Hydrochloric Acid → HCID 131718827, compound

HRID 1768874Notes

Reaction equation

HRID 1768874 reaction equation
[NH:1](C(OC(C)(C)C)=O)[C@H:2]([C:7]([N:9]([CH3:21])[C@H:10]([C:18]([NH2:20])=[O:19])[CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)=[O:8])[CH2:3][CH:4]([CH3:6])[CH3:5].Cl>C(OCC)(=O)C>[NH2:1][C@H:2]([C:7]([N:9]([CH3:21])[C@H:10]([C:18]([NH2:20])=[O:19])[CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)=[O:8])[CH2:3][CH:4]([CH3:5])[CH3:6]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 127261982HCID 127261982, compound

Product 1

HCID 131718827HCID 131718827, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

De-(1,1-dimethylethoxy)carbonylation of Boc-Leu-MePhe-NH2 and Boc-Leu-Mephe-NH2 (mixture of isomers, 3.7 g.) with hydrogen chloride in ethyl acetate (4.4N, 25 ml.) for 2 hr. at room temperature and isolation of the product by precipitation with ether gave H-Leu-MePhe-NH2 and H-Leu-Mephe-NH2 (mixture of isomers) hydrochloride salt (2.63 g., 85% yield, m.r. 124°-127° C.).

Workup

  1. customat room temperature and isolation of the product by precipitation with ether

Sources & evidence

ORD record
ord-9df56168a7c048b8a8942630c65cac27
Source dataset
uspto-grants-1995_01
Patent number
US05378803

Reaction notes

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