BOC-D-alanine → N~2~-(tert-Butoxycarbonyl)-N-methoxy-N-methyl-D-alaninamide

HRID 2111560Notes

Reaction equation

HRID 2111560 reaction equation
[C:1]([O:5][C:6]([NH:8][C@@H:9]([CH3:16])[C:10]([N:12]([O:14][CH3:15])[CH3:13])=[O:11])=[O:7])([CH3:4])([CH3:3])[CH3:2].C(N[C@@H](C(O)=O)C)(OC(C)(C)C)=O>>[C:1]([O:5][C:6]([NH:8][C@H:9]([CH3:16])[C:10]([N:12]([O:14][CH3:15])[CH3:13])=[O:11])=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 637606BOC-D-alanineHCID 11806530(S)-tert-Butyl (1-(methoxy(methyl)amino)-1-oxopropan-2-yl)carbamate

Product 1

HCID 23537239N~2~-(tert-Butoxycarbonyl)-N-methoxy-N-methyl-D-alaninamideYield 88%

Procedure

The title compound was prepared as (2S)-2-[(tert-butoxy)carbonylamino]-N-methoxy-N-methylpropanamide with boc-D-alanine (20 grams, 105.7 mmol) to give the title compound (21.7 g, 88%): ES-MS (m/z) 233.2 [M+1]+.

Sources & evidence

ORD record
ord-556968b166cb4ab4b3e1ad03c12cec43
Source dataset
uspto-grants-2009_04
Patent number
US07521446B2

Reaction notes

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