3-(Biphenyl-4-yl)-(2S)-[(3'-chloro-4'-fluoro-4-hydroxy-biphenyl-3-carbonyl)-amino]-propionic Acid Methyl Ester → 2-(S)-(3-Hydroxy-naphthalene-2-carbonyl)-amino-3-(4-bromophenyl)-propionic acid methyl ester

HRID 2373850Notes

Reaction equation

HRID 2373850 reaction equation
COC(=O)[C@@H](N[C:19]([C:21]1[CH:22]=[C:23]([C:28]2[CH:33]=[CH:32][C:31](F)=C(Cl)C=2)[CH:24]=[CH:25][C:26]=1[OH:27])=[O:20])CC1C=CC(C2C=CC=CC=2)=CC=1.[CH3:37][O:38][C:39](=[O:50])[C@@H:40]([NH2:49])[CH2:41][C:42]1[CH:47]=[CH:46][C:45]([Br:48])=[CH:44][CH:43]=1>>[CH3:37][O:38][C:39](=[O:50])[C@@:40]([NH2:49])([C:19]([C:21]1[C:26]([OH:27])=[CH:25][C:24]2[C:23](=[CH:28][CH:33]=[CH:32][CH:31]=2)[CH:22]=1)=[O:20])[CH2:41][C:42]1[CH:47]=[CH:46][C:45]([Br:48])=[CH:44][CH:43]=1

Participants

3

Reactant 2

HCID 113865603-(Biphenyl-4-yl)-(2S)-[(3'-chloro-4'-fluoro-4-hydroxy-biphenyl-3-carbonyl)-amino]-propionic Acid Methyl EsterHCID 24720903Methyl (2S)-2-amino-3-(4-bromophenyl)propanoate

Product 1

HCID 692080642-(S)-(3-Hydroxy-naphthalene-2-carbonyl)-amino-3-(4-bromophenyl)-propionic acid methyl ester

Procedure

1.0 g (2.5 mmol) of resin-bound naphthoic acid obtained in Example 1 was reacted with 1.95 g (7.5 mmol) of (2S)-Amino-3-(4-bromophenyl)-propionic acid methyl ester as described in the general procedure A to give resin-bound 2-(S)-(3-Hydroxy-naphthalene-2-carbonyl)-amino-3-(4-bromophenyl)-propionic acid methyl ester.

Sources & evidence

ORD record
ord-9b310b5b5b8b48e0927974e7c04d9517
Source dataset
uspto-grants-2008_12
Patent number
US07459472B2

Reaction notes

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