(1'S,3S,4R,5S)-3-azido-5-[2'-(tert-butyldimethylsilyloxy)-1'-[2-(trimethylsilyl)ethoxymethoxy]ethyl]-3-(tert-butyldiphenylsilyloxymethyl)-4-hydroxy-2-oxo-tetrahydrofuran

Base Information

Chemical Name:(1'S,3S,4R,5S)-3-azido-5-[2'-(tert-butyldimethylsilyloxy)-1'-[2-(trimethylsilyl)ethoxymethoxy]ethyl]-3-(tert-butyldiphenylsilyloxymethyl)-4-hydroxy-2-oxo-tetrahydrofuran
CAS No.:344615-52-7
Molecular Formula:C₃₅H₅₇N₃O₇Si₃
Molecular Weight:716.11
Hs Code.:

(1'S,3S,4R,5S)-3-azido-5-[2'-(tert-butyldimethylsilyloxy)-1'-[2-(trimethylsilyl)ethoxymethoxy]ethyl]-3-(tert-butyldiphenylsilyloxymethyl)-4-hydroxy-2-oxo-tetrahydrofuran

Synonyms:(1'S,3S,4R,5S)-3-azido-5-[2'-(tert-butyldimethylsilyloxy)-1'-[2-(trimethylsilyl)ethoxymethoxy]ethyl]-3-(tert-butyldiphenylsilyloxymethyl)-4-hydroxy-2-oxo-tetrahydrofuran

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Chemical Property of (1'S,3S,4R,5S)-3-azido-5-[2'-(tert-butyldimethylsilyloxy)-1'-[2-(trimethylsilyl)ethoxymethoxy]ethyl]-3-(tert-butyldiphenylsilyloxymethyl)-4-hydroxy-2-oxo-tetrahydrofuran

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Technology Process of (1'S,3S,4R,5S)-3-azido-5-[2'-(tert-butyldimethylsilyloxy)-1'-[2-(trimethylsilyl)ethoxymethoxy]ethyl]-3-(tert-butyldiphenylsilyloxymethyl)-4-hydroxy-2-oxo-tetrahydrofuran

There total 3 articles about (1'S,3S,4R,5S)-3-azido-5-[2'-(tert-butyldimethylsilyloxy)-1'-[2-(trimethylsilyl)ethoxymethoxy]ethyl]-3-(tert-butyldiphenylsilyloxymethyl)-4-hydroxy-2-oxo-tetrahydrofuran 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: 35.0%

: 344615-51-6
(1'S,3S,4R,5S)-3-azido-4-benzyloxy-5-[2'-(tert-butyldimethylsilyloxy)-1'-[2-(trimethylsilyl)ethoxymethoxy]ethyl]-3-(tert-butyldiphenylsilyloxymethyl)-2-oxo-tetrahydrofuran

: 344615-52-7
(1'S,3S,4R,5S)-3-azido-5-[2'-(tert-butyldimethylsilyloxy)-1'-[2-(trimethylsilyl)ethoxymethoxy]ethyl]-3-(tert-butyldiphenylsilyloxymethyl)-4-hydroxy-2-oxo-tetrahydrofuran

: (3S,4R,5S)-3-Azido-3-(tert-butyl-diphenyl-silanyloxymethyl)-4-hydroxy-5-[(S)-2-hydroxy-1-(2-trimethylsilanyl-ethoxymethoxy)-ethyl]-dihydro-furan-2-one

Guidance literature:: With sodium bromate; sodium dithionite; In ethyl acetate; at 20 ℃; for 2h;
DOI:10.1016/S0040-4020(02)01058-X

Reference yield:

: 344615-50-5
(2S,3R,4R,5S)-N,N-dimethyl-2-azido-3-benzyloxy-6-(tert-butyldimethylsilyloxy)-2-(tert-butyldiphenylsilyloxymethyl)-4-(p-methoxybenzyloxy)-5-[2-(trimethylsilyl)ethoxymethoxy]hexanoamide

: 344615-52-7
(1'S,3S,4R,5S)-3-azido-5-[2'-(tert-butyldimethylsilyloxy)-1'-[2-(trimethylsilyl)ethoxymethoxy]ethyl]-3-(tert-butyldiphenylsilyloxymethyl)-4-hydroxy-2-oxo-tetrahydrofuran

Guidance literature:: Multi-step reaction with 2 steps

1.1: 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / CH₂Cl₂; H₂O / 3 h / 20 °C

1.2: 62 percent / pyridinium p-toluenesulfonate / toluene / 24 h / 70 °C

2.1: 61 percent / NaBrO₃; NaHSO₃ / ethyl acetate; H₂O / 1 h / 20 °C

With sodium bromate; sodium hydrogensulfite; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; water; ethyl acetate;
DOI:10.1016/S0040-4020(02)01058-X

Reference yield:

: 500783-42-6
2-azido-3-benzyloxy-6-(tert-butyl-dimethyl-silanyloxy)-2-(tert-butyl-diphenyl-silanyloxymethyl)-4-hydroxy-5-(2-trimethylsilanyl-ethoxymethoxy)-hexanoic acid dimethylamide

: 344615-52-7
(1'S,3S,4R,5S)-3-azido-5-[2'-(tert-butyldimethylsilyloxy)-1'-[2-(trimethylsilyl)ethoxymethoxy]ethyl]-3-(tert-butyldiphenylsilyloxymethyl)-4-hydroxy-2-oxo-tetrahydrofuran

Guidance literature:: Multi-step reaction with 2 steps

1: PPTS / toluene / 24 h / 70 °C

2: 61 percent / NaBrO₃; NaHSO₃ / H₂O; ethyl acetate / 1 h / 20 °C

With sodium bromate; pyridinium p-toluenesulfonate; sodium hydrogensulfite; In water; ethyl acetate; toluene;
DOI:10.1016/S0040-4039(01)00246-5