Tert-butoxycarbonylalanine → HCID 86722041, compound

HRID 525023Notes

Reaction equation

[NH2:1][N:2]1[CH:6]=[C:5]([F:7])[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]>>[F:7][C:5]1[CH:4]=[C:3]([C:8](=[O:9])[NH:10][C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=2)[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])[CH:6]=1

Participants

Reactant 2

HCID 85082Tert-butoxycarbonylalanine

HCID 86722042HCID 86722042, compound

Product 1

HCID 86722041HCID 86722041, compoundYield 91%

Procedure

The title compound was prepared from 1-amino-4-fluoro-N-phenyl-1H-pyrrole-2-carboxamide (0.95 g, 3.6 mmol) and (S)-2-(tert-butoxycarbonylamino)propanoic acid following the experimental procedure described in Preparation 47b. 1.28 g (91% yield) of the desired compound were obtained.

Sources & evidence

ORD record: ord-aa11ab7f77f343f7a15d08cea9759c38
Source dataset: uspto-grants-2016_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09340547B2

Reaction notes

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