(4S,6S)-6,8-Bis-(tert-butyl-dimethyl-silanyloxy)-4-(4-methoxy-benzyloxy)-1-{(4S,6S)-6-[2-(4-methoxy-benzyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-octan-2-one

Base Information

Chemical Name:(4S,6S)-6,8-Bis-(tert-butyl-dimethyl-silanyloxy)-4-(4-methoxy-benzyloxy)-1-{(4S,6S)-6-[2-(4-methoxy-benzyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-octan-2-one
CAS No.:815588-12-6
Molecular Formula:C₄₄H₇₄O₉Si₂
Molecular Weight:803.237
Hs Code.:

(4S,6S)-6,8-Bis-(tert-butyl-dimethyl-silanyloxy)-4-(4-methoxy-benzyloxy)-1-{(4S,6S)-6-[2-(4-methoxy-benzyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-octan-2-one

Synonyms:(4S,6S)-6,8-Bis-(tert-butyl-dimethyl-silanyloxy)-4-(4-methoxy-benzyloxy)-1-{(4S,6S)-6-[2-(4-methoxy-benzyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-octan-2-one

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Chemical Property of (4S,6S)-6,8-Bis-(tert-butyl-dimethyl-silanyloxy)-4-(4-methoxy-benzyloxy)-1-{(4S,6S)-6-[2-(4-methoxy-benzyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-octan-2-one

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Technology Process of (4S,6S)-6,8-Bis-(tert-butyl-dimethyl-silanyloxy)-4-(4-methoxy-benzyloxy)-1-{(4S,6S)-6-[2-(4-methoxy-benzyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-octan-2-one

There total 17 articles about (4S,6S)-6,8-Bis-(tert-butyl-dimethyl-silanyloxy)-4-(4-methoxy-benzyloxy)-1-{(4S,6S)-6-[2-(4-methoxy-benzyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-octan-2-one 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: 84.0%

: 815588-11-5
(4S,6S)-4-{2-[(2S,4S)-4,6-Bis-(tert-butyl-dimethyl-silanyloxy)-2-(4-methoxy-benzyloxy)-hexyl]-[1,3]dithian-2-ylmethyl}-6-[2-(4-methoxy-benzyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxane

: 815588-12-6
(4S,6S)-6,8-Bis-(tert-butyl-dimethyl-silanyloxy)-4-(4-methoxy-benzyloxy)-1-{(4S,6S)-6-[2-(4-methoxy-benzyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-octan-2-one

Guidance literature:: With mercury(II) perchlorate; In tetrahydrofuran; for 0.166667h;
DOI:10.1055/s-2004-831334

Reference yield:

: 89238-99-3
O-(4-methoxybenzyl)-trichloroacetimidate

: 815588-12-6
(4S,6S)-6,8-Bis-(tert-butyl-dimethyl-silanyloxy)-4-(4-methoxy-benzyloxy)-1-{(4S,6S)-6-[2-(4-methoxy-benzyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-octan-2-one

Guidance literature:: Multi-step reaction with 9 steps

1.1: 94 percent / CSA / CH₂Cl₂ / 20 h / 20 °C

2.1: 88 percent / Zn / ethanol / 1 h / 70 °C

3.1: 84 percent / DIBALH / toluene / 1.5 h / -78 - 20 °C

4.1: 90 percent / DMAP; Et₃N / CH₂Cl₂ / 72 h / 20 °C

5.1: O₃ / CH₂Cl₂; methanol / -78 °C

5.2: 89 percent / NaBH₄ / CH₂Cl₂; methanol / 1.5 h / 20 °C

6.1: DMAP; Et₃N / CH₂Cl₂ / 1.5 h

7.1: NaI; NaHCO₃ / butan-2-one / 3 h / Heating

8.1: t-BuLi / hexamethylphosphoric acid triamide; tetrahydrofuran / 0.5 h / -78 °C

8.2: 88 percent / hexamethylphosphoric acid triamide; tetrahydrofuran / 0.5 h / -78 °C

9.1: 84 percent / aq. Hg(ClO₄)2 / tetrahydrofuran / 0.17 h

With dmap; mercury(II) perchlorate; camphor-10-sulfonic acid; tert.-butyl lithium; diisobutylaluminium hydride; sodium hydrogencarbonate; ozone; triethylamine; sodium iodide; zinc; In tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; ethanol; dichloromethane; toluene; butanone;
DOI:10.1055/s-2004-831334

Reference yield:

: 629614-61-5
2-((4S,6S)-2,2-Dimethyl-6-vinyl-[1,3]dioxan-4-yl)-ethanol

: 815588-12-6
(4S,6S)-6,8-Bis-(tert-butyl-dimethyl-silanyloxy)-4-(4-methoxy-benzyloxy)-1-{(4S,6S)-6-[2-(4-methoxy-benzyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-octan-2-one

Guidance literature:: Multi-step reaction with 7 steps

1.1: CSA / CH₂Cl₂ / 20 h / 20 °C

2.1: O₃ / CH₂Cl₂ / -78 °C

2.2: 71 percent / NaBH₄ / aq. ethanol / 1.5 h / 20 °C

3.1: DMAP; Et₃N / CH₂Cl₂ / 1.5 h / 20 °C

4.1: NaI; NaHCO₃ / butan-2-one / 8 h / Heating

5.1: n-BuLi / hexamethylphosphoric acid triamide; tetrahydrofuran / 1 h / -20 °C

5.2: 75 percent / hexamethylphosphoric acid triamide; tetrahydrofuran / 1 h / -20 °C

6.1: t-BuLi / hexamethylphosphoric acid triamide; tetrahydrofuran / 0.5 h / -78 °C

6.2: 88 percent / hexamethylphosphoric acid triamide; tetrahydrofuran / 0.5 h / -78 °C

7.1: 84 percent / aq. Hg(ClO₄)2 / tetrahydrofuran / 0.17 h

With dmap; n-butyllithium; mercury(II) perchlorate; camphor-10-sulfonic acid; tert.-butyl lithium; sodium hydrogencarbonate; ozone; triethylamine; sodium iodide; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane; butanone;
DOI:10.1055/s-2004-831334