(5S,7R)-5-((S)-1-((4-methoxybenzyl)oxy)-2-((2R,3S)-3-vinyloxiran-2-yl)ethyl)-2,2,3,3,7,10,10,11,11-nonamethyl-4,9-dioxa-3,10-disiladodecane

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Chemical Name:(5S,7R)-5-((S)-1-((4-methoxybenzyl)oxy)-2-((2R,3S)-3-vinyloxiran-2-yl)ethyl)-2,2,3,3,7,10,10,11,11-nonamethyl-4,9-dioxa-3,10-disiladodecane
CAS No.:1313511-89-5
Molecular Formula:C₃₁H₅₆O₅Si₂
Molecular Weight:564.954
Hs Code.:

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Chemical Property of (5S,7R)-5-((S)-1-((4-methoxybenzyl)oxy)-2-((2R,3S)-3-vinyloxiran-2-yl)ethyl)-2,2,3,3,7,10,10,11,11-nonamethyl-4,9-dioxa-3,10-disiladodecane

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Technology Process of (5S,7R)-5-((S)-1-((4-methoxybenzyl)oxy)-2-((2R,3S)-3-vinyloxiran-2-yl)ethyl)-2,2,3,3,7,10,10,11,11-nonamethyl-4,9-dioxa-3,10-disiladodecane

There total 28 articles about (5S,7R)-5-((S)-1-((4-methoxybenzyl)oxy)-2-((2R,3S)-3-vinyloxiran-2-yl)ethyl)-2,2,3,3,7,10,10,11,11-nonamethyl-4,9-dioxa-3,10-disiladodecane 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:

: C₃₀H₅₄O₆Si₂

: 1779-49-3
Methyltriphenylphosphonium bromide

: 1313511-89-5
(5S,7R)-5-((S)-1-((4-methoxybenzyl)oxy)-2-((2R,3S)-3-vinyloxiran-2-yl)ethyl)-2,2,3,3,7,10,10,11,11-nonamethyl-4,9-dioxa-3,10-disiladodecane

Guidance literature:: Methyltriphenylphosphonium bromide; With sodium hexamethyldisilazane; In tetrahydrofuran; at 0 ℃; for 0.5h;

C₃₀H₅₄O₆Si₂; In tetrahydrofuran;
DOI:10.1039/c0ob01253j

Reference yield:

: 1313511-88-4
((2S,3S)-3-((2S,3S,5R)-3,6-bis((tert-butyldimethylsilyl)oxy)-2-((4-methoxybenzyl)oxy)-5-methylhexyl)oxiran-2-yl)methanol

: 1313511-89-5
(5S,7R)-5-((S)-1-((4-methoxybenzyl)oxy)-2-((2R,3S)-3-vinyloxiran-2-yl)ethyl)-2,2,3,3,7,10,10,11,11-nonamethyl-4,9-dioxa-3,10-disiladodecane

Guidance literature:: Multi-step reaction with 2 steps

1: sulfur trioxide pyridine complex; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine / dichloromethane / 0 °C

2: sodium hexamethyldisilazane / tetrahydrofuran / 0.5 h / 0 °C

With sodium hexamethyldisilazane; sulfur trioxide pyridine complex; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; 1: Parikh-Doering oxidation / 2: Wittig methylenation / 2: Wittig methylenation;
DOI:10.1039/c0ob01253j

Reference yield:

: 1313511-82-8
(2S,E)-6-((tetrahydro-2H-pyran-2-yl)oxy)hex-4-ene-1,2-diol

: 1313511-89-5
(5S,7R)-5-((S)-1-((4-methoxybenzyl)oxy)-2-((2R,3S)-3-vinyloxiran-2-yl)ethyl)-2,2,3,3,7,10,10,11,11-nonamethyl-4,9-dioxa-3,10-disiladodecane

Guidance literature:: Multi-step reaction with 13 steps

1.1: 1H-imidazole / N,N-dimethyl-formamide / 6 h / 20 °C

2.1: camphor-10-sulfonic acid / dichloromethane / 20 °C

3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C

4.1: sulfur trioxide pyridine complex; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine / dichloromethane / 1 h / 0 °C

5.1: sodium dihydrogenphosphate; sodium chlorite / 2-methyl-but-2-ene; water; tert-butyl alcohol / 0.5 h / 0 °C

6.1: 1,1'-carbonyldiimidazole / dichloromethane / 0 °C

7.1: tert.-butyl lithium / diethyl ether; pentane / 0.25 h / -78 °C

7.2: -78 °C

8.1: L-Selectride / tetrahydrofuran / 1 h / -78 °C

9.1: 2,6-dimethylpyridine / dichloromethane / 0.5 h / 0 °C

10.1: magnesium bromide ethyl etherate / diethyl ether / 2 h / 20 °C

11.1: titanium(IV) isopropylate; tert.-butylhydroperoxide; diethyl (2R,3R)-tartrate / dichloromethane; toluene / 12 h / -20 °C / Molecular sieve

12.1: sulfur trioxide pyridine complex; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine / dichloromethane / 0 °C

13.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.5 h / 0 °C

With 1H-imidazole; 2,6-dimethylpyridine; titanium(IV) isopropylate; tert.-butylhydroperoxide; sodium chlorite; sodium dihydrogenphosphate; diethyl (2R,3R)-tartrate; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; tert.-butyl lithium; sodium hexamethyldisilazane; sulfur trioxide pyridine complex; L-Selectride; magnesium bromide ethyl etherate; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; 1,1'-carbonyldiimidazole; In tetrahydrofuran; 2-methyl-but-2-ene; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; toluene; tert-butyl alcohol; pentane; 4.1: Parikh-Doering oxidation / 11.1: Sharpless asymmetric epoxidation reaction / 12.1: Parikh-Doering oxidation / 13.1: Wittig methylenation / 13.2: Wittig methylenation;
DOI:10.1039/c0ob01253j