tert-butyldiphenylsilyl (2S,3R,4R,2'S,3'S)-4-cyano-3,4-(2',3'-dimethoxybutylene-2',3'-dioxy)-2-[(tert-butyloxycarbonyl)aminomethyl]butanoate

Base Information

Chemical Name:tert-butyldiphenylsilyl (2S,3R,4R,2'S,3'S)-4-cyano-3,4-(2',3'-dimethoxybutylene-2',3'-dioxy)-2-[(tert-butyloxycarbonyl)aminomethyl]butanoate
CAS No.:1369715-50-3
Molecular Formula:C₃₃H₄₆N₂O₈Si
Molecular Weight:626.822
Hs Code.:

Synonyms:tert-butyldiphenylsilyl (2S,3R,4R,2'S,3'S)-4-cyano-3,4-(2',3'-dimethoxybutylene-2',3'-dioxy)-2-[(tert-butyloxycarbonyl)aminomethyl]butanoate

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Chemical Property of tert-butyldiphenylsilyl (2S,3R,4R,2'S,3'S)-4-cyano-3,4-(2',3'-dimethoxybutylene-2',3'-dioxy)-2-[(tert-butyloxycarbonyl)aminomethyl]butanoate

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Technology Process of tert-butyldiphenylsilyl (2S,3R,4R,2'S,3'S)-4-cyano-3,4-(2',3'-dimethoxybutylene-2',3'-dioxy)-2-[(tert-butyloxycarbonyl)aminomethyl]butanoate

There total 3 articles about tert-butyldiphenylsilyl (2S,3R,4R,2'S,3'S)-4-cyano-3,4-(2',3'-dimethoxybutylene-2',3'-dioxy)-2-[(tert-butyloxycarbonyl)aminomethyl]butanoate 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: 88.0%

: C₁₇H₂₈N₂O₈

: 58479-61-1
tert-butylchlorodiphenylsilane

: 1369715-50-3
tert-butyldiphenylsilyl (2S,3R,4R,2'S,3'S)-4-cyano-3,4-(2',3'-dimethoxybutylene-2',3'-dioxy)-2-[(tert-butyloxycarbonyl)aminomethyl]butanoate

Guidance literature:: With 1H-imidazole; dmap; In N,N-dimethyl-formamide; at 90 ℃; for 4h;
DOI:10.1016/j.tetlet.2012.02.009

Reference yield:

: 1369715-45-6
(2S,3R,4R,2'S,3'S)-2,3-(2',3'-dimethoxybutylene-2',3'-dioxy)-5-hydroxy-4-[(tert-butyloxycarbonyl)aminomethyl]pentanenitrile

: 1369715-50-3
tert-butyldiphenylsilyl (2S,3R,4R,2'S,3'S)-4-cyano-3,4-(2',3'-dimethoxybutylene-2',3'-dioxy)-2-[(tert-butyloxycarbonyl)aminomethyl]butanoate

Guidance literature:: Multi-step reaction with 2 steps

1: sodium periodate; ruthenium(III) trichloride hydrate / tetrachloromethane; water; acetonitrile / 1.5 h / 20 °C

2: 1H-imidazole; dmap / N,N-dimethyl-formamide / 4 h / 90 °C

With 1H-imidazole; dmap; sodium periodate; ruthenium(III) trichloride hydrate; In tetrachloromethane; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/j.tetlet.2012.02.009

Reference yield:

: 1309358-16-4
(2S,3R,4R,2'S,3'S)-2,3-(2',3'-dimethoxybutylene-2',3'-dioxy)-5-(tert-butyldiphenylsilyloxy)-4-[(tert-butyloxycarbonyl)aminomethyl]pentanenitrile

: 1369715-50-3
tert-butyldiphenylsilyl (2S,3R,4R,2'S,3'S)-4-cyano-3,4-(2',3'-dimethoxybutylene-2',3'-dioxy)-2-[(tert-butyloxycarbonyl)aminomethyl]butanoate

Guidance literature:: Multi-step reaction with 3 steps

1: tetrabutyl ammonium fluoride / tetrahydrofuran / 6.5 h / 0 - 20 °C

2: sodium periodate; ruthenium(III) trichloride hydrate / tetrachloromethane; water; acetonitrile / 1.5 h / 20 °C

3: 1H-imidazole; dmap / N,N-dimethyl-formamide / 4 h / 90 °C

With 1H-imidazole; dmap; sodium periodate; ruthenium(III) trichloride hydrate; tetrabutyl ammonium fluoride; In tetrahydrofuran; tetrachloromethane; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/j.tetlet.2012.02.009