Tert-butoxycarbonylalanine → HCID 86722043, compound

HRID 525025Notes

Reaction equation

[NH2:1][N:2]1[CH:6]=[CH:5][CH:4]=[C:3]1[C:7]([NH:9][C@H:10]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[CH3:11])=[O:8].[C:18]([O:22][C:23]([NH:25][C@@H:26]([CH3:30])[C:27](O)=[O:28])=[O:24])([CH3:21])([CH3:20])[CH3:19]>>[O:28]=[C:27]([NH:1][N:2]1[CH:6]=[CH:5][CH:4]=[C:3]1[C:7](=[O:8])[NH:9][C@H:10]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[CH3:11])[C@@H:26]([NH:25][C:23](=[O:24])[O:22][C:18]([CH3:21])([CH3:20])[CH3:19])[CH3:30]

Participants

Reactant 2

HCID 85082Tert-butoxycarbonylalanine

HCID 86722044HCID 86722044, compound

Product 1

HCID 86722043HCID 86722043, compoundYield 94.3%

Procedure

The title compound was prepared from (S)-1-amino-N-(1-phenylethyl)-1H-pyrrole-2-carboxamide (3.50 g, 15.3 mmol) and (S)-2-(tert-butoxycarbonylamino)propanoic acid (2.89 g, 15.3 mmol) following the experimental procedure described in Preparation 73a. 5.78 g (92% yield) of the desired compound were obtained.

Sources & evidence

ORD record: ord-5a9aa111322347f090c05191b1f20068
Source dataset: uspto-grants-2016_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09340547B2

Reaction notes

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