Hydrochloric Acid → Valyltyrosine methyl ester hydrochloride

HRID 1395810Notes

Reaction equation

HRID 1395810 reaction equation
[CH3:1][O:2][C:3](=[O:28])[C@H:4]([CH2:20][C:21]1[CH:26]=[CH:25][C:24]([OH:27])=[CH:23][CH:22]=1)[NH:5][C:6](=[O:19])[C@H:7]([CH:16]([CH3:18])[CH3:17])[NH:8]C(OC(C)(C)C)=O.[ClH:29]>C(O)(=O)C.O1CCOCC1>[ClH:29].[CH3:1][O:2][C:3](=[O:28])[C@H:4]([CH2:20][C:21]1[CH:26]=[CH:25][C:24]([OH:27])=[CH:23][CH:22]=1)[NH:5][C:6](=[O:19])[C@H:7]([CH:16]([CH3:18])[CH3:17])[NH2:8]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 14752398t-Butoxycarbonylvalyltyrosine methyl ester

Product 1

HCID 14445713Valyltyrosine methyl ester hydrochloride

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 312751,4-DioxaneSolvent

Procedure

29.6 g of t-butoxycarbonylvalyltyrosine methyl ester is dissolved in 255 ml of acetic acid. To this solution is added 128 ml of 6 N hydrochloric acid in dioxane. The reaction is allowed to stand for five minutes and the solution is removed under vacuum. The residue is triturated with ethyl ether. The resultant precipitate is filtered, washed with ethyl ether and dried in a vacuum oven at 55° C. to afford valyltyrosine methyl ester hydrochloride.

Workup

  1. customthe solution is removed under vacuum
  2. customThe residue is triturated with ethyl ether
  3. filtrationThe resultant precipitate is filtered
  4. washwashed with ethyl ether
  5. customdried in a vacuum oven at 55° C.

Sources & evidence

ORD record
ord-5358562922ff4d49b612e831ee79bd09
Source dataset
uspto-grants-1980_05
Patent number
US04204991

Reaction notes

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