Chloroform methanol → H-Val-Gly-Ala-Pro-OtBu

HRID 971575Notes

Reaction equation

HRID 971575 reaction equation
[NH:1](C(OCC1C=CC=CC=1)=O)[C@H:2]([C:6]([NH:8][CH2:9][C:10]([NH:12][C@H:13]([C:15]([N:17]1[CH2:28][CH2:27][CH2:26][C@H:18]1[C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])=[O:16])[CH3:14])=[O:11])=[O:7])[CH:3]([CH3:5])[CH3:4].[H][H].C(Cl)(Cl)Cl.CO>CO.[Pd]>[NH2:1][C@H:2]([C:6]([NH:8][CH2:9][C:10]([NH:12][C@H:13]([C:15]([N:17]1[CH2:28][CH2:27][CH2:26][C@H:18]1[C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])=[O:16])[CH3:14])=[O:11])=[O:7])[CH:3]([CH3:4])[CH3:5]

Participants

6

Reactant 3

HCID 21584188Chloroform methanolHCID 131709999Z-Val-Gly-Ala-Pro-OtBuHCID 178418361HCID 178418361, compound

Product 1

HCID 131710000H-Val-Gly-Ala-Pro-OtBu

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

533 mg of Z-Val-Gly-Ala-Pro-OtBu are hydrogenated in 10 ml of methanol in the presence of 300 mg of Pd on charcoal (10%) at room temperature. The hydrogen uptake has ended after 20 minutes. The catalyst is filtered off and the filtrate evaporated in a waterpump vacuum at 30° C. to give an oil. Rf = 0.52 in the system chloroform-methanol (1:1) on silica gel.

Workup

  1. filtrationThe catalyst is filtered off
  2. customthe filtrate evaporated in a waterpump vacuum at 30° C.
  3. customto give an oil

Sources & evidence

ORD record
ord-204322c1b3a14cb2a176700a1ff7ddd7
Source dataset
uspto-grants-1979_07
Patent number
US04159981

Reaction notes

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