10-Mercaptomethyl-3-t-butoxycarbonylmethyl-2-oxo-1-azacyclodecane → 10-Mercaptomethyl-2-oxo-1-azacyclodecane-3-acetic acid

HRID 5408

Reaction equation

HRID 5408 reaction equation
[SH:1][CH2:2][CH:3]1[NH:12][C:11](=[O:13])[CH:10]([CH2:14][C:15]([O:17]C(C)(C)C)=[O:16])[CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4]1>C(Cl)Cl>[SH:1][CH2:2][CH:3]1[NH:12][C:11](=[O:13])[CH:10]([CH2:14][C:15]([OH:17])=[O:16])[CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4]1

Participants

3

Reactant 1

HCID 1993080710-Mercaptomethyl-3-t-butoxycarbonylmethyl-2-oxo-1-azacyclodecane

Product 1

HCID 1993085410-Mercaptomethyl-2-oxo-1-azacyclodecane-3-acetic acid

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

10-Mercaptomethyl-3-t-butoxycarbonylmethyl-2-oxo-1-azacyclodecane (0.21 g, 0.69 mmol) is dissolved in methylene chloride (15 mL). Gaseous hydrogen chloride is bubbled through the solvent for 15 minutes, and then the reaction is sealed and stirred overnight. The solvent is evaporated the next day to give 10-mercaptomethyl-2-oxo-1-azacyclodecane-3-acetic acid, MS: M+1=260.

Workup

  1. customGaseous hydrogen chloride is bubbled through the solvent for 15 minutes
  2. customthe reaction is sealed
  3. customThe solvent is evaporated the next day

Sources & evidence

ORD record
ord-3ff5ad5cf75d47f1b22289091515d997
Source dataset
uspto-grants-1993_09
Patent number
US05244889

Linked notes

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