Boc-Pro-D-Pro-OBn → Boc-Pro-D-Pro-OH

HRID 1189912Notes

Reaction equation

HRID 1189912 reaction equation
[N:1]1([C:23]([O:25][C:26]([CH3:29])([CH3:28])[CH3:27])=[O:24])[CH2:22][CH2:21][CH2:20][C@H:2]1[C:3]([N:5]1[CH2:19][CH2:18][CH2:17][C@@H:6]1[C:7]([O:9]CC1C=CC=CC=1)=[O:8])=[O:4]>[Pd].CO>[N:1]1([C:23]([O:25][C:26]([CH3:29])([CH3:28])[CH3:27])=[O:24])[CH2:22][CH2:21][CH2:20][C@H:2]1[C:3]([N:5]1[CH2:19][CH2:18][CH2:17][C@@H:6]1[C:7]([OH:9])=[O:8])=[O:4]

Participants

4

Reactant 1

HCID 131731248Boc-Pro-D-Pro-OBn

Product 1

HCID 56845418Boc-Pro-D-Pro-OHYield 100%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalyst2×HCID 887MethanolSolvent

Procedure

2.05 g of Pd/C (ASCA-2, ca. Pd 5 wt %, 50% wet) was added to 41 ml of methanol solution of 4.10 g (10.2 mmol) of Boc-Pro-D-Pro-OBn obtained in Synthesis Example 1-1, followed by stirring for 20 hours at room temperature under a hydrogen atmosphere. After a reaction mixture was filtrated by celite, the filtrate was concentrated under reduced pressure, thereby obtaining the product with a yield of 100%.

Workup

  1. customobtained in Synthesis Example 1-1
  2. filtrationAfter a reaction mixture was filtrated by celite
  3. concentrationthe filtrate was concentrated under reduced pressure
  4. customobtaining the product with a yield of 100%

Sources & evidence

ORD record
ord-d3d8f12bd48f46088acf36efb9d726e6
Source dataset
uspto-grants-2014_03
Patent number
US08674144B2

Reaction notes

Loading…