Hydrochloric Acid → HCID 70266804, compound

HRID 1647428Notes

Reaction equation

HRID 1647428 reaction equation
[CH3:1][O:2][C:3](=[O:29])[C@H:4]([CH2:21][C:22]1[CH:27]=[CH:26][C:25]([OH:28])=[CH:24][CH:23]=1)[NH:5][C:6]([C:8]1([NH:13]C(OC(C)(C)C)=O)[CH2:12][CH2:11][CH2:10][CH2:9]1)=[O:7].[ClH:30]>ClCCl.C(OCC)(=O)C>[ClH:30].[CH3:1][O:2][C:3](=[O:29])[C@H:4]([CH2:21][C:22]1[CH:23]=[CH:24][C:25]([OH:28])=[CH:26][CH:27]=1)[NH:5][C:6]([C:8]1([NH2:13])[CH2:12][CH2:11][CH2:10][CH2:9]1)=[O:7]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 10549319N-[[1-[[(1,1-dimethylethoxy)carbonyl]amino]-1-cyclopentyl]carbonyl]-L-tyrosine methyl ester

Product 1

HCID 70266804HCID 70266804, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of N-[[1-[[(1,1-dimethylethoxy)carbonyl]amino]-1-cyclopentyl]carbonyl]-L-tyrosine methyl ester (3.50 g, 8.6 mmol) in dichloromethane (60 mL) and ethyl acetate (10 mL) is bubbled dry HCl gas for 15 minutes. The solvent is then removed under reduced pressure to give, as a foam, [[1-amino(1-cyclopentyl)]carbonyl]-L-tyrosine methyl ester hydrochloride, the compound of formula III wherein R1 is 4-hydroxyphenyl, R2 is methyl, R3 is acetyl and R4 is isopropyl.

Workup

  1. customThe solvent is then removed under reduced pressure

Sources & evidence

ORD record
ord-92e8f55c0cf24fd0b214439a3ecd5ccc
Source dataset
uspto-grants-1995_07
Patent number
US05432186

Reaction notes

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