Citrulline → N-(5-carboxy-2,3,4,5-tetrahydroxy-pentyl)-L-(+)-citrulline

HRID 438011

Reaction equation

HRID 438011 reaction equation
O=[CH:2][C@@H:3]([C@H:5]([C@@H:7]([C@@H:9]([C:11]([OH:13])=[O:12])[OH:10])[OH:8])[OH:6])[OH:4].[NH2:14][C@H:15]([C:23]([OH:25])=[O:24])[CH2:16][CH2:17][CH2:18][NH:19][C:20]([NH2:22])=[O:21]>[Ni]>[C:11]([CH:9]([OH:10])[CH:7]([OH:8])[CH:5]([OH:6])[CH:3]([OH:4])[CH2:2][NH:14][C@H:15]([C:23]([OH:25])=[O:24])[CH2:16][CH2:17][CH2:18][NH:19][C:20]([NH2:22])=[O:21])([OH:13])=[O:12]

Participants

4

Reactant 2

HCID 9750CitrullineHCID 65041Glucuronic Acid

Product 1

HCID 53841702N-(5-carboxy-2,3,4,5-tetrahydroxy-pentyl)-L-(+)-citrulline

Reagents, catalysts & solvents 1

HCID 935NickelCatalyst

Procedure

The product was made from D-glucuronic acid and L-(+)-citrulline using Raney nickel as a catalyst under the conditions of the above example. A brownish, highly viscous oil was obtained.

Workup

  1. customA brownish, highly viscous oil was obtained

Sources & evidence

ORD record
ord-6093572d645b422babe3785d8d5e2c25
Source dataset
uspto-grants-1977_06
Patent number
US04032676

Linked notes

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