HCID 131723213, compound → 3-(4-tert-butoxycarbonyl piperizin-1-ylsulfonyl)-2(R)-methylpropionic acid

HRID 8850Notes

Reaction equation

HRID 8850 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([S:14]([CH2:17][C@H:18]([CH3:29])[C:19]([O:21]CC2C=CC=CC=2)=[O:20])(=[O:16])=[O:15])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]>[Pd].CO>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([S:14]([CH2:17][C@H:18]([CH3:29])[C:19]([OH:21])=[O:20])(=[O:16])=[O:15])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 1

HCID 131723213HCID 131723213, compound

Product 1

HCID 420357613-(4-tert-butoxycarbonyl piperizin-1-ylsulfonyl)-2(R)-methylpropionic acidYield 93%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A 300 mL Fisher Porter vessel equipped with magnetic stirring bar was charged with 7.2 g benzyl 3-(4-tert-butoxycarbonylpiperizin-1-ylsulfonyl)-2(R)-methylpropionate, 600 mg 10% Pd—C, and 100 mL MeOH. The reaction vessel was charged with 50 psi H2 and stirred for 2 hours at room temperature. The reaction mixture was filtered thru Celite and concentrated in vacuo to yield 5.25 g (93%) white solid. The free acid was used without further purification.

Workup

  1. customA 300 mL Fisher Porter vessel equipped with magnetic stirring bar
  2. additionThe reaction vessel was charged with 50 psi H2
  3. filtrationThe reaction mixture was filtered thru Celite
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-086b6567548e4c6f90d72930803a7c36
Source dataset
uspto-grants-2006_08
Patent number
US07091219B2

Reaction notes

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