Leucine, N-carboxy-, N-benzyl ester, L- → L-leucyl-N-(indan-2-yl)glycine tert-butyl ester

HRID 621165Notes

Reaction equation

HRID 621165 reaction equation
[C:1]([O:5][C:6](=[O:18])[CH2:7][NH:8][CH:9]1[CH2:17][C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[CH2:10]1)([CH3:4])([CH3:3])[CH3:2].C([NH:29][C@H:30]([C:35](O)=[O:36])[CH2:31][CH:32]([CH3:34])[CH3:33])(OCC1C=CC=CC=1)=O>>[C:1]([O:5][C:6](=[O:18])[CH2:7][N:8]([C:35](=[O:36])[C@H:30]([CH2:31][CH:32]([CH3:34])[CH3:33])[NH2:29])[CH:9]1[CH2:10][C:11]2[C:16](=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH2:17]1)([CH3:4])([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 74840Leucine, N-carboxy-, N-benzyl ester, L-HCID 13132278tert-butyl 2-[(2,3-dihydro-1H-inden-2-yl)amino]acetate

Product 1

HCID 54125378L-leucyl-N-(indan-2-yl)glycine tert-butyl esterYield 34.3%

Procedure

By reacting 7 g of N-(indan-2-yl)glycine tert-butyl ester with 8.5 g of N-(carbobenzoxy)-L-leucine and treating the reaction mixture as in Reference Example 5, there is obtained 3.5 g of L-leucyl-N-(indan-2-yl)glycine tert-butyl ester as colorless amorphous powder.

Workup

  1. additiontreating the reaction mixture as in Reference Example 5

Sources & evidence

ORD record
ord-43f0d6915dfa417aaec07e6dda8505f4
Source dataset
uspto-grants-1989_04
Patent number
US04822818

Reaction notes

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