N-(tert-butoxycarbonyl)glycine → HCID 86722047, compound

HRID 525028Notes

Reaction equation

HRID 525028 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][CH2:26][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])[CH2:26][NH:25][C:23](=[O:24])[O:22][C:18]([CH3:20])([CH3:19])[CH3:21]

Participants

3

Reactant 2

HCID 78288N-(tert-butoxycarbonyl)glycineHCID 86722044HCID 86722044, compound

Product 1

HCID 86722047HCID 86722047, compoundYield 97.9%

Procedure

The title compound was prepared from (S)-1-amino-N-(1-phenylethyl)-1H-pyrrole-2-carboxamide (3.50 g, 15.3 mmol) and 2-(tert-butoxycarbonylamino)acetic acid (2.67 g, 15.3 mmol) following the experimental procedure described in Preparation 73a. 5.79 g (89% yield) of the desired compound were obtained.

Sources & evidence

ORD record
ord-86467f2acc10498f93cdbec87b071fcf
Source dataset
uspto-grants-2016_05
Patent number
US09340547B2

Reaction notes

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