3-Acetylsulfanyl-2-(6-tert-butoxycarbonylamino-pyridin-3-ylmethyl)-butyric acid ethyl ester → 2-(6-Amino-pyridin-3-ylmethyl)-3-mercapto-butyric acid

HRID 1789874Notes

Reaction equation

HRID 1789874 reaction equation
C([O:3][C:4](=[O:27])[CH:5]([CH2:12][C:13]1[CH:14]=[N:15][C:16]([NH:19]C(OC(C)(C)C)=O)=[CH:17][CH:18]=1)[CH:6]([S:8]C(=O)C)[CH3:7])C>Cl>[NH2:19][C:16]1[N:15]=[CH:14][C:13]([CH2:12][CH:5]([CH:6]([SH:8])[CH3:7])[C:4]([OH:27])=[O:3])=[CH:18][CH:17]=1

Participants

3

Reactant 1

HCID 537302483-Acetylsulfanyl-2-(6-tert-butoxycarbonylamino-pyridin-3-ylmethyl)-butyric acid ethyl ester

Product 1

HCID 97945372-(6-Amino-pyridin-3-ylmethyl)-3-mercapto-butyric acid

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A solution of 3-acetylsulfanyl-2-(6-tert-butoxycarbonylamino-pyridin-3-ylmethyl)-butyric acid ethyl ester/A (45 mg; 0.11 mmol) in concentrated HCl (2 mL) was refluxed under argon for 1 hour. The reaction mixture was allowed to cool to room temperature and concentrated under reduced pressure to afford 28.4 mg of the title compound as the hydrochloride salt.

Workup

  1. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-35fdb8f1571d47498fb8da30b6effcf0
Source dataset
uspto-grants-2006_07
Patent number
US07071175B1

Reaction notes

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