Hydrochloric Acid → HCID 70166468, compound

HRID 65594Notes

Reaction equation

HRID 65594 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.[ClH:31].[H][H]>CO>[ClH:31].[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

5

Reactant 3

HCID 313Hydrochloric AcidHCID 13190522HCID 13190522, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 70166468HCID 70166468, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

To a mixture consisting of 4.16 g. of N-benzyloxycarbonyl-L-seryl-L-tyrosine methyl ester [for the preparation of this compound see J. Am. Chem. Soc., 76, 5076 (1954)], 30 ml. of methanol, and 416 mg. of 5% palladium-on-barium sulfate is added 8.7 ml. of methanol containing 400 mg. of hydrogen chloride, and hydrogen is passed over the stirred mixture for 75 minutes. The mixture is then filtered to remove the catalyst, and the filtrate is evaporated to dryness under reduced pressure to give a solid residue of L-seryl-L-tyrosine methyl ester hydrochloride, which is suitable for use without further purification.

Workup

  1. filtrationThe mixture is then filtered
  2. customto remove the catalyst
  3. customthe filtrate is evaporated to dryness under reduced pressure

Sources & evidence

ORD record
ord-a43679a8b75349c3aad8097a4b646581
Source dataset
uspto-grants-1978_12
Patent number
US04128540

Reaction notes

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