HCID 131726814, compound → HCID 85850191, compound

HRID 898209Notes

Reaction equation

HRID 898209 reaction equation
C(OC([NH:11][CH2:12][CH2:13][CH:14]([P:16](=[O:23])([O:20][CH2:21][CH3:22])[O:17][CH2:18][CH3:19])[OH:15])=O)C1C=CC=CC=1>[Pd].CO>[NH2:11][CH2:12][CH2:13][CH:14]([P:16](=[O:23])([O:17][CH2:18][CH3:19])[O:20][CH2:21][CH3:22])[OH:15]

Participants

4

Reactant 1

HCID 131726814HCID 131726814, compound

Product 1

HCID 85850191HCID 85850191, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

(R/S)-Diethyl 3-benzyloxycarbonylamino-1-hydroxypropylphosphonate (0.36 g, 1.04 mmol, from Step A) and palladium on carbon (10%, 0.10 g) were stirred together in methanol (5 mL) under an atmosphere of hydrogen. After 2 h, the reaction was filtered and concentrated in vacuo to give a colorless oil: 1H NMR (500 MHz, CD3OD) δ 4.10-4.22 (m, 4H), 4.00-4.05 (m, 1H), 2.85-3.00 (m, 2H), 1.85-2.00 (m, 2H), 1.34 (t, J=7.0 Hz, 6H); ESI-MS 211.8 (M+H)

Workup

  1. filtrationthe reaction was filtered
  2. concentrationconcentrated in vacuo
  3. customto give a colorless oil

Sources & evidence

ORD record
ord-0c27e53e842e4c77ac99de21297e9238
Source dataset
uspto-grants-2008_04
Patent number
US07351725B2

Reaction notes

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