ethyl (2S,3S,4S)-2-azido-4-(4-tert-butyldimethylsilyloxyphenyl)-4-tert-butyldiphenylsilyloxy-3-methylbutanoate

Base Information

• Chemical Name: ethyl (2S,3S,4S)-2-azido-4-(4-tert-butyldimethylsilyloxyphenyl)-4-tert-butyldiphenylsilyloxy-3-methylbutanoate
• CAS No.: 172170-21-7
• Molecular Formula: C₃₅H₄₉N₃O₄Si₂
• Molecular Weight: 631.963

Synonyms:ethyl (2S,3S,4S)-2-azido-4-(4-tert-butyldimethylsilyloxyphenyl)-4-tert-butyldiphenylsilyloxy-3-methylbutanoate

Chemical Property of ethyl (2S,3S,4S)-2-azido-4-(4-tert-butyldimethylsilyloxyphenyl)-4-tert-butyldiphenylsilyloxy-3-methylbutanoate

Chemical Property:

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Technology Process of ethyl (2S,3S,4S)-2-azido-4-(4-tert-butyldimethylsilyloxyphenyl)-4-tert-butyldiphenylsilyloxy-3-methylbutanoate

There total 22 articles about ethyl (2S,3S,4S)-2-azido-4-(4-tert-butyldimethylsilyloxyphenyl)-4-tert-butyldiphenylsilyloxy-3-methylbutanoate 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%

ethyl (2R,3S,4S)-4-(4-tert-butyldimethylsilyloxyphenyl)-4-tert-butyldiphenylsilyloxy-2-iodo-3-methylbutanoate (172170-20-6) → ethyl (2S,3S,4S)-2-azido-4-(4-tert-butyldimethylsilyloxyphenyl)-4-tert-butyldiphenylsilyloxy-3-methylbutanoate (172170-21-7)

Guidance literature:

With sodium azide; In N,N-dimethyl-formamide;

DOI:10.1016/0957-4166(95)00282-T

Reference yield: 84.0%

tert-butyldimethylsilyl chloride (18162-48-6) + ethyl (2S,3S,4S)-2-azido-4-tert-butyldiphenylsilyloxy-4-(4-hydroxyphenyl)-3-methylbutanoate (213976-27-3) → ethyl (2S,3S,4S)-2-azido-4-(4-tert-butyldimethylsilyloxyphenyl)-4-tert-butyldiphenylsilyloxy-3-methylbutanoate (172170-21-7)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at 40 ℃; for 5h;

DOI:10.1016/S0040-4020(98)00647-4

Reference yield: 50.0%

ethyl (2R,3S,4S)-4-(4-tert-butyldimethylsilyloxyphenyl)-4-tert-butyldiphenylsilyloxy-2-chloromethylsulfonyloxy-3-methylbutanoate (213976-26-2) → ethyl (2S,3S,4S)-2-azido-4-(4-tert-butyldimethylsilyloxyphenyl)-4-tert-butyldiphenylsilyloxy-3-methylbutanoate (172170-21-7) + ethyl (2S,3S,4S)-2-azido-4-tert-butyldiphenylsilyloxy-4-(4-hydroxyphenyl)-3-methylbutanoate (213976-27-3)

Guidance literature:

With sodium azide; In N,N-dimethyl-formamide; at 60 ℃; for 20h;

DOI:10.1016/S0040-4020(98)00647-4

upstream raw materials:

ethyl (2R,3S,4S)-4-(4-tert-butyldimethylsilyloxyphenyl)-4-tert-butyldiphenylsilyloxy-2-iodo-3-methylbutanoate

tert-butyldimethylsilyl chloride

ethyl (2S,3S,4S)-2-azido-4-tert-butyldiphenylsilyloxy-4-(4-hydroxyphenyl)-3-methylbutanoate

ethyl (2R,3S,4S)-4-(4-tert-butyldimethylsilyloxyphenyl)-4-tert-butyldiphenylsilyloxy-2-chloromethylsulfonyloxy-3-methylbutanoate

Downstream raw materials:

(2S,3S,4S)-3-buten-1-yl 2-azido-4-<4-<(tert-butyldimethylsilyl)oxy>phenyl>-4-<(tert-butyldiphenylsilyl)oxy>-3-methylbutanoate

(2S,3S,4S)-4-nitrophenyl 2-azido-4-<4-<(tert-butyldimethylsilyl)oxy>phenyl>-4-<(tert-butyldiphenylsilyl)oxy>-3-methylbutanoate

2-nitrophenyl (2S,3S,4S)-2-azido-4-(4-tert-butyldimethylsilyloxyphenyl)-4-tert-butyldiphenylsilyloxy-3-methylbutanoate

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