Hydrochloric Acid → HCID 70166468, compound

HRID 1763724Notes

Reaction equation

HRID 1763724 reaction equation
[CH3:1][O:2][C:3](=[O:30])[C@H:4]([CH2:22][C:23]1[CH:28]=[CH:27][C:26]([OH:29])=[CH:25][CH:24]=1)[NH:5][C:6](=[O:21])[C@H:7]([CH2:19][OH:20])[NH:8]C(OCC1C=CC=CC=1)=O.CO.[ClH:33].O>[Pd].O1CCCC1>[ClH:33].[CH3:1][O:2][C:3](=[O:30])[C@H:4]([CH2:22][C:23]1[CH:28]=[CH:27][C:26]([OH:29])=[CH:25][CH:24]=1)[NH:5][C:6](=[O:21])[C@H:7]([CH2:19][OH:20])[NH2:8]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 962WaterHCID 13190522HCID 13190522, compound

Product 1

HCID 70166468HCID 70166468, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

To a mixture of 8.328 g. of Nα -benzyloxycarbonyl-L-seryl-L-tyrosine methyl ester [cf. Fischer and Whetstone, J. Am. Chem. Soc., 76, 5076 (1954)] and 500 mg. of 20% palladium on carbon is added 70 ml. of methanol containing 6.67 ml. of 3N hydrogen chloride in tetrahydrofuran and the mixture stirred under hydrogen at one inch water pressure for three hours. The mixture is filtered to remove the catalyst and the filtrate is evaporated to dryness under reduced pressure to give a residue of L-seryl-L-tyrosine methyl ester hydrochloride which is suitable for use without further purification.

Workup

  1. additionTo a mixture of 8.328 g
  2. filtrationThe mixture is filtered
  3. customto remove the catalyst
  4. customthe filtrate is evaporated to dryness under reduced pressure

Sources & evidence

ORD record
ord-b3d01121583d4361a7548b38655bd980
Source dataset
uspto-grants-1978_09
Patent number
US04111923

Reaction notes

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