{(S)-13-Benzyloxy-1-[(R)-1-((1R,2R)-2-benzyloxy-1-vinyl-tetradecyloxy)-allyl]-tridecyloxy}-tert-butyl-dimethyl-silane

Base Information

Chemical Name:{(S)-13-Benzyloxy-1-[(R)-1-((1R,2R)-2-benzyloxy-1-vinyl-tetradecyloxy)-allyl]-tridecyloxy}-tert-butyl-dimethyl-silane
CAS No.:757971-81-6
Molecular Formula:C₅₂H₈₈O₄Si
Molecular Weight:805.354
Hs Code.:

Synonyms:{(S)-13-Benzyloxy-1-[(R)-1-((1R,2R)-2-benzyloxy-1-vinyl-tetradecyloxy)-allyl]-tridecyloxy}-tert-butyl-dimethyl-silane

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Chemical Property of {(S)-13-Benzyloxy-1-[(R)-1-((1R,2R)-2-benzyloxy-1-vinyl-tetradecyloxy)-allyl]-tridecyloxy}-tert-butyl-dimethyl-silane

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Technology Process of {(S)-13-Benzyloxy-1-[(R)-1-((1R,2R)-2-benzyloxy-1-vinyl-tetradecyloxy)-allyl]-tridecyloxy}-tert-butyl-dimethyl-silane

There total 10 articles about {(S)-13-Benzyloxy-1-[(R)-1-((1R,2R)-2-benzyloxy-1-vinyl-tetradecyloxy)-allyl]-tridecyloxy}-tert-butyl-dimethyl-silane 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: 95.0%

: 757971-73-6
16-benzyloxy-3-(2-benzyloxy-1-vinyl-tetradecyloxy)-hexadec-1-en-4-ol

: 69739-34-0
t-butyldimethylsiyl triflate

: 757971-81-6
{(S)-13-Benzyloxy-1-[(R)-1-((1R,2R)-2-benzyloxy-1-vinyl-tetradecyloxy)-allyl]-tridecyloxy}-tert-butyl-dimethyl-silane

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at -40 ℃; for 1h;
DOI:10.1021/jo049505o

Reference yield:

: 757971-75-8
(3S,4R)-3,4-epoxy-hexadec-1-ene

: 757971-81-6
{(S)-13-Benzyloxy-1-[(R)-1-((1R,2R)-2-benzyloxy-1-vinyl-tetradecyloxy)-allyl]-tridecyloxy}-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 5 steps

1.1: 75 percent / BF₃*Et₂O / CH₂Cl₂ / 0.17 h / 20 °C

2.1: NaH / dimethylformamide / 0.25 h / 0 °C

2.2: 95 percent / dimethylformamide / 20 °C

3.1: 95 percent / DDQ / CH₂Cl₂; H₂O / 0.25 h / 20 °C

4.1: 35 percent / Cu(OTf)2 / CH₂Cl₂ / 1 h / 20 °C

5.1: 95 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / -40 °C

With 2,6-dimethylpyridine; boron trifluoride diethyl etherate; sodium hydride; 2,3-dicyano-5,6-dichloro-p-benzoquinone; copper(II) bis(trifluoromethanesulfonate); In dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/jo049505o

Reference yield:

: 757971-78-1
15-benzyloxy-pentadec-2-yn-1-ol

: 757971-81-6
{(S)-13-Benzyloxy-1-[(R)-1-((1R,2R)-2-benzyloxy-1-vinyl-tetradecyloxy)-allyl]-tridecyloxy}-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 4 steps

1.1: 82 percent / NaBH₄; ethylene-diamine; hydrogen / Ni(OAc)2*4H₂O / methanol / 5 h / 20 °C

2.1: (+)-diethyl tartrate; tBuOOH; 4A MS / Ti(OiPr)4 / CH₂Cl₂ / 336 h / -25 °C

2.2: SO₃*pyridine; triethylamine; DMSO / CH₂Cl₂ / 1 h / 0 °C

2.3: 745 mg / sodium bis(trimethylsilyl)amide / tetrahydrofuran / 1.5 h / 0 °C

3.1: 35 percent / Cu(OTf)2 / CH₂Cl₂ / 1 h / 20 °C

4.1: 95 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / -40 °C

With 2,6-dimethylpyridine; tert.-butylhydroperoxide; sodium tetrahydroborate; hydrogen; (+)-Weinsaeure-diethylester; ethylenediamine; titanium(IV) isopropylate; nickel diacetate; copper(II) bis(trifluoromethanesulfonate); In methanol; dichloromethane; 2.1: Sharpless asymmetric epoxidation / 2.2: Parikh-Doering oxidation / 2.3: direct Wittig olefination;
DOI:10.1021/jo049505o