HCID 16219556, compound → HCID 131714614, compound

HRID 1380609Notes

Reaction equation

[NH:1]([C:31]([O:33][CH2:34][C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1)=[O:32])[C@H:2]([C:10]([NH:12][C@H:13]([C:23]([NH:25][C@H:26]([C:28](O)=[O:29])[CH3:27])=[O:24])[CH2:14][O:15][CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)=[O:11])[CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[NH2:41][C@H:42]([C:47]([CH2:49][Cl:50])=[O:48])[CH2:43][CH:44]([CH3:46])[CH3:45].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:31]([O:33][CH2:34][C:35]1[CH:36]=[CH:37][CH:38]=[CH:39][CH:40]=1)=[O:32])[C@H:2]([C:10]([NH:12][C@H:13]([C:23]([NH:25][C@H:26]([C:28]([NH:41][C@H:42]([C:47]([CH2:49][Cl:50])=[O:48])[CH2:43][CH:44]([CH3:46])[CH3:45])=[O:29])[CH3:27])=[O:24])[CH2:14][O:15][CH2:16][C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1)=[O:11])[CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1

Participants

Reactant 3

HCID 16219556HCID 16219556, compound

HCID 131714615HCID 131714615, compound

HCID 131714616HCID 131714616, compound

Product 1

HCID 131714614HCID 131714614, compound

Procedure

Z-Phe-Ser(Bzl)-Ala-LeuCH2Cl was prepared by coupling Z-Phe-Ser(Bzl)-Ala-OH (1.37 g, 2.5 mmoles) to H-LeuCH2Cl.HCl by a mixed anhydride coupling procedure substantially analogous to that used for the preparation of Z-Phe-Gly-Leu-LeuCH2Cl in Procedure E. Product was obtained as a crystalline solid, 0.98 g (mp 167°-168°).

Workup

customProduct was obtained as a crystalline solid, 0.98 g (mp 167°-168°)

Sources & evidence

ORD record: ord-e57728932c604453a016f9b37a93bb8c
Source dataset: uspto-grants-1986_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04582821

Reaction notes

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