HCID 22036059, compound → HCID 22036144, compound

HRID 1789920Notes

Reaction equation

HRID 1789920 reaction equation
C([S:4][CH:5]([CH2:27][CH2:28][C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1)[CH:6]([CH2:12][C:13]1[CH:14]=[N:15][C:16]([NH:19]C(OC(C)(C)C)=O)=[CH:17][CH:18]=1)[C:7]([O:9]CC)=[O:8])(=O)C>Cl>[NH2:19][C:16]1[N:15]=[CH:14][C:13]([CH2:12][CH:6]([CH:5]([SH:4])[CH2:27][CH2:28][C:29]2[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=2)[C:7]([OH:9])=[O:8])=[CH:18][CH:17]=1

Participants

3

Reactant 1

HCID 22036059HCID 22036059, compound

Product 1

HCID 22036144HCID 22036144, compound

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

Ethyl 3-(acetylsulfanyl)-2-({6-[(tert-butoxycarbonyl)amino]-3-pyridinyl}methyl)-5-phenylpentanoate (9 mg, 18.5 μmol) was dissolved in conc. HCl (1 mL) under argon. The solution was heated to reflux for 4.5 h. Concentration under reduced pressure yielded the title compound as the hydrochloride salt (6.4 mg, 98%) as a diastereomeric mixture 1:1.

Workup

  1. temperatureThe solution was heated
  2. temperatureto reflux for 4.5 h
  3. concentrationConcentration under reduced pressure

Sources & evidence

ORD record
ord-71bc195e21be47959f97fd32b2c63057
Source dataset
uspto-grants-2006_07
Patent number
US07071175B1

Reaction notes

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