Methanamine, N-methoxy-, hydrochloride (1:1) → (S)-tert-Butyl (1-(methoxy(methyl)amino)-1-oxopropan-2-yl)carbamate

HRID 1662786Notes

Reaction equation

HRID 1662786 reaction equation
[C:1]([O:5][C:6]([NH:8][C@H:9]([C:11]([OH:13])=O)[CH3:10])=[O:7])([CH3:4])([CH3:3])[CH3:2].Cl.[CH3:15][NH:16][O:17][CH3:18]>>[C:1]([O:5][C:6](=[O:7])[NH:8][C@@H:9]([CH3:10])[C:11]([N:16]([O:17][CH3:18])[CH3:15])=[O:13])([CH3:2])([CH3:3])[CH3:4]

Participants

3

Reactant 2

HCID 81138Methanamine, N-methoxy-, hydrochloride (1:1)HCID 85082Tert-butoxycarbonylalanine

Product 1

HCID 11806530(S)-tert-Butyl (1-(methoxy(methyl)amino)-1-oxopropan-2-yl)carbamateYield 52.5%

Procedure

With 2.00 g of N-(tert-butoxy carbonyl)-L-alanine and 1.55 g of N,O-dimethyl hydroxylamine hydrochloride as starting materials, 1.29 g of the title compound (colorless solid) was obtained by a similar procedure to Step 10-1.

Sources & evidence

ORD record
ord-582b8a496d8c46e9a24c66b8e8e7234d
Source dataset
uspto-grants-2011_10
Patent number
US08030499B2

Reaction notes

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