N-((Phenylmethoxy)carbonyl)-L-phenylalanyl-L-phenylalanine → HCID 178455943, compound

HRID 65346Notes

Reaction equation

HRID 65346 reaction equation
[NH:1]([C:24]([O:26][CH2:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)=[O:25])[C@H:2]([C:10]([NH:12][C@H:13]([C:21](O)=[O:22])[CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)=[O:11])[CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[NH2:34][C@H:35]([C:40]([NH:42][C@H:43]([C:47]([NH:49][C@H:50]([C:55]([NH:57][C@H:58]([C:65]([NH2:67])=[O:66])[CH2:59][C:60]1[N:64]=[CH:63][NH:62][CH:61]=1)=[O:56])[C@H:51]([CH2:53][CH3:54])[CH3:52])=[O:48])[CH:44]([CH3:46])[CH3:45])=[O:41])[CH2:36][CH:37]([CH3:39])[CH3:38]>>[NH:1]([C:24]([O:26][CH2:27][C:28]1[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=1)=[O:25])[C@H:2]([C:10]([NH:12][C@H:13]([C:21]([NH:34][C@H:35]([C:40]([NH:42][C@H:43]([C:47]([NH:49][C@H:50]([C:55]([NH:57][C@H:58]([C:65]([NH2:67])=[O:66])[CH2:59][C:60]1[N:64]=[CH:63][NH:62][CH:61]=1)=[O:56])[C@H:51]([CH2:53][CH3:54])[CH3:52])=[O:48])[CH:44]([CH3:45])[CH3:46])=[O:41])[CH2:36][CH:37]([CH3:39])[CH3:38])=[O:22])[CH2:14][C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1)=[O:11])[CH2:3][C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=1

Participants

3

Reactant 2

HCID 114619N-((Phenylmethoxy)carbonyl)-L-phenylalanyl-L-phenylalanineHCID 178455958HCID 178455958, compound

Product 1

HCID 178455943HCID 178455943, compound

Procedure

In a manner analogous to that described in Example 1, using as starting materials 54 mg of Z-Phe-Phe-OH(Bachem AG, Bubendorf, Switzerland) and 75 mg of H-Leu-Val-Ile-His-NH2, the title compound is obtained after the addition of 26 mg of HOBt and 42 mg of DCCI and chromatographic purification over a LOBAR® prefabricated column (eluant: methylene chloride/methanol/water 50:10:1). Rf (B10)=0.35.

Sources & evidence

ORD record
ord-9467eceeb36a40d495d494c62f48dd2c
Source dataset
uspto-grants-1986_09
Patent number
US04613676

Reaction notes

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