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

HRID 421598Notes

Reaction equation

HRID 421598 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+l]+.

Sources & evidence

ORD record
ord-bb2b0db591fd4716ad6c8d24ffed1ca7
Source dataset
uspto-grants-2012_01
Patent number
US08101588B2

Reaction notes

Loading…