Hydrochloric Acid → HCID 131711242, compound

HRID 1763719Notes

Reaction equation

HRID 1763719 reaction equation
C(OC([NH:11][C@H:12]([C:15]([NH:17][C@H:18]([C:27]([NH:29][C@@H:30]([C:32]([NH:34][C@H:35]([C:40]([O:42][CH3:43])=[O:41])[CH2:36][CH:37]([CH3:39])[CH3:38])=[O:33])[CH3:31])=[O:28])[CH2:19][C:20]1[CH:25]=[CH:24][C:23]([OH:26])=[CH:22][CH:21]=1)=[O:16])[CH2:13][OH:14])=O)C1C=CC=CC=1.[ClH:44].O.[H][H]>CO.[Pd]>[ClH:44].[NH2:11][C@H:12]([C:15]([NH:17][C@H:18]([C:27]([NH:29][C@@H:30]([C:32]([NH:34][C@H:35]([C:40]([O:42][CH3:43])=[O:41])[CH2:36][CH:37]([CH3:38])[CH3:39])=[O:33])[CH3:31])=[O:28])[CH2:19][C:20]1[CH:21]=[CH:22][C:23]([OH:26])=[CH:24][CH:25]=1)=[O:16])[CH2:13][OH:14]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 131711244HCID 131711244, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 131711242HCID 131711242, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent2×

Procedure

A solution of 3 g. of Nα -benzyloxycarbonyl-L-seryl-L-tyrosyl-D-alanyl-L-leucine, methyl ester in 100 ml. of methanol containing 3.7 ml. of 1.35 N hydrogen chloride in methanol is stirred with 200 mg. of 20% palladium on carbon under one inch of water pressure of hydrogen for three hours. Thin layer chromatography of samples of the solution shows disappearance of the starting material in about two hours. The reaction mixture is filtered to remove the catalyst and the filtrate evaporated at 30°-40° C. to yield the product as a foam. The product is used without further purification.

Workup

  1. customin about two hours
  2. filtrationThe reaction mixture is filtered
  3. customto remove the catalyst
  4. customthe filtrate evaporated at 30°-40° C.

Sources & evidence

ORD record
ord-4c8ba3a5b10d446894af3bd665c1fc6e
Source dataset
uspto-grants-1978_09
Patent number
US04111923

Reaction notes

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