(2S,3R,4S,5S)-3-[(1S,2S)-1-(benzyloxy)-2-methylbutyl]-5-cyclohexyl-4-nitropyrrolidine-2-carboxylic acid

Base Information

Chemical Name:(2S,3R,4S,5S)-3-[(1S,2S)-1-(benzyloxy)-2-methylbutyl]-5-cyclohexyl-4-nitropyrrolidine-2-carboxylic acid
CAS No.:858367-08-5
Molecular Formula:C₂₃H₃₄N₂O₅
Molecular Weight:418.533
Hs Code.:

Synonyms:(2S,3R,4S,5S)-3-[(1S,2S)-1-(benzyloxy)-2-methylbutyl]-5-cyclohexyl-4-nitropyrrolidine-2-carboxylic acid

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Chemical Property of (2S,3R,4S,5S)-3-[(1S,2S)-1-(benzyloxy)-2-methylbutyl]-5-cyclohexyl-4-nitropyrrolidine-2-carboxylic acid

Chemical Property:

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Technology Process of (2S,3R,4S,5S)-3-[(1S,2S)-1-(benzyloxy)-2-methylbutyl]-5-cyclohexyl-4-nitropyrrolidine-2-carboxylic acid

There total 11 articles about (2S,3R,4S,5S)-3-[(1S,2S)-1-(benzyloxy)-2-methylbutyl]-5-cyclohexyl-4-nitropyrrolidine-2-carboxylic acid 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: 55.0%

: 858367-08-5
(2S,3R,4S,5S)-3-[(1S,2S)-1-(benzyloxy)-2-methylbutyl]-5-cyclohexyl-4-nitropyrrolidine-2-carboxylic acid

Guidance literature:

Reference yield:

: 858367-19-8
(2S,3R,4S,5S)-3-((1S,2S)-1-Benzyloxy-2-methyl-butyl)-5-cyclohexyl-4-nitro-pyrrolidine-2-carboxylic acid methyl ester

: 858367-08-5
(2S,3R,4S,5S)-3-[(1S,2S)-1-(benzyloxy)-2-methylbutyl]-5-cyclohexyl-4-nitropyrrolidine-2-carboxylic acid

Guidance literature:: With lithium hydroxide; In 1,2-dimethoxyethane; water; at 0 ℃;
DOI:10.1002/anie.200462497

Reference yield:

: 858366-85-5
(2S,3S)-2-Benzyloxy-3-methyl-pentan-1-ol

: 858367-08-5
(2S,3R,4S,5S)-3-[(1S,2S)-1-(benzyloxy)-2-methylbutyl]-5-cyclohexyl-4-nitropyrrolidine-2-carboxylic acid

Guidance literature:: Multi-step reaction with 5 steps

1: oxalyl chloride; dimethyl sulfoxide; triethylamine / CH₂Cl₂ / 5 h / -70 - -60 °C

2: triethylamine / 16 h / 20 °C

3: methanesulfonyl chloride; ethyldiisopropylamine / CH₂Cl₂ / -70 - 20 °C

4: triethylamine; AgOAc / acetonitrile / 5 h / 20 °C

5: LiOH / 1,2-dimethoxy-ethane; H₂O / 0 °C

With lithium hydroxide; oxalyl dichloride; silver(I) acetate; dimethyl sulfoxide; methanesulfonyl chloride; triethylamine; N-ethyl-N,N-diisopropylamine; In 1,2-dimethoxyethane; dichloromethane; water; acetonitrile; 2: Henry reaction;
DOI:10.1002/anie.200462497