HCID 16219556, compound → HCID 131714614, compound
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]=1Participants
4
Procedure
Z-Phe-Ser(OCH2C6H5)-Ala-LeuCH2Cl was prepared by coupling Z-Phe-Ser(OCH2C6H5)-Ala-OH (1.37 g, 2.5 mmol) to H-LeuCH2Cl.HCl by a mixed anhydride coupling procedure substantially similar to that used for the preparation of Z-Phe-Gly-Leu-LeuCH2Cl in Procedure C, above. Product was obtained as a crystalline solid, 0.98 g (m.p. 167°-168°). Anal: Calcd. for C37H45N4O7 : C, 64.09; H, 6.56; N, 8.08; Found: C, 64.22; H, 6.38; N, 8.08.
Workup
- customProduct was obtained as a crystalline solid, 0.98 g (m.p. 167°-168°)
Sources & evidence
- ORD record
- ord-99e0cbf82ca344fdbd2535103ce37fee
- Source dataset
- uspto-grants-1987_01
- Patent number
- US04636492
Reaction notes
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