Benzyl hydroxycarbamate → [(Benzyloxy)carbonyl]amino propanoate

HRID 1475974

Reaction equation

[CH2:1]([O:8][C:9]([NH:11][OH:12])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:13](Cl)(=[O:16])[CH2:14][CH3:15]>>[C:13]([O:12][NH:11][C:9]([O:8][CH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)=[O:10])(=[O:16])[CH2:14][CH3:15]

Participants

Reactant 2

HCID 18907Benzyl hydroxycarbamate

HCID 62324Propionyl chloride

Product 1

HCID 53881541[(Benzyloxy)carbonyl]amino propanoate

Procedure

[(Benzyloxy)carbonyl]amino propanoate is prepared from N-(benzyloxycarbonyl) hydroxylamine and propionyl chloride according to Scheme 1. (3.6 g, 89%), 1H NMR (500 MHz, CHLOROFORM-d) δ ppm 8.18 (1H, s), 7.32-7.43 (5H, m), 5.22 (2H, s), 2.50 (2H, q, 7.6 Hz), 1.22 (3H, t, 7.6 Hz).

Sources & evidence

ORD record: ord-8e8b2700ebfe4bddb82b7058ff1e62ea
Source dataset: uspto-grants-2015_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09018411B2

Linked notes

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