L-Glutamic Acid → HCID 178426612, compound

HRID 1439711Notes

Reaction equation

HRID 1439711 reaction equation
[CH3:1][C:2]1([CH3:10])[CH2:6][CH2:5][NH:4][CH:3]1[C:7]([NH2:9])=[O:8].[NH2:11][C@H:12]([C:19]([OH:21])=O)[CH2:13][C:14]1[N:18]=[CH:17][NH:16][CH:15]=1.[NH2:22][C@H:23]([C:29]([OH:31])=O)[CH2:24][CH2:25][C:26](O)=[O:27]>CN(C)C=O>[NH:22]1[C:26](=[O:27])[CH2:25][CH2:24][C@H:23]1[C:29]([NH:11][C@H:12]([C:19]([N:4]1[CH2:5][CH2:6][C:2]([CH3:10])([CH3:1])[CH:3]1[C:7]([NH2:9])=[O:8])=[O:21])[CH2:13][C:14]1[N:18]=[CH:17][NH:16][CH:15]=1)=[O:31]

Participants

5

Reactant 3

HCID 33032L-Glutamic AcidHCID 202224783,3-DimethylprolinamideHCID 178419078HCID 178419078, compound

Product 1

HCID 178426612HCID 178426612, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

This was prepared from 3,3-dimethyl-dl-prolineamide (100 mg) by the method of Example 2(vi) as a white powder (195 mg) m.p. 180° (softening 135°) RF 3B 0.65. Amino acid analysis after acid hydrolysis gave the following ratios: Histidine 1.02, Glutamic acid 0.89 3,3-dimethylproline 1.02 [α]D22 + 5.9° (c = 1, dimethylformamide)

Workup

  1. customgave the following ratios

Sources & evidence

ORD record
ord-92f97a713fc14b06977daff1dc5135c9
Source dataset
uspto-grants-1977_11
Patent number
US04060603

Reaction notes

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