51644-83-8 → HCID 131713319, compound

HRID 904977Notes

Reaction equation

HRID 904977 reaction equation
[NH:1]([C:15]([O:17][CH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)=[O:16])[C@@H:2]([C:12]([OH:14])=O)[CH2:3][CH2:4][C:5](=[O:11])[O:6][C:7]([CH3:10])([CH3:9])[CH3:8].[NH2:25][C@H:26]([C:30]([NH:32][C@H:33]([C:46]([O:48][CH3:49])=[O:47])[CH2:34][C:35]1[CH:40]=[CH:39][C:38]([O:41][C:42]([CH3:45])([CH3:44])[CH3:43])=[CH:37][CH:36]=1)=[O:31])[CH:27]([CH3:29])[CH3:28].Cl>CN(C)C=O>[NH:1]([C:15]([O:17][CH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)=[O:16])[C@@H:2]([C:12]([NH:25][C@H:26]([C:30]([NH:32][C@H:33]([C:46]([O:48][CH3:49])=[O:47])[CH2:34][C:35]1[CH:36]=[CH:37][C:38]([O:41][C:42]([CH3:43])([CH3:44])[CH3:45])=[CH:39][CH:40]=1)=[O:31])[CH:27]([CH3:29])[CH3:28])=[O:14])[CH2:3][CH2:4][C:5](=[O:11])[O:6][C:7]([CH3:8])([CH3:9])[CH3:10]

Participants

4

Reactant 2

HCID 699270851644-83-8HCID 131713281HCID 131713281, compound

Product 1

HCID 131713319HCID 131713319, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

4.04 g (12 mmoles) of Z-D-Glu(OBut)-OH are subjected to a condensation reaction with 4.64 g (12 mmoles) of H-Val-Tyr(But)-OMe.HCl in 25 ml of dimethylformamide analogously to Example 38 A. Yield 6.72 g. The substance is purified further by chromatography on silica gel. The eluting agent is a mixture of methylene chloride and acetone in proportions such as 9:1. Yield 6.63 g (70%), melting point 100°-104°, [α]D27 =-8.4° (c=1, methanol).

Workup

  1. customThe substance is purified further by chromatography on silica gel
  2. additiona mixture of methylene chloride and acetone in proportions such as 9:1
  3. customYield 6.63 g (70%), melting point 100°-104°, [α]D27 =-8.4° (c=1, methanol)

Sources & evidence

ORD record
ord-7106905272524eaab5e96b0d9a12c298
Source dataset
uspto-grants-1983_12
Patent number
US04420424

Reaction notes

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