[(2S,3R,4S,5S)-3-(1-(S)-benzyloxy-2-methylbutyl)-1-N-[(1,3-dioxo-2,3-dihydro-1H-inden-2-yl)acetyl]-2-methyl-4-nitro-5-phenyl-prolyl]-β-alanine

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Chemical Name:[(2S,3R,4S,5S)-3-(1-(S)-benzyloxy-2-methylbutyl)-1-N-[(1,3-dioxo-2,3-dihydro-1H-inden-2-yl)acetyl]-2-methyl-4-nitro-5-phenyl-prolyl]-β-alanine
CAS No.:936712-94-6
Molecular Formula:C₃₈H₄₂N₄O₉
Molecular Weight:698.773
Hs Code.:

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Chemical Property of [(2S,3R,4S,5S)-3-(1-(S)-benzyloxy-2-methylbutyl)-1-N-[(1,3-dioxo-2,3-dihydro-1H-inden-2-yl)acetyl]-2-methyl-4-nitro-5-phenyl-prolyl]-β-alanine

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Technology Process of [(2S,3R,4S,5S)-3-(1-(S)-benzyloxy-2-methylbutyl)-1-N-[(1,3-dioxo-2,3-dihydro-1H-inden-2-yl)acetyl]-2-methyl-4-nitro-5-phenyl-prolyl]-β-alanine

There total 10 articles about [(2S,3R,4S,5S)-3-(1-(S)-benzyloxy-2-methylbutyl)-1-N-[(1,3-dioxo-2,3-dihydro-1H-inden-2-yl)acetyl]-2-methyl-4-nitro-5-phenyl-prolyl]-β-alanine 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:

: 936712-85-5
methyl {(2S,3R,4S,5S)-3-[(1S)-1-benzyloxy-2-methylbutyl]-2-methyl-4-nitro-5-phenyl}prolyl-β-alaninate

: 6780-48-9
N-phthaloylglycine anhydride

: 936712-94-6
[(2S,3R,4S,5S)-3-(1-(S)-benzyloxy-2-methylbutyl)-1-N-[(1,3-dioxo-2,3-dihydro-1H-inden-2-yl)acetyl]-2-methyl-4-nitro-5-phenyl-prolyl]-β-alanine

Guidance literature:: methyl {(2S,3R,4S,5S)-3-[(1S)-1-benzyloxy-2-methylbutyl]-2-methyl-4-nitro-5-phenyl}prolyl-β-alaninate; With trifluoroacetic acid; In N,N-dimethyl-formamide; at 20 ℃; for 5h;

N-phthaloylglycine anhydride; With triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 48h; Inert atmosphere;
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

: 936712-94-6
[(2S,3R,4S,5S)-3-(1-(S)-benzyloxy-2-methylbutyl)-1-N-[(1,3-dioxo-2,3-dihydro-1H-inden-2-yl)acetyl]-2-methyl-4-nitro-5-phenyl-prolyl]-β-alanine

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: trifluoroacetic acid / N,N-dimethyl-formamide / 5 h / 20 °C

3.2: 48 h / 20 °C / Inert atmosphere

With water; trifluoroacetic acid; 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

: 936712-94-6
[(2S,3R,4S,5S)-3-(1-(S)-benzyloxy-2-methylbutyl)-1-N-[(1,3-dioxo-2,3-dihydro-1H-inden-2-yl)acetyl]-2-methyl-4-nitro-5-phenyl-prolyl]-β-alanine

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: trifluoroacetic acid / N,N-dimethyl-formamide / 5 h / 20 °C

2.2: 48 h / 20 °C / Inert atmosphere

With trifluoroacetic acid; In N,N-dimethyl-formamide;
DOI:10.1021/jm3016848