Glycine → L-Phenylalanine, N-[(1,1-dimethylethoxy)carbonyl]-

HRID 1755626Notes

Reaction equation

N[C@H]([C:7]([OH:9])=[O:8])CC(=O)O.NCC(O)=O.N[C@H](C(O)=O)[CH2:17][CH:18]([CH3:20])[CH3:19].[NH2:24][C@H:25]([C:34]([OH:36])=[O:35])[CH2:26][C:27]1[CH:32]=[CH:31][C:30](O)=[CH:29][CH:28]=1.N[C@H](C(O)=O)CC1C=CC=CC=1.N[C@H](C(O)=O)CCCCN>>[NH:24]([C:7]([O:9][C:18]([CH3:20])([CH3:19])[CH3:17])=[O:8])[C@H:25]([C:34]([OH:36])=[O:35])[CH2:26][C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1

Participants

Reactant 6

HCID 750Glycine

HCID 5960L-Aspartic Acid

HCID 5962L-Lysine

HCID 6057L-Tyrosine

HCID 6106L-Leucine

HCID 6140L-Phenylalanine

Product 1

HCID 77857L-Phenylalanine, N-[(1,1-dimethylethoxy)carbonyl]-

Procedure

Yield: 213 mg Rf value: 0.50 (n-butanol:pyridine:acetic acid: water=5:5:1:4) Amino acid analysis: Asp 1.98; Gly 1.00; Leu 0.99; Tyr 0.97; Phe 1.00; Lys 0.98; Pro 2.10

Sources & evidence

ORD record: ord-de812fb7c3984a26bbb6dd937ef89388
Source dataset: uspto-grants-1995_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05437995

Reaction notes

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