S-methyl-L-thiocitrulline → HCID 178504037, compound

Reaction equation

[CH3:1][S:2][C:3]([NH2:13])=[N:4][CH2:5][CH2:6][CH2:7][C@H:8]([NH2:12])[C:9]([OH:11])=[O:10].C(OC(NCCC[C@H](C(O)=O)N)=O)C1C=CC=CC=1>>[CH3:1][S:2][C:3]([NH:4][CH2:5][CH2:6][CH2:7][C@@H:8]([NH2:12])[C:9]([OH:11])=[O:10])=[NH:13]

Participants

Reactant 2

HCID 107968S-methyl-L-thiocitrulline

HCID 7272528(R)-2-Amino-5-(((benzyloxy)carbonyl)amino)pentanoic acid

Product 1

HCID 178504037HCID 178504037, compound

Procedure

S-Methyl-D-thiocitrulline was prepared as described for S-methyl-L-thiocitrulline (Example I) except that the starting material was Nδ -(benzyloxycarbonyl)-D-ornithine (Sigma Chemicals, Inc.).

Sources & evidence

ORD record: ord-a53a92b30cc24ffba392953838b38648
Source dataset: uspto-grants-1995_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05476871

Reaction notes

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