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

HRID 1477557Notes

Reaction equation

HRID 1477557 reaction equation
[CH3:1][O:2][C:3]([C@:5]1([CH3:18])[CH2:9][C@H:8]([NH2:10])[CH2:7][N:6]1[CH2:11][CH:12]1[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]1)=[O:4].[OH:19][C:20]1[C:29]2[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=2)[CH:23]=[CH:22][C:21]=1[C:30](O)=[O:31]>>[CH3:1][O:2][C:3]([C@:5]1([CH3:18])[CH2:9][C@H:8]([NH:10][C:30]([C:21]2[CH:22]=[CH:23][C:24]3[C:29](=[CH:28][CH:27]=[CH:26][CH:25]=3)[C:20]=2[OH:19])=[O:31])[CH2:7][N:6]1[CH2:11][CH:12]1[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]1)=[O:4]

Participants

3

Reactant 2

HCID 68441-Hydroxy-2-naphthoic acidHCID 89768301(2S,4S)-4-Amino-1-cyclohexylmethyl-2-methyl-pyrrolidine-2-carboxylic acid methyl ester

Product 1

HCID 71715172(2S,4S)-1-Cyclohexylmethyl-4-[(1-hydroxy-naphthalene-2-carbonyl)-amino]-2-methyl-pyrrolidine-2-carboxylic acid methyl ester

Procedure

(2S,4S)-1-Cyclohexylmethyl-4-[(1-hydroxy-naphthalene-2-carbonyl)-amino]-2-methyl-pyrrolidine-2-carboxylic acid methyl ester was prepared from (2S,4S)-4-amino-1-cyclohexylmethyl-2-methyl-pyrrolidine-2-carboxylic acid methyl ester and 1-hydroxy-naphthalene-2-carboxylic acid in an analogous manner to example 1. MS calcd. for C25H33N2O4 [(M+H)+] 425, obsd. 425.

Sources & evidence

ORD record
ord-b1c426f7bc8b4d5f89c02ad136572d18
Source dataset
uspto-grants-2016_08
Patent number
US09403805B2

Reaction notes

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