(S)-4-((2R,4S,6S)-4-Benzyloxy-6-{(2S,6R)-4-[2-hydroxy-eth-(Z)-ylidene]-6-vinyl-tetrahydro-pyran-2-ylmethyl}-6-methoxy-5,5-dimethyl-tetrahydro-pyran-2-yl)-3-(2-trimethylsilanyl-ethoxymethoxy)-butan-1-ol

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Chemical Name:(S)-4-((2R,4S,6S)-4-Benzyloxy-6-{(2S,6R)-4-[2-hydroxy-eth-(Z)-ylidene]-6-vinyl-tetrahydro-pyran-2-ylmethyl}-6-methoxy-5,5-dimethyl-tetrahydro-pyran-2-yl)-3-(2-trimethylsilanyl-ethoxymethoxy)-butan-1-ol
CAS No.:807366-09-2
Molecular Formula:C₃₅H₅₈O₈Si
Molecular Weight:634.926
Hs Code.:

(S)-4-((2R,4S,6S)-4-Benzyloxy-6-{(2S,6R)-4-[2-hydroxy-eth-(Z)-ylidene]-6-vinyl-tetrahydro-pyran-2-ylmethyl}-6-methoxy-5,5-dimethyl-tetrahydro-pyran-2-yl)-3-(2-trimethylsilanyl-ethoxymethoxy)-butan-1-ol

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Chemical Property of (S)-4-((2R,4S,6S)-4-Benzyloxy-6-{(2S,6R)-4-[2-hydroxy-eth-(Z)-ylidene]-6-vinyl-tetrahydro-pyran-2-ylmethyl}-6-methoxy-5,5-dimethyl-tetrahydro-pyran-2-yl)-3-(2-trimethylsilanyl-ethoxymethoxy)-butan-1-ol

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Technology Process of (S)-4-((2R,4S,6S)-4-Benzyloxy-6-{(2S,6R)-4-[2-hydroxy-eth-(Z)-ylidene]-6-vinyl-tetrahydro-pyran-2-ylmethyl}-6-methoxy-5,5-dimethyl-tetrahydro-pyran-2-yl)-3-(2-trimethylsilanyl-ethoxymethoxy)-butan-1-ol

There total 8 articles about (S)-4-((2R,4S,6S)-4-Benzyloxy-6-{(2S,6R)-4-[2-hydroxy-eth-(Z)-ylidene]-6-vinyl-tetrahydro-pyran-2-ylmethyl}-6-methoxy-5,5-dimethyl-tetrahydro-pyran-2-yl)-3-(2-trimethylsilanyl-ethoxymethoxy)-butan-1-ol 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: 76.0%

: 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

: 807366-09-2
(S)-4-((2R,4S,6S)-4-Benzyloxy-6-{(2S,6R)-4-[2-hydroxy-eth-(Z)-ylidene]-6-vinyl-tetrahydro-pyran-2-ylmethyl}-6-methoxy-5,5-dimethyl-tetrahydro-pyran-2-yl)-3-(2-trimethylsilanyl-ethoxymethoxy)-butan-1-ol

Guidance literature:: With tetrabutyl ammonium fluoride;
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

: 807366-09-2
(S)-4-((2R,4S,6S)-4-Benzyloxy-6-{(2S,6R)-4-[2-hydroxy-eth-(Z)-ylidene]-6-vinyl-tetrahydro-pyran-2-ylmethyl}-6-methoxy-5,5-dimethyl-tetrahydro-pyran-2-yl)-3-(2-trimethylsilanyl-ethoxymethoxy)-butan-1-ol

Guidance literature:: Multi-step reaction with 7 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

7.1: 76 percent / TBAF

With potassium tert-butylate; tetrabutyl ammonium fluoride; 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

: 807366-09-2
(S)-4-((2R,4S,6S)-4-Benzyloxy-6-{(2S,6R)-4-[2-hydroxy-eth-(Z)-ylidene]-6-vinyl-tetrahydro-pyran-2-ylmethyl}-6-methoxy-5,5-dimethyl-tetrahydro-pyran-2-yl)-3-(2-trimethylsilanyl-ethoxymethoxy)-butan-1-ol

Guidance literature:: Multi-step reaction with 6 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

6.1: 76 percent / TBAF

With potassium tert-butylate; tetrabutyl ammonium fluoride; 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