Acetic Acid → HCID 13312558, compound

HRID 851729Notes

Reaction equation

[NH2:1][C@H:2]([C:8]([OH:10])=O)[CH2:3][CH2:4][C:5](=[O:7])O.[NH2:11][C@H:12]([C:17]([OH:19])=O)[CH2:13][CH:14]([CH3:16])[CH3:15].[C:20](O)(=O)[CH3:21]>>[NH:1]1[C:5](=[O:7])[CH2:4][CH2:3][C@H:2]1[C:8]([NH:11][C@H:12]([C:17]([N:1]1[CH2:21][CH2:20][CH2:4][CH2:3][CH2:2]1)=[O:19])[CH2:13][CH:14]([CH3:15])[CH3:16])=[O:10]

Participants

Reactant 3

HCID 176Acetic Acid

HCID 6106L-Leucine

HCID 33032L-Glutamic Acid

Product 1

HCID 13312558HCID 13312558, compound

Procedure

2.0 g (4.51 mmoles) of Z-Glp-Leu-piperidine are dissolved in 40 ml of methanol, 0.4 g of a 10% palladium-on-carbon catalyst are added to the solution, and hydrogen is bubbled through the mixture for one hour. The catalyst is filtered off, the filtrate is evaporated, and the residue is crystallized from ether. 1.12 g (81%) of Glp-Leu-piperidine are obtained; m.p.: 99°-100° C., Rf5 =0.71, [α]D25 =+30.4° (c=1%, in acetic acid). Analysis for amino acids: Glu=0.95 (1.0), Leu=1.00 (1.0).

Sources & evidence

ORD record: ord-20fb0de5c5934464b14dfcccffa33399
Source dataset: uspto-grants-1983_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04386073

Reaction notes

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