Hydrochloric Acid → H-Gly-Leu-Met-Nh2 HCl

HRID 2418550Notes

Reaction equation

HRID 2418550 reaction equation
[NH:1](C(OC(C)(C)C)=O)[CH2:2][C:3]([NH:5][C@H:6]([C:11]([NH:13][C@H:14]([C:19]([NH2:21])=[O:20])[CH2:15][CH2:16][S:17][CH3:18])=[O:12])[CH2:7][CH:8]([CH3:10])[CH3:9])=[O:4].[ClH:29]>C(O)(=O)C>[NH2:1][CH2:2][C:3]([NH:5][C@H:6]([C:11]([NH:13][C@H:14]([C:19]([NH2:21])=[O:20])[CH2:15][CH2:16][S:17][CH3:18])=[O:12])[CH2:7][CH:8]([CH3:10])[CH3:9])=[O:4].[ClH:29]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 15602549BocGly-Leu-MetNH2

Product 1

HCID 13386697H-Gly-Leu-Met-Nh2 HClYield 56%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Condensation of BocGlyOH (4.4 g.) and HLeu-MetNH2 hydrochloride salt (Example 1, 7.5 g.) using dicyclohexylcarbodiimide and N-hydroxysuccinimide gave BocGly-Leu-MetNH2 in 51% yield. De-t-butoxycarbonylation of BocGly-Leu-MetNH2 using hydrogen chloride in acetic acid gave HGly-Leu-MetNH2 hydrochloride salt in 56% yield.

Sources & evidence

ORD record
ord-502a77d5f98d40a88cad9b7eaf0c445d
Source dataset
uspto-grants-1984_09
Patent number
US04472305

Reaction notes

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