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

HRID 1076413Notes

Reaction equation

HRID 1076413 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.[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 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

6.3 g of Z-Ser(tBu)-Asn-Leu-OMe are dissolved in 600 ml of methanol and hydrogenated in the presence of 1.2 g of palladium-charcoal (10 % Pd). After 1.25 hours the catalyst is filtered off and the solution evaporated to dryness in vacuo at 30°C bath temperature. The crystalline tripeptide derivative thereupon obtained shows Rf = 0.11 on thin layer chromatography on silica gel plates in the system chloroform-methanol (90:10).

Workup

  1. filtrationAfter 1.25 hours the catalyst is filtered off
  2. customthe solution evaporated to dryness in vacuo at 30°C bath temperature

Sources & evidence

ORD record
ord-04e70a8809a74f1f8a1304025be57cc6
Source dataset
uspto-grants-1976_05
Patent number
US03956260

Reaction notes

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