tert-butyl N-hydroxycarbamate → HCID 86654311, compound

HRID 1475998Notes

Reaction equation

HRID 1475998 reaction equation
[C:1]([O:5][C:6]([N:8]([CH3:16])[C@@H:9]([CH:13]([CH3:15])[CH3:14])[C:10]([O-:12])=[O:11])=[O:7])([CH3:4])([CH3:3])[CH3:2].[C:17]([O:21][C:22]([NH:24]O)=[O:23])([CH3:20])([CH3:19])[CH3:18]>>[C:1]([O:5][C:6]([N:8]([CH3:16])[C@@H:9]([CH:13]([CH3:14])[CH3:15])[C:10]([O:12][NH:24][C:22]([O:21][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:23])=[O:11])=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 97534tert-butyl N-hydroxycarbamateHCID 7010607HCID 7010607, compound

Product 1

HCID 86654311HCID 86654311, compound

Procedure

[(tert-Butoxy)carbonyl]amino (2S)-2-{[(tert-butoxy)carbonyl](methyl)amino}-3-methylbutanoate is prepared from (25)-2-{[(tert-butoxy)carbonyl](methyl)amino}-3-methylbutanoate and N-tert-butoxycarbonyl hydroxylamine according to Scheme 6. The compound exists as rotomers and is reported as such. (1.18 g, 42%), 1H NMR (500 MHz, CHLOROFORM-d) δ ppm 7.50-8.11 (1H, m), 4.02-4.94 (1H, m), 3.49-3.50 (3H, m), 2.07-2.41 (1H, m), 1.37-1.55 (18H, m), 0.83-1.17 (6H, m).

Sources & evidence

ORD record
ord-0411c30bf85f44e3b084e6c5fb749f3b
Source dataset
uspto-grants-2015_04
Patent number
US09018411B2

Reaction notes

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