1-Hydroxy-2-naphthoic acid → (2S,4S)-4-[(1-Hydroxy-naphthalene-2-carbonyl)-amino]-1-isobutyl-pyrrolidine-2-carboxylic acid ethyl ester

HRID 1477545Notes

Reaction equation

HRID 1477545 reaction equation
[CH2:1]([O:3][C:4]([C@@H:6]1[CH2:10][C@H:9]([NH2:11])[CH2:8][N:7]1[CH2:12][CH:13]([CH3:15])[CH3:14])=[O:5])[CH3:2].[OH:16][C:17]1[C:26]2[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=2)[CH:20]=[CH:19][C:18]=1[C:27](O)=[O:28]>>[CH2:1]([O:3][C:4]([C@@H:6]1[CH2:10][C@H:9]([NH:11][C:27]([C:18]2[CH:19]=[CH:20][C:21]3[C:26](=[CH:25][CH:24]=[CH:23][CH:22]=3)[C:17]=2[OH:16])=[O:28])[CH2:8][N:7]1[CH2:12][CH:13]([CH3:14])[CH3:15])=[O:5])[CH3:2]

Participants

3

Reactant 2

HCID 68441-Hydroxy-2-naphthoic acidHCID 89776131(2S,4S)-4-Amino-1-isobutyl-pyrrolidine-2-carboxylic acid ethyl ester

Product 1

HCID 71715173(2S,4S)-4-[(1-Hydroxy-naphthalene-2-carbonyl)-amino]-1-isobutyl-pyrrolidine-2-carboxylic acid ethyl ester

Procedure

(2S,4S)-4-[(1-Hydroxy-naphthalene-2-carbonyl)-amino]-1-isobutyl-pyrrolidine-2-carboxylic acid ethyl ester was prepared from (2S,4S)-4-amino-1-isobutyl-pyrrolidine-2-carboxylic acid ethyl ester and 1-hydroxy-naphthalene-2-carboxylic acid in an analogous manner to example 1. MS calcd. for C22H29N2O4 [(M+H)+] 385.0, obsd. 385.4.

Sources & evidence

ORD record
ord-d3ed71cecb82455488121a4e24952905
Source dataset
uspto-grants-2016_08
Patent number
US09403805B2

Reaction notes

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