HCID 13919089, compound → HCID 131715023, compound

HRID 236461Notes

Reaction equation

HRID 236461 reaction equation
[NH:1]([C:22]([O:24][CH2:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)=[O:23])[C@H:2]([C:10]([NH:12][CH2:13][C:14]([NH:16][C@H:17]([C:19](O)=[O:20])[CH3:18])=[O:15])=[O:11])[CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[NH2:32][C@H:33]([C:37]([CH2:39][Cl:40])=[O:38])[CH:34]([CH3:36])[CH3:35].Cl.N(C(OCC1C=CC=CC=1)=O)[C@H](C(NCC(N[C@H](C(N[C@H](C(CCl)=O)CC(C)C)=O)CC(C)C)=O)=O)CC1C=CC=CC=1>>[NH:1]([C:22]([O:24][CH2:25][C:26]1[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=1)=[O:23])[C@H:2]([C:10]([NH:12][CH2:13][C:14]([NH:16][C@H:17]([C:19]([NH:32][C@H:33]([C:37]([CH2:39][Cl:40])=[O:38])[CH:34]([CH3:36])[CH3:35])=[O:20])[CH3:18])=[O:15])=[O:11])[CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1

Participants

4

Reactant 3

HCID 13919089HCID 13919089, compoundHCID 131714616HCID 131714616, compoundHCID 131714619HCID 131714619, compound

Product 1

HCID 131715023HCID 131715023, compound

Procedure

Z-Phe-Gly-Ala-OH (1.60 g, 3.73 mmol) was then coupled to H-ValCH2Cl.HCl by a procedure substantially similar to that described for the preparation of Z-Phe-Gly-Leu-LeuCH2Cl, above. The resulting product was crystallized from ethyl acetate:ether to yield 1.29 g of Z-Phe-Gly-Ala-ValCH2Cl (m.p. 143°-144°).

Workup

  1. customThe resulting product was crystallized from ethyl acetate

Sources & evidence

ORD record
ord-c3ade99b74234300977a25fe099fef6b
Source dataset
uspto-grants-1987_02
Patent number
US04644055

Reaction notes

Loading…