(3S,5R,7S,9S,11S,15R)-7-benzyloxy-1-tert-butyldiphenylsilyloxy-13-[(Z)-2-(2-trimethylsilylethoxymethoxy)ethylidene]-5,9-epoxy-11,15-epoxy-8,8-dimethyl-9-methoxy-3-(2-trimethylsilylethoxymethoxy)heptadec-16-ene

Base Information

Chemical Name:(3S,5R,7S,9S,11S,15R)-7-benzyloxy-1-tert-butyldiphenylsilyloxy-13-[(Z)-2-(2-trimethylsilylethoxymethoxy)ethylidene]-5,9-epoxy-11,15-epoxy-8,8-dimethyl-9-methoxy-3-(2-trimethylsilylethoxymethoxy)heptadec-16-ene
CAS No.:884345-38-4
Molecular Formula:C₅₇H₉₀O₉Si₃
Molecular Weight:1003.59
Hs Code.:

(3S,5R,7S,9S,11S,15R)-7-benzyloxy-1-tert-butyldiphenylsilyloxy-13-[(Z)-2-(2-trimethylsilylethoxymethoxy)ethylidene]-5,9-epoxy-11,15-epoxy-8,8-dimethyl-9-methoxy-3-(2-trimethylsilylethoxymethoxy)heptadec-16-ene

Synonyms:(3S,5R,7S,9S,11S,15R)-7-benzyloxy-1-tert-butyldiphenylsilyloxy-13-[(Z)-2-(2-trimethylsilylethoxymethoxy)ethylidene]-5,9-epoxy-11,15-epoxy-8,8-dimethyl-9-methoxy-3-(2-trimethylsilylethoxymethoxy)heptadec-16-ene

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Chemical Property of (3S,5R,7S,9S,11S,15R)-7-benzyloxy-1-tert-butyldiphenylsilyloxy-13-[(Z)-2-(2-trimethylsilylethoxymethoxy)ethylidene]-5,9-epoxy-11,15-epoxy-8,8-dimethyl-9-methoxy-3-(2-trimethylsilylethoxymethoxy)heptadec-16-ene

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Technology Process of (3S,5R,7S,9S,11S,15R)-7-benzyloxy-1-tert-butyldiphenylsilyloxy-13-[(Z)-2-(2-trimethylsilylethoxymethoxy)ethylidene]-5,9-epoxy-11,15-epoxy-8,8-dimethyl-9-methoxy-3-(2-trimethylsilylethoxymethoxy)heptadec-16-ene

There total 19 articles about (3S,5R,7S,9S,11S,15R)-7-benzyloxy-1-tert-butyldiphenylsilyloxy-13-[(Z)-2-(2-trimethylsilylethoxymethoxy)ethylidene]-5,9-epoxy-11,15-epoxy-8,8-dimethyl-9-methoxy-3-(2-trimethylsilylethoxymethoxy)heptadec-16-ene 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: 79.0%

: 884345-37-3
(3S,5R,7S,9S,11S,15R)-7-benzyloxy-1-tert-butyldiphenylsilyloxy-13-[(Z)-2-hydroxyethylidene]-5,9-epoxy-11,15-epoxy-8,8-dimethyl-9-methoxyheptadec-16-en-3-ol

: 76513-69-4
(2-trimethylethylsilylethoxy)methyl chloride

: 884345-38-4
(3S,5R,7S,9S,11S,15R)-7-benzyloxy-1-tert-butyldiphenylsilyloxy-13-[(Z)-2-(2-trimethylsilylethoxymethoxy)ethylidene]-5,9-epoxy-11,15-epoxy-8,8-dimethyl-9-methoxy-3-(2-trimethylsilylethoxymethoxy)heptadec-16-ene

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃;
DOI:10.1016/j.tetlet.2006.01.097

Reference yield:

: 884345-36-2
(S)-4-Benzyloxy-1-{(2S,6R)-4-[2-(tert-butyl-dimethyl-silanyloxy)-eth-(Z)-ylidene]-6-vinyl-tetrahydro-pyran-2-yl}-5-{(4R,6S)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-3,3-dimethyl-pentan-2-one

: 884345-38-4
(3S,5R,7S,9S,11S,15R)-7-benzyloxy-1-tert-butyldiphenylsilyloxy-13-[(Z)-2-(2-trimethylsilylethoxymethoxy)ethylidene]-5,9-epoxy-11,15-epoxy-8,8-dimethyl-9-methoxy-3-(2-trimethylsilylethoxymethoxy)heptadec-16-ene

Guidance literature:: Multi-step reaction with 2 steps

1: 58 percent / PPTS / methanol

2: 79 percent / iPr₂NEt / CH₂Cl₂ / 20 °C

With pyridinium p-toluenesulfonate; N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane;
DOI:10.1016/j.tetlet.2006.01.097

Reference yield:

: 884345-35-1
(S)-4-Benzyloxy-1-{(2S,6R)-4-[2-(tert-butyl-dimethyl-silanyloxy)-eth-(Z)-ylidene]-6-hydroxymethyl-tetrahydro-pyran-2-yl}-5-{(4R,6S)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-3,3-dimethyl-pentan-2-one

: 884345-38-4
(3S,5R,7S,9S,11S,15R)-7-benzyloxy-1-tert-butyldiphenylsilyloxy-13-[(Z)-2-(2-trimethylsilylethoxymethoxy)ethylidene]-5,9-epoxy-11,15-epoxy-8,8-dimethyl-9-methoxy-3-(2-trimethylsilylethoxymethoxy)heptadec-16-ene

Guidance literature:: Multi-step reaction with 4 steps

1: Dess-Martin periodinane

2: t-BuLi

3: 58 percent / PPTS / methanol

4: 79 percent / iPr₂NEt / CH₂Cl₂ / 20 °C

With tert.-butyl lithium; pyridinium p-toluenesulfonate; Dess-Martin periodane; N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane; 1: Dess-Martin oxidation / 2: Wittig condensation;
DOI:10.1016/j.tetlet.2006.01.097