S0040-4039(03)00252-1

Reference yield:

: 537036-26-3
(2S,3R,5S,6R)-5-benzyloxy-6-(2-benzyloxyethyl)-2-hydroxymethyl-6-methyltetrahydropyran-3-ol

: 537036-38-7
8-[2-benzenesulfonyl-3-(tert-butyl-diphenyl-silanyloxymethyl)-oxiranylmethyl]-3-benzyloxy-2-(2-benzyloxy-ethyl)-2-methyl-9-triethylsilanyloxy-tetradecahydro-1,5,7,11-tetraoxa-naphthacene

Guidance literature:: Multi-step reaction with 15 steps

1.1: 2,6-lutidine / CH₂Cl₂ / 0.5 h / -78 °C

1.2: 86 percent / CH₂Cl₂

2.1: 91 percent / n-BuLi / tetrahydrofuran; hexamethylphosphoric acid triamide / -100 °C

3.1: 74 percent / TsOH / CHCl₃ / 55 °C

4.1: NaBH₄ / methanol; CH₂Cl₂ / -78 °C

5.1: TBAF / tetrahydrofuran / 20 °C

6.1: 2,6-lutidine / CH₂Cl₂ / 0.5 h / -78 °C

6.2: CH₂Cl₂

7.1: 89 percent / n-BuLi / tetrahydrofuran; hexamethylphosphoric acid triamide / -100 °C

8.1: 74 percent / TsOH / CHCl₃ / 55 °C

9.1: NaBH₄ / methanol; CH₂Cl₂ / -78 °C

10.1: TBAF / tetrahydrofuran / 20 °C

11.1: 2,6-lutidine / CH₂Cl₂ / 0.5 h / -78 °C

11.2: CH₂Cl₂

12.1: 95 percent / n-BuLi / tetrahydrofuran; hexamethylphosphoric acid triamide / -100 °C

13.1: 73 percent / TsOH / CHCl₃ / 55 °C

14.1: 2,6-lutidine / CH₂Cl₂ / 0.5 h / -78 °C

14.2: CH₂Cl₂

15.1: 89 percent / n-BuLi / tetrahydrofuran; hexamethylphosphoric acid triamide / -100 °C

With 2,6-dimethylpyridine; sodium tetrahydroborate; n-butyllithium; tetrabutyl ammonium fluoride; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane; chloroform;
DOI:10.1016/S0040-4039(03)00252-1

Reference yield:

: 537036-25-2
(4aS,6R,8aR)-6-(2-benzyloxyethyl)-2,2-di-tert-butyl-6-methyldecahydro-1,3,5-trioxa-2-silanaphthalen-7-one

: 537036-38-7
8-[2-benzenesulfonyl-3-(tert-butyl-diphenyl-silanyloxymethyl)-oxiranylmethyl]-3-benzyloxy-2-(2-benzyloxy-ethyl)-2-methyl-9-triethylsilanyloxy-tetradecahydro-1,5,7,11-tetraoxa-naphthacene

Guidance literature:: Multi-step reaction with 18 steps

1.1: NaBH₄ / methanol; CH₂Cl₂ / -78 °C

2.1: KH / tetrahydrofuran / 20 °C

3.1: TBAF / tetrahydrofuran / -78 °C

4.1: 2,6-lutidine / CH₂Cl₂ / 0.5 h / -78 °C

4.2: 86 percent / CH₂Cl₂

5.1: 91 percent / n-BuLi / tetrahydrofuran; hexamethylphosphoric acid triamide / -100 °C

6.1: 74 percent / TsOH / CHCl₃ / 55 °C

7.1: NaBH₄ / methanol; CH₂Cl₂ / -78 °C

8.1: TBAF / tetrahydrofuran / 20 °C

9.1: 2,6-lutidine / CH₂Cl₂ / 0.5 h / -78 °C

9.2: CH₂Cl₂

10.1: 89 percent / n-BuLi / tetrahydrofuran; hexamethylphosphoric acid triamide / -100 °C

11.1: 74 percent / TsOH / CHCl₃ / 55 °C

12.1: NaBH₄ / methanol; CH₂Cl₂ / -78 °C

13.1: TBAF / tetrahydrofuran / 20 °C

14.1: 2,6-lutidine / CH₂Cl₂ / 0.5 h / -78 °C

14.2: CH₂Cl₂

15.1: 95 percent / n-BuLi / tetrahydrofuran; hexamethylphosphoric acid triamide / -100 °C

16.1: 73 percent / TsOH / CHCl₃ / 55 °C

17.1: 2,6-lutidine / CH₂Cl₂ / 0.5 h / -78 °C

17.2: CH₂Cl₂

18.1: 89 percent / n-BuLi / tetrahydrofuran; hexamethylphosphoric acid triamide / -100 °C

With 2,6-dimethylpyridine; sodium tetrahydroborate; n-butyllithium; tetrabutyl ammonium fluoride; potassium hydride; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane; chloroform;
DOI:10.1016/S0040-4039(03)00252-1