tert-butyl N-hydroxycarbamate → HCID 86654176, compound

HRID 1475997Notes

Reaction equation

HRID 1475997 reaction equation
[C:1]([O:5][C:6]([N:8]([CH3:14])[C@@H:9]([CH3:13])[C:10]([OH:12])=[O:11])=[O:7])([CH3:4])([CH3:3])[CH3:2].[C:15]([O:19][C:20]([NH:22]O)=[O:21])([CH3:18])([CH3:17])[CH3:16]>>[C:1]([O:5][C:6]([N:8]([CH3:14])[C@@H:9]([CH3:13])[C:10]([O:12][NH:22][C:20]([O:19][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:21])=[O:11])=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 97534tert-butyl N-hydroxycarbamateHCID 7009590(2S)-2-(((tert-butoxy)carbonyl)(methyl)amino)propanoic acid

Product 1

HCID 86654176HCID 86654176, compound

Procedure

[(tert-Butoxy)carbonyl]amino (2S)-2-{[(tert-butoxy)carbonyl](methyl)amino}-propanoate is prepared from (2S)-2-{[(tert-butoxy)carbonyl](methyl)amino}propanoic acid and N-tert-butoxycarbonyl hydroxylamine according to Scheme 6. (0.96 g, 61%), The compound exists as rotomers and is reported as such. 1H NMR (500 MHz, CHLOROFORM-d) δ ppm 7.73-7.89 (1H, m), 4.61-5.04 (1H, m), 2.86-2.96 (3H, m), 1.41-1.53 (21H, m).

Sources & evidence

ORD record
ord-5221b604ba3d47448b9a4a58b57cdac6
Source dataset
uspto-grants-2015_04
Patent number
US09018411B2

Reaction notes

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