H-Leu-Gly-OEt.HCl → HS-Leu-Phe-Gly-OC2H5

HRID 1982355Notes

Reaction equation

HRID 1982355 reaction equation
[SH:1][NH:2][C@H:3]([C:8]([NH:10][C@H:11]([C:16]([NH:18][CH2:19][C:20]([O:22][CH2:23][CH3:24])=[O:21])=[O:17])[CH2:12][CH:13]([CH3:15])[CH3:14])=[O:9])[CH2:4][CH:5]([CH3:7])[CH3:6].Cl.C(OC(=O)CN[C:32](=O)[C@H:33]([CH2:35]C1C=CC=CC=1)N)C.Cl.C(OC(=O)CNC(=O)[C@H](CC(C)C)N)C>>[SH:1][NH:2][C@H:3]([C:8]([NH:10][C@H:11]([C:16]([NH:18][CH2:19][C:20]([O:22][CH2:23][CH3:24])=[O:21])=[O:17])[CH2:12][C:13]1[CH:15]=[CH:35][CH:33]=[CH:32][CH:14]=1)=[O:9])[CH2:4][CH:5]([CH3:7])[CH3:6]

Participants

4

Reactant 3

HCID 13334684H-Leu-Gly-OEt.HClHCID 68115580Ethyl L-phenylalanylglycinate hydrochlorideHCID 131714519HS-Leu-Leu-Gly-OC2H5

Product 1

HCID 131714518HS-Leu-Phe-Gly-OC2H5

Procedure

This mercaptopeptidyl ester was prepared substantially similarly as HS-Leu-Leu-Gly-OC2H5, above, except that an equivalent amount of L-phenylalanylglycine ethyl ester hydrochloride was used in the coupling reaction instead of L-leucylglycine ethyl ester hydrochloride.

Sources & evidence

ORD record
ord-cd9ea2477b094b5a992269bffa98368b
Source dataset
uspto-grants-1986_06
Patent number
US04596675

Reaction notes

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