ethyl (3S,4R,5R)-3-azido-5-benzoyloxy-4-hydroxy-cyclohex-1-ene-1-carboxylate

Base Information

Chemical Name:ethyl (3S,4R,5R)-3-azido-5-benzoyloxy-4-hydroxy-cyclohex-1-ene-1-carboxylate
CAS No.:1350928-99-2
Molecular Formula:C₁₆H₁₇N₃O₅
Molecular Weight:331.328
Hs Code.:

Synonyms:ethyl (3S,4R,5R)-3-azido-5-benzoyloxy-4-hydroxy-cyclohex-1-ene-1-carboxylate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of ethyl (3S,4R,5R)-3-azido-5-benzoyloxy-4-hydroxy-cyclohex-1-ene-1-carboxylate

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Technology Process of ethyl (3S,4R,5R)-3-azido-5-benzoyloxy-4-hydroxy-cyclohex-1-ene-1-carboxylate

There total 3 articles about ethyl (3S,4R,5R)-3-azido-5-benzoyloxy-4-hydroxy-cyclohex-1-ene-1-carboxylate 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: 95.0%

: 1350928-98-1
C₁₆H₁₆O₇S

: 1350928-99-2
ethyl (3S,4R,5R)-3-azido-5-benzoyloxy-4-hydroxy-cyclohex-1-ene-1-carboxylate

Guidance literature:: With sodium azide; water; In N,N-dimethyl-formamide; at 20 ℃; for 24h;
DOI:10.1016/j.tetasy.2011.09.014

Reference yield:

: 101769-63-5
(3R,4S,5R)-3,4,5-trihydroxycyclohex-1-ene-1-carboxylic acid ethyl ester

: 1350928-99-2
ethyl (3S,4R,5R)-3-azido-5-benzoyloxy-4-hydroxy-cyclohex-1-ene-1-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: thionyl chloride; triethylamine / dichloromethane; ethyl acetate / 14 h / 0 - 20 °C

2.1: dmap; triethylamine / dichloromethane / 0 °C

2.2: 5 h / 0 - 20 °C

3.1: sodium azide; water / N,N-dimethyl-formamide / 24 h / 20 °C

With dmap; thionyl chloride; sodium azide; water; triethylamine; In dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/j.tetasy.2011.09.014

Reference yield:

: 1350928-94-7
C₉H₁₂O₆S

: 1350928-99-2
ethyl (3S,4R,5R)-3-azido-5-benzoyloxy-4-hydroxy-cyclohex-1-ene-1-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: dmap; triethylamine / dichloromethane / 0 °C

1.2: 5 h / 0 - 20 °C

2.1: sodium azide; water / N,N-dimethyl-formamide / 24 h / 20 °C

With dmap; sodium azide; water; triethylamine; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.tetasy.2011.09.014