Tert-butoxycarbonylalanine → HCID 86722035, compound

HRID 525014Notes

Reaction equation

HRID 525014 reaction equation
[NH2:1][N:2]1[C:6]([CH3:7])=[CH:5][CH:4]=[C:3]1[C:8]([NH:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=[O:9].[C:17]([O:21][C:22]([NH:24][C@@H:25]([CH3:29])[C:26](O)=[O:27])=[O:23])([CH3:20])([CH3:19])[CH3:18]>>[CH3:7][C:6]1[N:2]([NH:1][C:26](=[O:27])[C@@H:25]([NH:24][C:22](=[O:23])[O:21][C:17]([CH3:19])([CH3:18])[CH3:20])[CH3:29])[C:3]([C:8](=[O:9])[NH:10][C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=2)=[CH:4][CH:5]=1

Participants

3

Reactant 2

HCID 85082Tert-butoxycarbonylalanineHCID 70978638HCID 70978638, compound

Product 1

HCID 86722035HCID 86722035, compoundYield 73.1%

Procedure

The title compound was prepared following the experimental procedure described in preparation 20a from 380 mg (1.77 mmol) of 1-amino-5-methyl-N-phenyl-1H-pyrrole-2-carboxamide and 334 mg (1.77 mmol) of (S)-2-(tert-butoxycarbonylamino)propanoic acid (purchased from Aldrich). The crude product was purified by flash chromatography in hexane/ethyl acetate to afford 500 mg (59% yield) of the title compound.

Workup

  1. customThe title compound was prepared
  2. customThe crude product was purified by flash chromatography in hexane/ethyl acetate

Sources & evidence

ORD record
ord-2341f13df68e4ab89970800b3aac81af
Source dataset
uspto-grants-2016_05
Patent number
US09340547B2

Reaction notes

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