Hydrochloric Acid → HCID 70617593, compound

HRID 1763733Notes

Reaction equation

HRID 1763733 reaction equation
[CH3:1][O:2][C:3](=[O:31])[C@H:4]([CH2:27][CH:28]([CH3:30])[CH3:29])[NH:5][C:6](=[O:26])[C@@H:7]([CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[NH:8]C(OCC1C=CC=CC=1)=O.[ClH:32].[H][H]>CO.[Pd]>[ClH:32].[CH3:1][O:2][C:3](=[O:31])[C@H:4]([CH2:27][CH:28]([CH3:29])[CH3:30])[NH:5][C:6](=[O:26])[C@@H:7]([CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[NH2:8]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 13647094HCID 13647094, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 70617593HCID 70617593, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent2×

Procedure

A solution of 7 g. (0.016 mol) of Nα -benzyloxycarbonyl-D-phenylalanyl-L-leucine methyl ester in 120 ml. of methanol is treated with 6.12 ml. of 2.680N hydrogen chloride in methanol and reduced with hydrogen and 500 mg. of 10% palladium on carbon at atmospheric pressure. The reaction is monitored by thin layer chromatography. The mixture is filtered to separate the catalyst and the solution evaporated; 5.4 g. as a glass; [α]D23 -82.5° (c 1.02, methanol).

Workup

  1. filtrationThe mixture is filtered
  2. customto separate the catalyst
  3. customthe solution evaporated

Sources & evidence

ORD record
ord-50533274e5bc4cbf998c2955ce2d2f4f
Source dataset
uspto-grants-1978_09
Patent number
US04111923

Reaction notes

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