(2S,4S,6S)-6-((R)-2-((tert-butyldiphenylsilyl)oxy)-4-(tert-butylthio)-4-oxobutyl)-2-methoxy-3,3-dimethyl-2-(((2S,6S)-4-methylene-6-phenethyltetrahydro-2H-pyran-2-yl)methyl)tetrahydro-2H-pyran-4-yl acetate

Base Information

Chemical Name:(2S,4S,6S)-6-((R)-2-((tert-butyldiphenylsilyl)oxy)-4-(tert-butylthio)-4-oxobutyl)-2-methoxy-3,3-dimethyl-2-(((2S,6S)-4-methylene-6-phenethyltetrahydro-2H-pyran-2-yl)methyl)tetrahydro-2H-pyran-4-yl acetate
CAS No.:1261423-42-0
Molecular Formula:C₄₉H₆₈O₇SSi
Molecular Weight:829.226
Hs Code.:

(2S,4S,6S)-6-((R)-2-((tert-butyldiphenylsilyl)oxy)-4-(tert-butylthio)-4-oxobutyl)-2-methoxy-3,3-dimethyl-2-(((2S,6S)-4-methylene-6-phenethyltetrahydro-2H-pyran-2-yl)methyl)tetrahydro-2H-pyran-4-yl acetate

Synonyms:(2S,4S,6S)-6-((R)-2-((tert-butyldiphenylsilyl)oxy)-4-(tert-butylthio)-4-oxobutyl)-2-methoxy-3,3-dimethyl-2-(((2S,6S)-4-methylene-6-phenethyltetrahydro-2H-pyran-2-yl)methyl)tetrahydro-2H-pyran-4-yl acetate

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Chemical Property of (2S,4S,6S)-6-((R)-2-((tert-butyldiphenylsilyl)oxy)-4-(tert-butylthio)-4-oxobutyl)-2-methoxy-3,3-dimethyl-2-(((2S,6S)-4-methylene-6-phenethyltetrahydro-2H-pyran-2-yl)methyl)tetrahydro-2H-pyran-4-yl acetate

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Technology Process of (2S,4S,6S)-6-((R)-2-((tert-butyldiphenylsilyl)oxy)-4-(tert-butylthio)-4-oxobutyl)-2-methoxy-3,3-dimethyl-2-(((2S,6S)-4-methylene-6-phenethyltetrahydro-2H-pyran-2-yl)methyl)tetrahydro-2H-pyran-4-yl acetate

There total 4 articles about (2S,4S,6S)-6-((R)-2-((tert-butyldiphenylsilyl)oxy)-4-(tert-butylthio)-4-oxobutyl)-2-methoxy-3,3-dimethyl-2-(((2S,6S)-4-methylene-6-phenethyltetrahydro-2H-pyran-2-yl)methyl)tetrahydro-2H-pyran-4-yl acetate 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: 61.0%

: 916991-63-4
C₃₆H₅₂O₇SSi

: 419541-55-2
(3S)-5-(2,2-dimethyl-2-silapropyl)-1-phenylhex-5-en-3-ol

: 1261423-42-0
(2S,4S,6S)-6-((R)-2-((tert-butyldiphenylsilyl)oxy)-4-(tert-butylthio)-4-oxobutyl)-2-methoxy-3,3-dimethyl-2-(((2S,6S)-4-methylene-6-phenethyltetrahydro-2H-pyran-2-yl)methyl)tetrahydro-2H-pyran-4-yl acetate

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In diethyl ether; at -78 ℃; for 3h;
DOI:10.1021/ja110198y

Reference yield:

: 916991-63-4
C₃₆H₅₂O₇SSi

: 1261423-42-0
(2S,4S,6S)-6-((R)-2-((tert-butyldiphenylsilyl)oxy)-4-(tert-butylthio)-4-oxobutyl)-2-methoxy-3,3-dimethyl-2-(((2S,6S)-4-methylene-6-phenethyltetrahydro-2H-pyran-2-yl)methyl)tetrahydro-2H-pyran-4-yl acetate

Guidance literature:: Multi-step reaction with 4 steps

1.1: toluene / 12 h / Reflux

2.1: dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine / dichloromethane / 0.17 h / -15 °C

2.2: 1 h / -15 °C

3.1: cerium(III) chloride heptahydrate / methanol / -42 - 20 °C

3.2: 5 h / -42 °C

4.1: trimethylsilyl trifluoromethanesulfonate / diethyl ether / -78 °C

With trimethylsilyl trifluoromethanesulfonate; cerium(III) chloride heptahydrate; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; In methanol; diethyl ether; dichloromethane; toluene; 3.1: Luche reduction / 3.2: Luche reduction;
DOI:10.1021/ja110198y

Reference yield:

: 1261423-35-1
(2S,4S,6S)-6-((R)-2-((tert-butyldiphenylsilyl)oxy)-4-(tert-butylthio)-4-oxobutyl)-2-(2-hydroxy-4-((trimethylsilyl)methyl)pent-4-en-1-yl)-2-methoxy-3,3-dimethyltetrahydro-2H-pyran-4-yl acetate

: 1261423-42-0
(2S,4S,6S)-6-((R)-2-((tert-butyldiphenylsilyl)oxy)-4-(tert-butylthio)-4-oxobutyl)-2-methoxy-3,3-dimethyl-2-(((2S,6S)-4-methylene-6-phenethyltetrahydro-2H-pyran-2-yl)methyl)tetrahydro-2H-pyran-4-yl acetate

Guidance literature:: Multi-step reaction with 3 steps

1.1: dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine / dichloromethane / 0.17 h / -15 °C

1.2: 1 h / -15 °C

2.1: cerium(III) chloride heptahydrate / methanol / -42 - 20 °C

2.2: 5 h / -42 °C

3.1: trimethylsilyl trifluoromethanesulfonate / diethyl ether / -78 °C

With trimethylsilyl trifluoromethanesulfonate; cerium(III) chloride heptahydrate; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; In methanol; diethyl ether; dichloromethane; 2.1: Luche reduction / 2.2: Luche reduction;
DOI:10.1021/ja110198y