HCID 53901129, compound → HCID 54238417, compound

HRID 1085000Notes

Reaction equation

HRID 1085000 reaction equation
C([O:8][C:9]1[CH:41]=[CH:40][CH:39]=[C:11]2[C:12]([N:14]([CH2:17][P:18]([CH2:21][CH:22]([C:27](=[O:38])[NH:28][C@H:29]([C:34](=[O:37])[NH:35][CH3:36])[CH2:30][CH:31]([CH3:33])[CH3:32])[CH2:23][CH:24]([CH3:26])[CH3:25])(=[O:20])[OH:19])[C:15](=[O:16])[C:10]=12)=[O:13])C1C=CC=CC=1>CO.[Pd]>[OH:8][C:9]1[CH:41]=[CH:40][CH:39]=[C:11]2[C:12]([N:14]([CH2:17][P:18]([CH2:21][CH:22]([C:27](=[O:38])[NH:28][C@H:29]([C:34](=[O:37])[NH:35][CH3:36])[CH2:30][CH:31]([CH3:32])[CH3:33])[CH2:23][CH:24]([CH3:26])[CH3:25])(=[O:19])[OH:20])[C:15](=[O:16])[C:10]=12)=[O:13]

Participants

4

Reactant 1

HCID 53901129HCID 53901129, compound

Product 1

HCID 54238417HCID 54238417, compoundYield 94.6%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 23938PalladiumSolvent

Procedure

0.2 g of [[3-(benzyloxy)phthalimido]methyl][(RS)-4-methyl-2-[[(S)-3-methyl-1-(methylcarbamoyl)butyl]carbamoyl]pentyl]phosphinic acid was dissolved in 50 ml of methanol containing 0.1 g of 10% palladium-on-charcoal. The mixture was hydrogenated for 4 hours and then filtered. The filtrate was evaporated to give 0.16 g of [(3-hydroxyphthalimido)methyl][(RS)-4-methyl-2-[[(S)-3-methyl-1-(methylcarbamoyl)butyl]carbamoyl]pentyl]phosphinic acid in the form of an off-white foam.

Workup

  1. filtrationfiltered
  2. customThe filtrate was evaporated

Sources & evidence

ORD record
ord-9bc09e7b0cda4b839fbc476dd6b68b4c
Source dataset
uspto-grants-1991_04
Patent number
US05006651

Reaction notes

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