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

Base Information

Chemical Name:(3S,5R,7S,9S,11S,15R)-7-benzyloxy-1-tert-butyldiphenylsilyloxy-13-[(Z)-2-tert-butyldiphenylsilyloxyethylidene]-5,9-epoxy-11,15-epoxy-8,8-dimethyl-9-methoxy-3-(2-trimethylsilylethoxy)methoxyheptadec-16-ene
CAS No.:807366-03-6
Molecular Formula:C₆₇H₉₄O₈Si₃
Molecular Weight:1111.74
Hs Code.:

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

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

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

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

There total 7 articles about (3S,5R,7S,9S,11S,15R)-7-benzyloxy-1-tert-butyldiphenylsilyloxy-13-[(Z)-2-tert-butyldiphenylsilyloxyethylidene]-5,9-epoxy-11,15-epoxy-8,8-dimethyl-9-methoxy-3-(2-trimethylsilylethoxy)methoxyheptadec-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:

: 1779-49-3
Methyltriphenylphosphonium bromide

: 807365-96-4
6-{4-benzyloxy-6-[4-(tert-butyl-diphenyl-silanyloxy)-2-(2-trimethylsilanyl-ethoxymethoxy)-butyl]-2-methoxy-3,3-dimethyl-tetrahydro-pyran-2-ylmethyl}-4-[2-(tert-butyl-diphenyl-silanyloxy)-ethylidene]-tetrahydro-pyran-2-carbaldehyde

: 807366-03-6
(3S,5R,7S,9S,11S,15R)-7-benzyloxy-1-tert-butyldiphenylsilyloxy-13-[(Z)-2-tert-butyldiphenylsilyloxyethylidene]-5,9-epoxy-11,15-epoxy-8,8-dimethyl-9-methoxy-3-(2-trimethylsilylethoxy)methoxyheptadec-16-ene

Guidance literature:: With potassium tert-butylate;
DOI:10.1016/j.tetlet.2004.09.124

Reference yield:

: 807365-58-8
(E)-(2S,10R)-2-Benzyloxy-1-{(4R,6S)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-8-[2-(tert-butyl-diphenyl-silanyloxy)-eth-(Z)-ylidene]-10-hydroxy-11-(4-methoxy-benzyloxy)-3,3-dimethyl-undec-5-en-4-one

: 807366-03-6
(3S,5R,7S,9S,11S,15R)-7-benzyloxy-1-tert-butyldiphenylsilyloxy-13-[(Z)-2-tert-butyldiphenylsilyloxyethylidene]-5,9-epoxy-11,15-epoxy-8,8-dimethyl-9-methoxy-3-(2-trimethylsilylethoxy)methoxyheptadec-16-ene

Guidance literature:: Multi-step reaction with 6 steps

1.1: tBuOK / tetrahydrofuran / 0.08 h / 20 °C

2.1: PPTS / methanol / 19 h / 20 °C

3.1: 85 percent / iPr₂NEt / CH₂Cl₂

4.1: DDQ / CH₂Cl₂

4.2: 71 percent / (MeO)3CH; PPTS / methanol

5.1: Dess-Martin periodinane

6.1: tBuOK

With potassium tert-butylate; Dess-Martin periodane; N-ethyl-N,N-diisopropylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; pyridinium p-toluenesulfonate; In tetrahydrofuran; methanol; dichloromethane; 6.1: Wittig reaction;
DOI:10.1016/j.tetlet.2004.09.124

Reference yield:

: 807365-65-7
(S)-4-Benzyloxy-5-{(4R,6S)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-1-[(2S,6R)-4-[2-(tert-butyl-diphenyl-silanyloxy)-eth-(Z)-ylidene]-6-(4-methoxy-benzyloxymethyl)-tetrahydro-pyran-2-yl]-3,3-dimethyl-pentan-2-one

: 807366-03-6
(3S,5R,7S,9S,11S,15R)-7-benzyloxy-1-tert-butyldiphenylsilyloxy-13-[(Z)-2-tert-butyldiphenylsilyloxyethylidene]-5,9-epoxy-11,15-epoxy-8,8-dimethyl-9-methoxy-3-(2-trimethylsilylethoxy)methoxyheptadec-16-ene

Guidance literature:: Multi-step reaction with 5 steps

1.1: PPTS / methanol / 19 h / 20 °C

2.1: 85 percent / iPr₂NEt / CH₂Cl₂

3.1: DDQ / CH₂Cl₂

3.2: 71 percent / (MeO)3CH; PPTS / methanol

4.1: Dess-Martin periodinane

5.1: tBuOK

With potassium tert-butylate; Dess-Martin periodane; N-ethyl-N,N-diisopropylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; pyridinium p-toluenesulfonate; In methanol; dichloromethane; 5.1: Wittig reaction;
DOI:10.1016/j.tetlet.2004.09.124