HCID 131713405, compound → HCID 53948448, compound

HRID 1388751Notes

Reaction equation

HRID 1388751 reaction equation
[CH2:1]([O:3][P:4]([CH2:26][CH2:27][CH2:28][CH2:29][C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1)([N:6]([CH3:25])[CH2:7][C:8]([N:10]1[CH2:24][CH2:23][CH2:22][C@H:11]1[C:12]([O:14]CC1C=CC=CC=1)=[O:13])=[O:9])=[O:5])[CH3:2]>[C].[Pd].CO>[CH2:1]([O:3][P:4]([CH2:26][CH2:27][CH2:28][CH2:29][C:30]1[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=1)([N:6]([CH3:25])[CH2:7][C:8]([N:10]1[CH2:24][CH2:23][CH2:22][C@H:11]1[C:12]([OH:14])=[O:13])=[O:9])=[O:5])[CH3:2]

Participants

4

Reactant 1

HCID 131713405HCID 131713405, compound

Product 1

HCID 53948448HCID 53948448, compound

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

A mixture of the diester product from part (d) (2.0 g., 4 mmole), 10% palladium-carbon catalyst (350 mg.) and methanol (40 ml.) is hydrogenated in a Parr apparatus at 50 psi. for 1 hour. The catalyst is removed by filtration through a Celite bed and the filtrate evaporated to give 1-[N-[ethoxy(4-phenylbutyl)phosphinyl]-N-methylglycyl]-L-proline as a foam. Tlc (methanol/acetic acid/dichloromethane; 5:5:100) shows a major spot at Rf 0.6.

Workup

  1. customThe catalyst is removed by filtration through a Celite bed
  2. customthe filtrate evaporated

Sources & evidence

ORD record
ord-f9e64bb9e5b944edae710ac1a39fea32
Source dataset
uspto-grants-1984_02
Patent number
US04432971

Reaction notes

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