HCID 57404210, compound → HCID 131718642, compound

HRID 1742205Notes

Reaction equation

HRID 1742205 reaction equation
[C:1]([O:5][C:6](=[O:28])[CH2:7][P:8]([CH:12]([NH:17]C(OCC1C=CC=CC=1)=O)[CH2:13][CH:14]([CH3:16])[CH3:15])([O:10][CH3:11])=[O:9])([CH3:4])([CH3:3])[CH3:2]>CO>[C:1]([O:5][C:6](=[O:28])[CH2:7][P:8]([CH:12]([NH2:17])[CH2:13][CH:14]([CH3:15])[CH3:16])([O:10][CH3:11])=[O:9])([CH3:3])([CH3:2])[CH3:4]

Participants

3

Reactant 1

HCID 57404210HCID 57404210, compound

Product 1

HCID 131718642HCID 131718642, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

[1-(Benzyloxycarbonyl)amino-3-methybutyl(methoxy)phosphinyl]acetic acid tert-butyl ester, prepared by the literature procedure: Bartlett, P. A.; Kezer, W. B.; J. Am. Chem. Soc. , 106, 4282 (1984), (357 mg, 0.86 mmol) was dissolved in MeOH (11 mL) and hydrogenolyzed under H2 using 10% Pd/C (84 mg) for approximately one hour. The catalyst was removed by filtration and the solvent removed under reduced pressure to give the title product as an oil (230 mg, 100%). The 300 MHz 1H NMR spectrum was found to be consistent with the proposed structure.

Workup

  1. customThe catalyst was removed by filtration
  2. customthe solvent removed under reduced pressure

Sources & evidence

ORD record
ord-8b45a71ca4ca4b42888cf3830ea015a6
Source dataset
uspto-grants-1994_08
Patent number
US05338726

Reaction notes

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