(2S,3R,4S,5R,6R,9R,10S,11R,12R,13R,7E)-1,11-di-O-benzyl-13-O-(tert-butyldimethylsilyl)-3,5-O-isopropylidene-2,4,6,8,10,12-hexamethyl-9-O-<(1'S)-tetrahydro-2H-pyran-2-yl>-7-pentadecene-1,3,5,6,9,11,13-heptol

Base Information

Chemical Name:(2S,3R,4S,5R,6R,9R,10S,11R,12R,13R,7E)-1,11-di-O-benzyl-13-O-(tert-butyldimethylsilyl)-3,5-O-isopropylidene-2,4,6,8,10,12-hexamethyl-9-O-<(1'S)-tetrahydro-2H-pyran-2-yl>-7-pentadecene-1,3,5,6,9,11,13-heptol
CAS No.:141271-67-2
Molecular Formula:C₄₉H₈₀O₈Si
Molecular Weight:825.255
Hs Code.:

(2S,3R,4S,5R,6R,9R,10S,11R,12R,13R,7E)-1,11-di-O-benzyl-13-O-(tert-butyldimethylsilyl)-3,5-O-isopropylidene-2,4,6,8,10,12-hexamethyl-9-O-<(1'S)-tetrahydro-2H-pyran-2-yl>-7-pentadecene-1,3,5,6,9,11,13-heptol

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Chemical Property of (2S,3R,4S,5R,6R,9R,10S,11R,12R,13R,7E)-1,11-di-O-benzyl-13-O-(tert-butyldimethylsilyl)-3,5-O-isopropylidene-2,4,6,8,10,12-hexamethyl-9-O-<(1'S)-tetrahydro-2H-pyran-2-yl>-7-pentadecene-1,3,5,6,9,11,13-heptol

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Technology Process of (2S,3R,4S,5R,6R,9R,10S,11R,12R,13R,7E)-1,11-di-O-benzyl-13-O-(tert-butyldimethylsilyl)-3,5-O-isopropylidene-2,4,6,8,10,12-hexamethyl-9-O-<(1'S)-tetrahydro-2H-pyran-2-yl>-7-pentadecene-1,3,5,6,9,11,13-heptol

There total 4 articles about (2S,3R,4S,5R,6R,9R,10S,11R,12R,13R,7E)-1,11-di-O-benzyl-13-O-(tert-butyldimethylsilyl)-3,5-O-isopropylidene-2,4,6,8,10,12-hexamethyl-9-O-<(1'S)-tetrahydro-2H-pyran-2-yl>-7-pentadecene-1,3,5,6,9,11,13-heptol 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:

: 141214-49-5
(2R,3S,4R,5R)-6-benzyloxy-2,4-isopropylidenedioxy-3,5-dimethyl-1-hexanal

: 141271-67-2
(2S,3R,4S,5R,6R,9R,10S,11R,12R,13R,7E)-1,11-di-O-benzyl-13-O-(tert-butyldimethylsilyl)-3,5-O-isopropylidene-2,4,6,8,10,12-hexamethyl-9-O-<(1'S)-tetrahydro-2H-pyran-2-yl>-7-pentadecene-1,3,5,6,9,11,13-heptol

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) BuLi, 2.) DMSO, (COCl)2, Et₃N / 1.) THF, hexane, -78 deg C, 30 min, 2.) -60 deg C, 40 min

2: 80 percent / diethyl ether / 0.5 h / -40 °C

3: 0.74 g / tetrahydrofuran; diethyl ether / 0.42 h / -60 °C

With n-butyllithium; oxalyl dichloride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; diethyl ether;
DOI:10.1055/s-1992-34154

Reference yield:

: 141214-48-4,141271-57-0
(4R,5R)-4-((S)-2-Benzyloxy-1-methyl-ethyl)-2,2,5-trimethyl-6-vinyl-[1,3]dioxane

: 141271-67-2
(2S,3R,4S,5R,6R,9R,10S,11R,12R,13R,7E)-1,11-di-O-benzyl-13-O-(tert-butyldimethylsilyl)-3,5-O-isopropylidene-2,4,6,8,10,12-hexamethyl-9-O-<(1'S)-tetrahydro-2H-pyran-2-yl>-7-pentadecene-1,3,5,6,9,11,13-heptol

Guidance literature:: Multi-step reaction with 4 steps

1: 1a.) O₃, 1b.) Ph₃P, 2.) aq. Na₂CO₃ / 1a.) CH₂Cl₂, -78 deg C, 1b.) -78 deg C, 1 h, 1c.) r. t., 1 h, 2.) MeOH, 22 deg C, 2 h

2: 1.) BuLi, 2.) DMSO, (COCl)2, Et₃N / 1.) THF, hexane, -78 deg C, 30 min, 2.) -60 deg C, 40 min

3: 80 percent / diethyl ether / 0.5 h / -40 °C

4: 0.74 g / tetrahydrofuran; diethyl ether / 0.42 h / -60 °C

With n-butyllithium; oxalyl dichloride; sodium carbonate; ozone; dimethyl sulfoxide; triethylamine; triphenylphosphine; In tetrahydrofuran; diethyl ether;
DOI:10.1055/s-1992-34154