Benzyl (3-Oxopropyl)carbamate → HCID 10450970, compound

HRID 973632Notes

Reaction equation

[CH2:1]([PH:5](=[O:9])[O:6][CH2:7][CH3:8])[CH2:2][CH2:3][CH3:4].[CH2:10]([O:17][C:18]([NH:20][CH2:21][CH2:22][CH:23]=[O:24])=[O:19])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>C(N(CC)CC)C>[CH2:10]([O:17][C:18]([NH:20][CH2:21][CH2:22][CH:23]([P:5]([CH2:1][CH2:2][CH2:3][CH3:4])(=[O:9])[O:6][CH2:7][CH3:8])[OH:24])=[O:19])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Participants

Conditions

Temperature: 100 °C

Procedure

A mixture of 1.50 g of ethyl (n-butyl)phosphinate, 1.01 g of triethylamine and 2.07 g 3-(N-benzyloxycarbonylamino)propionaldehyde is heated to 100° C. for 4 hours. After this time the mixture is cooled to 20° and the volatile components are removed in high vacuum. Chromatography of the residue on silica gel affords ethyl 3-(N-benzyloxycarbonylamino)-1-hydroxy-propyl(n-butyl)phosphinate as a viscous oil.

Workup

temperatureAfter this time the mixture is cooled to 20°
customthe volatile components are removed in high vacuum

Sources & evidence

ORD record: ord-e5060a58d1324f68ab5c8ab9b5f84573
Source dataset: uspto-grants-1991_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05064819

Reaction notes

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