[(2S,3R)-2-Azido-3-(4-methoxy-benzyloxy)-pent-4-enyloxy]-tert-butyl-diphenyl-silane

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Chemical Name:[(2S,3R)-2-Azido-3-(4-methoxy-benzyloxy)-pent-4-enyloxy]-tert-butyl-diphenyl-silane
CAS No.:761407-86-7
Molecular Formula:C₂₉H₃₅N₃O₃Si
Molecular Weight:501.701
Hs Code.:

Synonyms:[(2S,3R)-2-Azido-3-(4-methoxy-benzyloxy)-pent-4-enyloxy]-tert-butyl-diphenyl-silane

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Chemical Property of [(2S,3R)-2-Azido-3-(4-methoxy-benzyloxy)-pent-4-enyloxy]-tert-butyl-diphenyl-silane

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Technology Process of [(2S,3R)-2-Azido-3-(4-methoxy-benzyloxy)-pent-4-enyloxy]-tert-butyl-diphenyl-silane

There total 9 articles about [(2S,3R)-2-Azido-3-(4-methoxy-benzyloxy)-pent-4-enyloxy]-tert-butyl-diphenyl-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: 76.0%

: 1779-49-3
Methyltriphenylphosphonium bromide

: 761407-84-5
(2S,3S)-3-Azido-4-(tert-butyl-diphenyl-silanyloxy)-2-(4-methoxy-benzyloxy)-butyraldehyde

: 761407-86-7
[(2S,3R)-2-Azido-3-(4-methoxy-benzyloxy)-pent-4-enyloxy]-tert-butyl-diphenyl-silane

Guidance literature:: With n-butyllithium; In tetrahydrofuran; at -78 - 20 ℃;
DOI:10.1021/ol049183a

Reference yield:

: 761408-02-0
Benzoic acid (2S,3S)-3-azido-4-(tert-butyl-diphenyl-silanyloxy)-2-hydroxy-butyl ester

: 761407-86-7
[(2S,3R)-2-Azido-3-(4-methoxy-benzyloxy)-pent-4-enyloxy]-tert-butyl-diphenyl-silane

Guidance literature:: Multi-step reaction with 4 steps

1.1: 75 percent / NaHCO₃ / La(OTf)3 / toluene / 2 h

2.1: 81 percent / NaOMe / methanol / 1 h / 20 °C

3.1: Dess-Martin periodinane / CH₂Cl₂ / 1.5 h / 20 °C

3.2: 92 percent / NaOH / CH₂Cl₂; H₂O; diethyl ether / 20 °C

4.1: 76 percent / BuLi / tetrahydrofuran / -78 - 20 °C

With n-butyllithium; sodium methylate; sodium hydrogencarbonate; Dess-Martin periodane; lanthanum(lll) triflate; In tetrahydrofuran; methanol; dichloromethane; toluene; 4.1: Wittig methylenation;
DOI:10.1021/ol049183a

Reference yield:

: 866957-56-4
Methanesulfonic acid (1R,2R)-1-(tert-butyl-diphenyl-silanyloxymethyl)-2-(4-methoxy-benzyloxy)-but-3-enyl ester

: 58479-61-1
tert-butylchlorodiphenylsilane

: 761407-86-7
[(2S,3R)-2-Azido-3-(4-methoxy-benzyloxy)-pent-4-enyloxy]-tert-butyl-diphenyl-silane

Guidance literature:: Methanesulfonic acid (1R,2R)-1-(tert-butyl-diphenyl-silanyloxymethyl)-2-(4-methoxy-benzyloxy)-but-3-enyl ester; With sodium azide; tetrabutyl-ammonium chloride; In N,N-dimethyl-formamide; at 90 ℃; for 24h;

tert-butylchlorodiphenylsilane; With dmap; triethylamine; In dichloromethane;
DOI:10.1021/jo051069y