(-)-N-Acetylphenylalanine → N-Ac-D-Phe-2-Nal-OMe

Reaction equation

[NH:1]([C:13]([CH3:15])=[O:14])[C@@H:2]([C:10](O)=[O:11])[CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[NH2:16][C@H:17]([C:29]([O:31][CH3:32])=[O:30])[CH2:18][C:19]1[CH:28]=[C:27]2[C:22]([CH:23]=[CH:24][CH:25]=[CH:26]2)=[CH:21][CH:20]=1>>[NH:1]([C:13]([CH3:15])=[O:14])[C@@H:2]([C:10]([NH:16][C@H:17]([C:29]([O:31][CH3:32])=[O:30])[CH2:18][C:19]1[CH:28]=[C:27]2[C:22]([CH:23]=[CH:24][CH:25]=[CH:26]2)=[CH:21][CH:20]=1)=[O:11])[CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1

Participants

Reactant 2

HCID 101184(-)-N-Acetylphenylalanine

HCID 9291934(S)-methyl 2-amino-3-(naphthalen-2-yl)propanoate

Product 1

HCID 73937193N-Ac-D-Phe-2-Nal-OMe

Procedure

N-Ac-D-Phe-2-Nal-OMe was prepared according a similar manner as described in example 2 using N-Ac-D-Phe-OH and H-2-Nal-OMe.

Sources & evidence

ORD record: ord-8d674b2705c34cd0bdc6e15811e6ec26
Source dataset: uspto-grants-2000_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06034067

Reaction notes

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