Methanol → HCID 131713318, compound

HRID 904976Notes

Reaction equation

HRID 904976 reaction equation
[NH:1]([C:14]([O:16][CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)=[O:15])[C@@H:2]([C:11]([OH:13])=O)[CH2:3][C:4](=[O:10])[O:5][C:6]([CH3:9])([CH3:8])[CH3:7].[NH2:24][C@H:25]([C:29]([NH:31][C@H:32]([C:45]([O:47][CH3:48])=[O:46])[CH2:33][C:34]1[CH:39]=[CH:38][C:37]([O:40][C:41]([CH3:44])([CH3:43])[CH3:42])=[CH:36][CH:35]=1)=[O:30])[CH:26]([CH3:28])[CH3:27].Cl.CO>CN(C)C=O>[NH:1]([C:14]([O:16][CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)=[O:15])[C@@H:2]([C:11]([NH:24][C@H:25]([C:29]([NH:31][C@H:32]([C:45]([O:47][CH3:48])=[O:46])[CH2:33][C:34]1[CH:35]=[CH:36][C:37]([O:40][C:41]([CH3:42])([CH3:43])[CH3:44])=[CH:38][CH:39]=1)=[O:30])[CH:26]([CH3:28])[CH3:27])=[O:13])[CH2:3][C:4](=[O:10])[O:5][C:6]([CH3:7])([CH3:8])[CH3:9]

Participants

5

Reactant 3

HCID 887MethanolHCID 701635671449-08-6HCID 131713281HCID 131713281, compound

Product 1

HCID 131713318HCID 131713318, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

6.46 g (20 mmoles) of Z-D-Asp(OBut)-OH are subjected to a condensation reaction with 7.73 g (20 mmoles) of H-Val-Tyr(But)-OMe.HCl in 50 ml of dimethylformamide analogously to Examples 38 A. Yield 11.2 g (85%), melting point 90°-92°, [α]D27 =-3.5° (c=1, methanol).

Sources & evidence

ORD record
ord-ca1839c983f148d385649f39415cb1e3
Source dataset
uspto-grants-1983_12
Patent number
US04420424

Reaction notes

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