Alanine ethylamide → 1-[(Benzyloxy)carbonyl]-L-prolyl-L-alanyl-N-ethyl-L-alaninamide

HRID 1583729Notes

Reaction equation

HRID 1583729 reaction equation
[CH2:1]([NH:3][C:4](=[O:28])[C@H:5]([CH3:27])[NH:6][C:7](=[O:26])[C@H:8]([CH3:25])[NH:9][C:10](=[O:24])[C@H:11]([CH3:23])[NH:12][C:13]([O:15][CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)=[O:14])[CH3:2].[CH2:29](OC(N1CCC[C@H]1C(N[C@H](C(NN)=O)C)=O)=O)[C:30]1C=CC=CC=1.C(NC(=O)[C@H](C)N)C>CN(C)C=O>[CH2:1]([NH:3][C:4](=[O:28])[C@H:5]([CH3:27])[NH:6][C:7](=[O:26])[C@H:8]([CH3:25])[NH:9][C:10](=[O:24])[C@@H:11]1[CH2:23][CH2:30][CH2:29][N:12]1[C:13]([O:15][CH2:16][C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1)=[O:14])[CH3:2]

Participants

5

Reactant 3

HCID 7128993Alanine ethylamideHCID 13749962HCID 13749962, compoundHCID 13750026HCID 13750026, compound

Product 1

HCID 137500281-[(Benzyloxy)carbonyl]-L-prolyl-L-alanyl-N-ethyl-L-alaninamideYield 49%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

This product was prepared by a process analogous to that employed in preparing the corresponding benzyloxycarbonylalanylalanyl alanine ethylamide described in Example 1 from benzyloxycarbonylprolyl alanine hydrazide and alanine ethylamide in a 49% yield with a melting point of 219 to 220 degrees C. [α]D20 -36.2 degrees (c 0.3; dimethylformamide).

Workup

  1. customThis product was prepared by a process analogous to

Sources & evidence

ORD record
ord-a9333cbb6a7e4f47ae5bee1354fecb4c
Source dataset
uspto-grants-1985_11
Patent number
US04554100

Reaction notes

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