Z-Ser(tBu)-Asn-Leu-OMe → H-Ser(tBu)-Asn-Leu-OMe

HRID 1679834Notes

Reaction equation

HRID 1679834 reaction equation
[NH:1](C(OCC1C=CC=CC=1)=O)[C@H:2]([C:9]([NH:11][C@H:12]([C:17]([NH:19][C@H:20]([C:25]([O:27][CH3:28])=[O:26])[CH2:21][CH:22]([CH3:24])[CH3:23])=[O:18])[CH2:13][C:14](=[O:16])[NH2:15])=[O:10])[CH2:3][O:4][C:5]([CH3:8])([CH3:7])[CH3:6]>CO.[C].[Pd]>[NH2:1][C@H:2]([C:9]([NH:11][C@H:12]([C:17]([NH:19][C@H:20]([C:25]([O:27][CH3:28])=[O:26])[CH2:21][CH:22]([CH3:24])[CH3:23])=[O:18])[CH2:13][C:14](=[O:16])[NH2:15])=[O:10])[CH2:3][O:4][C:5]([CH3:6])([CH3:7])[CH3:8]

Participants

4

Reactant 1

HCID 131710201Z-Ser(tBu)-Asn-Leu-OMe

Product 1

HCID 131710202H-Ser(tBu)-Asn-Leu-OMe

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

A solution of 6.3 g of Z-Ser(tBu)-Asn-Leu-OMe in 600 ml of methanol is hydrogenated in the presence of 1.2 g of palladium carbon (10% Pd). After 11/4 hours the catalyst is suctioned off and the filtrate evaporated to dryness at 30° C. bath temperature under vacuum. The resulting crystalline tripeptide derivative reveals in the thin-layer chromatogram on silica gel plates in chloroform+methanol (90:10) an Rf value of 0.11.

Workup

  1. custom4 hours
  2. customthe filtrate evaporated to dryness at 30° C. bath temperature under vacuum

Sources & evidence

ORD record
ord-e3a52363a22e4b0282a264d09f5a4cd8
Source dataset
uspto-grants-1981_06
Patent number
US04271068

Reaction notes

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