Hydrochloric Acid → HCID 131711245, compound

HRID 1763720Notes

Reaction equation

HRID 1763720 reaction equation
C(OC([NH:11][C@H:12]([C:23]([NH:25][C@H:26]([C:29]([NH:31][C@H:32]([C:41]([NH:43][C@@H:44]([C:46]([NH:48][C@H:49]([C:54]([O:56][CH3:57])=[O:55])[CH2:50][CH:51]([CH3:53])[CH3:52])=[O:47])[CH3:45])=[O:42])[CH2:33][C:34]1[CH:39]=[CH:38][C:37]([OH:40])=[CH:36][CH:35]=1)=[O:30])[CH2:27][OH:28])=[O:24])[CH2:13][C:14]1[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[NH:16][CH:15]=1)=O)C1C=CC=CC=1.[ClH:58].O.[H][H]>CO.[Pd]>[ClH:58].[NH2:11][C@H:12]([C:23]([NH:25][C@H:26]([C:29]([NH:31][C@H:32]([C:41]([NH:43][C@@H:44]([C:46]([NH:48][C@H:49]([C:54]([O:56][CH3:57])=[O:55])[CH2:50][CH:51]([CH3:53])[CH3:52])=[O:47])[CH3:45])=[O:42])[CH2:33][C:34]1[CH:35]=[CH:36][C:37]([OH:40])=[CH:38][CH:39]=1)=[O:30])[CH2:27][OH:28])=[O:24])[CH2:13][C:14]1[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[NH:16][CH:15]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 131711247HCID 131711247, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 131711245HCID 131711245, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent2×

Procedure

A solution of 1.58 g. of Nα -benzyloxycarbonyl-L-tryptophyl-L-seryl-L-tyrosyl-D-alanyl-L-leucine, methyl ester in 100 ml. of methanol with 1.6 ml. of 1.3 N hydrogen chloride in methanol is stirred with 150 mg. of palladium on carbon under one inch water pressure of hydrogen for two and a half hours. Thin layer chromatography of samples of the solution shows the disappearance of the starting material in about two hours. The catalyst is removed by filtration and the filtrate evaporated at 40° and reduced pressure. The residue is used without further purification.

Workup

  1. customin about two hours
  2. customThe catalyst is removed by filtration
  3. customthe filtrate evaporated at 40°
  4. customThe residue is used without further purification

Sources & evidence

ORD record
ord-c3446fc32309497da6c0af7d419a866e
Source dataset
uspto-grants-1978_09
Patent number
US04111923

Reaction notes

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