5-{(2S,3S,4S,5S)-3-[(2S)-1-(benzyloxy)-2-methylbutyl]-2-methyl-4-nitro-5-phenylpyrrolidine-2-carboxamido}pentanoic acid

Base Information

Chemical Name:5-{(2S,3S,4S,5S)-3-[(2S)-1-(benzyloxy)-2-methylbutyl]-2-methyl-4-nitro-5-phenylpyrrolidine-2-carboxamido}pentanoic acid
CAS No.:936712-60-6
Molecular Formula:C₂₉H₃₉N₃O₆
Molecular Weight:525.645
Hs Code.:

Synonyms:5-{(2S,3S,4S,5S)-3-[(2S)-1-(benzyloxy)-2-methylbutyl]-2-methyl-4-nitro-5-phenylpyrrolidine-2-carboxamido}pentanoic acid

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Chemical Property of 5-{(2S,3S,4S,5S)-3-[(2S)-1-(benzyloxy)-2-methylbutyl]-2-methyl-4-nitro-5-phenylpyrrolidine-2-carboxamido}pentanoic acid

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Technology Process of 5-{(2S,3S,4S,5S)-3-[(2S)-1-(benzyloxy)-2-methylbutyl]-2-methyl-4-nitro-5-phenylpyrrolidine-2-carboxamido}pentanoic acid

There total 10 articles about 5-{(2S,3S,4S,5S)-3-[(2S)-1-(benzyloxy)-2-methylbutyl]-2-methyl-4-nitro-5-phenylpyrrolidine-2-carboxamido}pentanoic 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: 75.0%

: 1420778-38-6
methyl 5-{(2S,3R,4S,5S)-3-[(2S)-1-benzyloxy-2-methylbutyl]-2-methyl-4-nitro-5-phenyl-prolylamino}pentanoate

: 936712-60-6
5-{(2S,3S,4S,5S)-3-[(2S)-1-(benzyloxy)-2-methylbutyl]-2-methyl-4-nitro-5-phenylpyrrolidine-2-carboxamido}pentanoic acid

Guidance literature:: With water; lithium hydroxide; In 1,2-dimethoxyethane; at 0 ℃; for 0.416667h;
DOI:10.1021/jm3016848

Reference yield:

: 858367-23-4
(2S,3R,4S,5S)-3-[(S)-1-(benzyloxy)-2-methybutyl]-2-methoxycarbonyl-2-methyl-4-nitro-5-phenylpyrrolidine

: 936712-60-6
5-{(2S,3S,4S,5S)-3-[(2S)-1-(benzyloxy)-2-methylbutyl]-2-methyl-4-nitro-5-phenylpyrrolidine-2-carboxamido}pentanoic acid

Guidance literature:: Multi-step reaction with 3 steps

1.1: lithium hydroxide; water / 1,2-dimethoxyethane / 3 h / 0 °C

2.1: N,N-dimethyl-formamide / Inert atmosphere; Cooling with ice

2.2: 16 h / 0 - 20 °C / Inert atmosphere

3.1: lithium hydroxide; water / 1,2-dimethoxyethane / 0.42 h / 0 °C

With water; lithium hydroxide; In 1,2-dimethoxyethane; N,N-dimethyl-formamide;
DOI:10.1021/jm3016848

Reference yield:

: 858367-12-1
(2S,3R,4S,5S)-3-[(1S,2S)-1-(benzyloxy)-2-methylbutyl]-2-methyl-4-nitro-5-phenylpyrrolidine-2-carboxylic acid

: 936712-60-6
5-{(2S,3S,4S,5S)-3-[(2S)-1-(benzyloxy)-2-methylbutyl]-2-methyl-4-nitro-5-phenylpyrrolidine-2-carboxamido}pentanoic acid

Guidance literature:: Multi-step reaction with 2 steps

1.1: N,N-dimethyl-formamide / Inert atmosphere; Cooling with ice

1.2: 16 h / 0 - 20 °C / Inert atmosphere

2.1: lithium hydroxide; water / 1,2-dimethoxyethane / 0.42 h / 0 °C

With water; lithium hydroxide; In 1,2-dimethoxyethane; N,N-dimethyl-formamide;
DOI:10.1021/jm3016848