2-Naphthoic acid → N2-(2-Naphthalenylcarbonyl)-N5-[(phenylmethoxy)carbonyl]-D-ornithine

HRID 1952995Notes

Reaction equation

HRID 1952995 reaction equation
[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[C:11]([OH:13])=O.[C:14]1([CH2:20][O:21][C:22]([NH:24][CH2:25][CH2:26][CH2:27][C@H:28]([C:30]([OH:32])=[O:31])[NH2:29])=[O:23])[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>>[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[C:11]([NH:29][C@@H:28]([C:30]([OH:32])=[O:31])[CH2:27][CH2:26][CH2:25][NH:24][C:22]([O:21][CH2:20][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)=[O:23])=[O:13]

Participants

3

Reactant 2

HCID 71232-Naphthoic acidHCID 7272528N~5~-[(Benzyloxy)carbonyl]-D-ornithine

Product 1

HCID 53788329N2-(2-Naphthalenylcarbonyl)-N5-[(phenylmethoxy)carbonyl]-D-ornithineYield 73%

Procedure

Prepared analogously to Example 4a) from 2-naphthalene carboxylic acid and (R)-N5 -(phenylmethoxycarbonyl)-ornithine in a yield of 73% of theory. Colourless crystals, Mp. 155-157° C.

Sources & evidence

ORD record
ord-b17e43b9148f4e3aa4f4417be08a5a06
Source dataset
uspto-grants-2000_09
Patent number
US06114390

Reaction notes

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