Oxalic Acid → HCID 70445142, compound

HRID 2418186Notes

Reaction equation

HRID 2418186 reaction equation
[C:1]([O:5][C:6](=[O:40])[C@H:7]([CH2:33][C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1)[NH:8][C:9](=[O:32])[CH2:10][N:11]([C:17](=[O:31])[C@H:18]([CH3:30])[NH:19]C(OCC1C=CC=CC=1)=O)[CH:12]1[CH2:16][CH2:15][CH2:14][CH2:13]1)([CH3:4])([CH3:3])[CH3:2].[C:41]([OH:46])(=[O:45])[C:42]([OH:44])=[O:43]>CO.[C].[Pd]>[C:41]([OH:46])(=[O:45])[C:42]([OH:44])=[O:43].[C:1]([O:5][C:6](=[O:40])[C@H:7]([CH2:33][C:34]1[CH:35]=[CH:36][CH:37]=[CH:38][CH:39]=1)[NH:8][C:9](=[O:32])[CH2:10][N:11]([C:17](=[O:31])[C@H:18]([CH3:30])[NH2:19])[CH:12]1[CH2:16][CH2:15][CH2:14][CH2:13]1)([CH3:2])([CH3:3])[CH3:4]

Participants

5

Reactant 2

HCID 971Oxalic AcidHCID 13385094HCID 13385094, compound

Product 1

HCID 70445142HCID 70445142, compoundYield 97.6%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

N-Carbobenzoxy-L-alanyl-N-cyclopentylglycyl-L-phenylalanine tert-butyl ester (6.7 g) is dissolved in 100 ml of methanol, and according to the procedure of Reference Example 3, catalytic reduction is conducted in the presence of 1 g of oxalic acid and 1.5 g of 5% palladium-carbon (water content 50%). By the above procedure there is obtained 5.5 g of L-alanyl-N-cyclopentylglycyl-L-phenylalanine tert-butyl ester oxalate as colorless powder.

Sources & evidence

ORD record
ord-743fb4c87495427e991e916449501405
Source dataset
uspto-grants-1984_09
Patent number
US04472383

Reaction notes

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