Benzyl (3-Oxopropyl)carbamate → ethyl P-(3-benzyloxycarbonylamino-1-hydroxy-propyl)-P-methyl-phosphinate

HRID 865848Notes

Reaction equation

HRID 865848 reaction equation
[CH2:1]([O:8][C:9]([NH:11][CH2:12][CH2:13][CH:14]=[O:15])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:16][PH:17](=[O:21])[O:18][CH2:19][CH3:20]>C(N(CC)CC)C>[CH2:1]([O:8][C:9]([NH:11][CH2:12][CH2:13][CH:14]([P:17]([CH3:16])(=[O:21])[O:18][CH2:19][CH3:20])[OH:15])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 10398106Benzyl (3-Oxopropyl)carbamateHCID 178476777HCID 178476777, compound

Product 1

HCID 10403409ethyl P-(3-benzyloxycarbonylamino-1-hydroxy-propyl)-P-methyl-phosphinate

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

A mixture of 5.18 g of 3-(benzyloxycarbonylamino)propionaldehyde, 2.7 g of ethyl P-methylphosphinate and 2,53 g of triethylamine is heated to 100° under an inert gas atmosphere for 2 hours. After cooling to room temperature the volatile materials are removed under reduced pressure to afford a viscous oil. Chromatography thereof on silica gel gives ethyl P-(3-benzyloxycarbonylamino-1-hydroxy-propyl)-P-methyl-phosphinate as a colourless, viscous oil.

Workup

  1. temperatureis heated to 100° under an inert gas atmosphere for 2 hours
  2. customare removed under reduced pressure
  3. customto afford a viscous oil

Sources & evidence

ORD record
ord-30ca2ac54125430593db2cd65b6d236a
Source dataset
uspto-grants-1996_10
Patent number
US05567840

Reaction notes

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