Acetic Acid → HCID 70050847, compound

HRID 1078617Notes

Reaction equation

HRID 1078617 reaction equation
[C:1]([O:5][C:6](=[O:42])[CH2:7][N:8]1[CH2:13][CH2:12][N:11]([C:14](=[O:35])[C@H:15]([CH2:27][C:28]2[CH:33]=[CH:32][C:31]([OH:34])=[CH:30][CH:29]=2)[NH:16]C(OCC2C=CC=CC=2)=O)[C@@H:10]([CH2:36][C:37]([O:39][CH3:40])=[O:38])[C:9]1=[O:41])([CH3:4])([CH3:3])[CH3:2].C(O)(=O)C.CO>[H][H].[C].[Pd]>[C:6]([OH:42])(=[O:5])[CH3:7].[C:1]([O:5][C:6](=[O:42])[CH2:7][N:8]1[CH2:13][CH2:12][N:11]([C:14](=[O:35])[C@H:15]([CH2:27][C:28]2[CH:29]=[CH:30][C:31]([OH:34])=[CH:32][CH:33]=2)[NH2:16])[C@@H:10]([CH2:36][C:37]([O:39][CH3:40])=[O:38])[C:9]1=[O:41])([CH3:4])([CH3:2])[CH3:3]

Participants

6

Reactant 3

HCID 176Acetic AcidHCID 887MethanolHCID 10650932HCID 10650932, compound

Product 1

HCID 70050847HCID 70050847, compoundYield 176.2%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 178418361HCID 178418361, compoundSolvent

Procedure

A mixture of 1.3 g of (S)-4-(N-benzyloxycarbonyl-L-tyrosyl)-3 -methoxycarbonylmethyl-2-oxopiperazine- 1-acetic acid tert-butyl ester thus obtained, 300 mg of 10% palladium-carbon, 180 mg of acetic acid and 20 ml of methanol was stirred for 30 minutes in hydrogen streams. The catalyst was filtered off, and the filtrate was concentrated under reduced pressure to afford 1.0 g of (S)-4-L-tyrosyl-3-methoxycarbonylmethyl-2-oxo-piperazine-1-acetic acid tert-butyl ester acetate as a colorless oily product. This product can be used in the subsequent reaction without purification.

Workup

  1. customthus obtained
  2. filtrationThe catalyst was filtered off
  3. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-51a375cb46bc4a32aea88c333246bd79
Source dataset
uspto-grants-1996_08
Patent number
US05550131

Reaction notes

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