[4(S)-azido-3(S)-isobutyl-5(S)-(2-methoxy-ethoxy)-tetrahydro-furan-2(S)-ylmethoxy]-tert-butyl-diphenyl-silane

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Chemical Name:[4(S)-azido-3(S)-isobutyl-5(S)-(2-methoxy-ethoxy)-tetrahydro-furan-2(S)-ylmethoxy]-tert-butyl-diphenyl-silane
CAS No.:310890-40-5
Molecular Formula:C₂₈H₄₁N₃O₄Si
Molecular Weight:511.737
Hs Code.:

Synonyms:[4(S)-azido-3(S)-isobutyl-5(S)-(2-methoxy-ethoxy)-tetrahydro-furan-2(S)-ylmethoxy]-tert-butyl-diphenyl-silane

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Chemical Property of [4(S)-azido-3(S)-isobutyl-5(S)-(2-methoxy-ethoxy)-tetrahydro-furan-2(S)-ylmethoxy]-tert-butyl-diphenyl-silane

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Technology Process of [4(S)-azido-3(S)-isobutyl-5(S)-(2-methoxy-ethoxy)-tetrahydro-furan-2(S)-ylmethoxy]-tert-butyl-diphenyl-silane

There total 4 articles about [4(S)-azido-3(S)-isobutyl-5(S)-(2-methoxy-ethoxy)-tetrahydro-furan-2(S)-ylmethoxy]-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: 53.0%

: 55277-90-2
Di-S-(2-pyridyl) dithiocarbonate

: 109-86-4,95507-80-5
2-methoxy-ethanol

: 3(S)-azido-5(S)-(tert-butyl-diphenyl-silanyloxymethyl)-4(S)-isobutyl-tetrahydro-furan-2-ol

: 310890-40-5
[4(S)-azido-3(S)-isobutyl-5(S)-(2-methoxy-ethoxy)-tetrahydro-furan-2(S)-ylmethoxy]-tert-butyl-diphenyl-silane

: 310890-42-7
[4(S)-azido-3(S)-isobutyl-5(R)-(2-methoxy-ethoxy)-tetrahydro-furan-2(S)-ylmethoxy]-tert-butyl-diphenyl-silane

Guidance literature:: Di-S-(2-pyridyl) dithiocarbonate; 3(S)-azido-5(S)-(tert-butyl-diphenyl-silanyloxymethyl)-4(S)-isobutyl-tetrahydro-furan-2-ol; With 4 A molecular sieve; triethylamine; In dichloromethane; at 20 ℃; for 36h;

2-methoxy-ethanol; With 4 A molecular sieve; silver trifluoromethanesulfonate; In dichloromethane; at 0 - 20 ℃; for 2h;
DOI:10.1016/S0040-4020(00)00687-6

Reference yield:

: 99315-76-1
(5S)-5-(tert-butyldiphenylsiloxymethyl)-2(5H)-furanone

: 310890-40-5
[4(S)-azido-3(S)-isobutyl-5(S)-(2-methoxy-ethoxy)-tetrahydro-furan-2(S)-ylmethoxy]-tert-butyl-diphenyl-silane

Guidance literature:: Multi-step reaction with 4 steps

1.1: 98 percent / CuI; DMS / tetrahydrofuran / -78 - 0 °C

2.1: 69 percent / trisyl azode / tetrahydrofuran / 0.5 h / -78 °C

3.1: 20 percent / Dibal-H / tetrahydrofuran; toluene / 11 h / -60 °C

4.1: 4 Angstroem molecular sieves; Et₃N / CH₂Cl₂ / 36 h / 20 °C

4.2: 53 percent / 4 Angstroem molecular sieves; AgOTf / CH₂Cl₂ / 2 h / 0 - 20 °C

With copper(l) iodide; 2,3-dimercapto-succinic acid; 4 A molecular sieve; 2,4,6-Triisopropylbenzenesulfonyl azide; diisobutylaluminium hydride; triethylamine; In tetrahydrofuran; dichloromethane; toluene; 1.1: Addition / 2.1: Substitution / 3.1: Reduction / 4.1: Condensation / 4.2: Substitution;
DOI:10.1016/S0040-4020(00)00687-6

Reference yield:

: 310889-88-4
5(S)-(tert-butyl-diphenyl-silanyloxymethyl)-4(S)-isobutyl-dihydro-furan-2-one

: 310890-40-5
[4(S)-azido-3(S)-isobutyl-5(S)-(2-methoxy-ethoxy)-tetrahydro-furan-2(S)-ylmethoxy]-tert-butyl-diphenyl-silane

Guidance literature:: Multi-step reaction with 3 steps

1.1: 69 percent / trisyl azode / tetrahydrofuran / 0.5 h / -78 °C

2.1: 20 percent / Dibal-H / tetrahydrofuran; toluene / 11 h / -60 °C

3.1: 4 Angstroem molecular sieves; Et₃N / CH₂Cl₂ / 36 h / 20 °C

3.2: 53 percent / 4 Angstroem molecular sieves; AgOTf / CH₂Cl₂ / 2 h / 0 - 20 °C

With 4 A molecular sieve; 2,4,6-Triisopropylbenzenesulfonyl azide; diisobutylaluminium hydride; triethylamine; In tetrahydrofuran; dichloromethane; toluene; 1.1: Substitution / 2.1: Reduction / 3.1: Condensation / 3.2: Substitution;
DOI:10.1016/S0040-4020(00)00687-6