HCID 54072208, compound → HCID 22036158, compound

HRID 1789934Notes

Reaction equation

HRID 1789934 reaction equation
C([O:3][C:4](=[O:25])[CH:5]([CH2:20][S:21]C(=O)C)[CH2:6][C:7]1[S:11][C:10]([NH:12]C(OC(C)(C)C)=O)=[N:9][CH:8]=1)C>Cl>[NH2:12][C:10]1[S:11][C:7]([CH2:6][CH:5]([CH2:20][SH:21])[C:4]([OH:25])=[O:3])=[CH:8][N:9]=1

Participants

3

Reactant 1

HCID 54072208HCID 54072208, compound

Product 1

HCID 22036158HCID 22036158, compoundYield 33.3%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A solution of 2-acetylsulfanylmethyl-3-(2-tert-butoxycarbonylamino-thiazol-5-yl)-propionic acid ethyl ester (43 mg; 0.11 mmol) in concentrated HCl (1.5 mL) was refluxed under argon for 1.5 hours. The reaction mixture was allowed to cool to room temperature and concentrated under reduced pressure to yield 30 mg of the crude product. The crude product was purified by preparative HPLC to afford the title compound (8 mg; 21%) as the hydrochloride salt.

Workup

  1. concentrationconcentrated under reduced pressure
  2. customto yield 30 mg of the crude product
  3. customThe crude product was purified by preparative HPLC

Sources & evidence

ORD record
ord-ed286a2851e74deaa693747f1fda9665
Source dataset
uspto-grants-2006_07
Patent number
US07071175B1

Reaction notes

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