2-Acetylsulfanylmethyl-3-(6-tert-butoxycarbonylamino-pyridin-3-yl)-3-phenyl-propionic acid ethyl ester → 3-(6-Amino-pyridin-3-yl)-2-mercaptomethyl-3-phenyl-propionic acid

HRID 1789915Notes

Reaction equation

HRID 1789915 reaction equation
C([O:3][C:4](=[O:32])[CH:5]([CH2:27][S:28]C(=O)C)[CH:6]([C:13]1[CH:14]=[N:15][C:16]([NH:19]C(OC(C)(C)C)=O)=[CH:17][CH:18]=1)[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)C>Cl>[NH2:19][C:16]1[N:15]=[CH:14][C:13]([CH:6]([C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH:5]([CH2:27][SH:28])[C:4]([OH:32])=[O:3])=[CH:18][CH:17]=1

Participants

3

Reactant 1

HCID 539704052-Acetylsulfanylmethyl-3-(6-tert-butoxycarbonylamino-pyridin-3-yl)-3-phenyl-propionic acid ethyl ester

Product 1

HCID 220361473-(6-Amino-pyridin-3-yl)-2-mercaptomethyl-3-phenyl-propionic acid

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

2-Acetylsulfanylmethyl-3-(6-tert-butoxycarbonylamino-pyridin-3-yl )-3-phenyl-propionic acid ethyl ester (58 mg, 0.125 mmol) was dissolved in conc. HCl (3.0 mL). The solution was heated to reflux for 130 min under argon. Concentration under reduced pressure gave the title compound as the hydrochloride salt (41 mg, 100%).

Workup

  1. temperatureThe solution was heated
  2. temperatureto reflux for 130 min under argon
  3. concentrationConcentration under reduced pressure

Sources & evidence

ORD record
ord-17582d8f0b60422395c84343561351ad
Source dataset
uspto-grants-2006_07
Patent number
US07071175B1

Reaction notes

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