(2S,4S,5S)-5-(tert-Butyl-dimethyl-silanyloxy)-1-{(2R,3R,4S,5S,6R)-4-(tert-butyl-dimethyl-silanyloxy)-2-methoxy-6-[(R)-3-methoxy-2-(4-methoxy-benzyloxy)-propyl]-3,5-dimethyl-tetrahydro-pyran-2-yl}-2-(3,4-dimethoxy-benzyloxy)-4-methoxy-dec-8-yn-1-one

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Chemical Name:(2S,4S,5S)-5-(tert-Butyl-dimethyl-silanyloxy)-1-{(2R,3R,4S,5S,6R)-4-(tert-butyl-dimethyl-silanyloxy)-2-methoxy-6-[(R)-3-methoxy-2-(4-methoxy-benzyloxy)-propyl]-3,5-dimethyl-tetrahydro-pyran-2-yl}-2-(3,4-dimethoxy-benzyloxy)-4-methoxy-dec-8-yn-1-one
CAS No.:647014-90-2
Molecular Formula:C₅₂H₈₆O₁₂Si₂
Molecular Weight:959.419
Hs Code.:

(2S,4S,5S)-5-(tert-Butyl-dimethyl-silanyloxy)-1-{(2R,3R,4S,5S,6R)-4-(tert-butyl-dimethyl-silanyloxy)-2-methoxy-6-[(R)-3-methoxy-2-(4-methoxy-benzyloxy)-propyl]-3,5-dimethyl-tetrahydro-pyran-2-yl}-2-(3,4-dimethoxy-benzyloxy)-4-methoxy-dec-8-yn-1-one

Synonyms:(2S,4S,5S)-5-(tert-Butyl-dimethyl-silanyloxy)-1-{(2R,3R,4S,5S,6R)-4-(tert-butyl-dimethyl-silanyloxy)-2-methoxy-6-[(R)-3-methoxy-2-(4-methoxy-benzyloxy)-propyl]-3,5-dimethyl-tetrahydro-pyran-2-yl}-2-(3,4-dimethoxy-benzyloxy)-4-methoxy-dec-8-yn-1-one

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Chemical Property of (2S,4S,5S)-5-(tert-Butyl-dimethyl-silanyloxy)-1-{(2R,3R,4S,5S,6R)-4-(tert-butyl-dimethyl-silanyloxy)-2-methoxy-6-[(R)-3-methoxy-2-(4-methoxy-benzyloxy)-propyl]-3,5-dimethyl-tetrahydro-pyran-2-yl}-2-(3,4-dimethoxy-benzyloxy)-4-methoxy-dec-8-yn-1-one

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Technology Process of (2S,4S,5S)-5-(tert-Butyl-dimethyl-silanyloxy)-1-{(2R,3R,4S,5S,6R)-4-(tert-butyl-dimethyl-silanyloxy)-2-methoxy-6-[(R)-3-methoxy-2-(4-methoxy-benzyloxy)-propyl]-3,5-dimethyl-tetrahydro-pyran-2-yl}-2-(3,4-dimethoxy-benzyloxy)-4-methoxy-dec-8-yn-1-one

There total 8 articles about (2S,4S,5S)-5-(tert-Butyl-dimethyl-silanyloxy)-1-{(2R,3R,4S,5S,6R)-4-(tert-butyl-dimethyl-silanyloxy)-2-methoxy-6-[(R)-3-methoxy-2-(4-methoxy-benzyloxy)-propyl]-3,5-dimethyl-tetrahydro-pyran-2-yl}-2-(3,4-dimethoxy-benzyloxy)-4-methoxy-dec-8-yn-1-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: 85.0%

: 647014-89-9
(1S,2S,4S,5S)-5-(tert-Butyl-dimethyl-silanyloxy)-1-{(2R,3R,4S,5S,6R)-4-(tert-butyl-dimethyl-silanyloxy)-2-methoxy-6-[(R)-3-methoxy-2-(4-methoxy-benzyloxy)-propyl]-3,5-dimethyl-tetrahydro-pyran-2-yl}-2-(3,4-dimethoxy-benzyloxy)-4-methoxy-dec-8-yn-1-ol

: 647014-90-2
(2S,4S,5S)-5-(tert-Butyl-dimethyl-silanyloxy)-1-{(2R,3R,4S,5S,6R)-4-(tert-butyl-dimethyl-silanyloxy)-2-methoxy-6-[(R)-3-methoxy-2-(4-methoxy-benzyloxy)-propyl]-3,5-dimethyl-tetrahydro-pyran-2-yl}-2-(3,4-dimethoxy-benzyloxy)-4-methoxy-dec-8-yn-1-one

Guidance literature:: With sodium hydrogencarbonate; Dess-Martin periodane; In dichloromethane; at 25 ℃; for 1h;
DOI:10.1021/ja030496v

Reference yield:

: 69739-34-0
t-butyldimethylsiyl triflate

: 647014-90-2
(2S,4S,5S)-5-(tert-Butyl-dimethyl-silanyloxy)-1-{(2R,3R,4S,5S,6R)-4-(tert-butyl-dimethyl-silanyloxy)-2-methoxy-6-[(R)-3-methoxy-2-(4-methoxy-benzyloxy)-propyl]-3,5-dimethyl-tetrahydro-pyran-2-yl}-2-(3,4-dimethoxy-benzyloxy)-4-methoxy-dec-8-yn-1-one

Guidance literature:: Multi-step reaction with 3 steps

1: 2,6-lutidine / CH₂Cl₂ / 3 h / -78 °C

2: pyridinium p-toluenesulfonate / 12 h / 25 °C

3: 85 percent / Dess Martin periodinane; NaHCO₃ / CH₂Cl₂ / 1 h / 25 °C

With 2,6-dimethylpyridine; pyridinium p-toluenesulfonate; sodium hydrogencarbonate; Dess-Martin periodane; In dichloromethane;
DOI:10.1021/ja030496v

Reference yield:

: 400736-32-5
(2S,4S,5S)-5-(tert-Butyl-dimethyl-silanyloxy)-2-(3,4-dimethoxy-benzyloxy)-4-methoxy-dec-8-ynal

: 647014-90-2
(2S,4S,5S)-5-(tert-Butyl-dimethyl-silanyloxy)-1-{(2R,3R,4S,5S,6R)-4-(tert-butyl-dimethyl-silanyloxy)-2-methoxy-6-[(R)-3-methoxy-2-(4-methoxy-benzyloxy)-propyl]-3,5-dimethyl-tetrahydro-pyran-2-yl}-2-(3,4-dimethoxy-benzyloxy)-4-methoxy-dec-8-yn-1-one

Guidance literature:: Multi-step reaction with 6 steps

1.1: hexamethylphosphoramide; tert-butyllithium / tetrahydrofuran; pentane / 1.5 h / -78 °C

1.2: 35 percent / tetrahydrofuran; pentane / 2 h / -100 °C

2.1: TBAF / tetrahydrofuran / 12 h / 25 °C

3.1: PhI(OCOCF₃)2 / acetonitrile; aq. phosphate buffer / 0.17 h / 0 °C / pH 7

4.1: 2,6-lutidine / CH₂Cl₂ / 3 h / -78 °C

5.1: pyridinium p-toluenesulfonate / 12 h / 25 °C

6.1: 85 percent / Dess Martin periodinane; NaHCO₃ / CH₂Cl₂ / 1 h / 25 °C

With 2,6-dimethylpyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; tetrabutyl ammonium fluoride; tert.-butyl lithium; pyridinium p-toluenesulfonate; sodium hydrogencarbonate; Dess-Martin periodane; bis-[(trifluoroacetoxy)iodo]benzene; In tetrahydrofuran; phosphate buffer; dichloromethane; acetonitrile; pentane;
DOI:10.1021/ja030496v