Hydrochloric Acid → HCID 70166468, compound

HRID 2083820Notes

Reaction equation

HRID 2083820 reaction equation
CO.[ClH:3].[CH3:4][O:5][C:6](=[O:33])[C@H:7]([CH2:25][C:26]1[CH:31]=[CH:30][C:29]([OH:32])=[CH:28][CH:27]=1)[NH:8][C:9](=[O:24])[C@H:10]([CH2:22][OH:23])[NH:11]C(OCC1C=CC=CC=1)=O.O>O1CCCC1.[Pd]>[ClH:3].[CH3:4][O:5][C:6](=[O:33])[C@H:7]([CH2:25][C:26]1[CH:31]=[CH:30][C:29]([OH:32])=[CH:28][CH:27]=1)[NH:8][C:9](=[O:24])[C@H:10]([CH2:22][OH:23])[NH2:11]

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

Methanol (70 ml.) containing 6.67 ml. of 3N hydrogen chloride in tetrahydrofuran is added 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 and the resulting 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. filtrationThe mixture is filtered
  2. customto remove the catalyst
  3. customthe filtrate is evaporated to dryness under reduced pressure

Sources & evidence

ORD record
ord-666658081b994ad580ca14b68fbb2b37
Source dataset
uspto-grants-1978_04
Patent number
US04086219

Reaction notes

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