반응 #619150

ord-4e71c768d36b4c488ff20fcf0e0e2611

반응 방정식

CC(C)(C)OC(=O)CNCc1cnc(NC(=O)N(C2CCCCC2)C2CCCCC2)s1
{[2-(3,3-Dicyclohexyl-ureido)-thiazol-5-ylmethyl]-amino}-acetic acid tert-butyl ester
Cl
Hydrogen chloride
O=C(O)CNCc1cnc(NC(=O)N(C2CCCCC2)C2CCCCC2)s1
desired compound
수율 76.0%
O=C(O)CNCc1cnc(NC(=O)N(C2CCCCC2)C2CCCCC2)s1
{[2-(3,3-Dicyclohexyl-ureido)-thiazol-5-ylmethyl]-amino}-acetic acid
수율 76.0%

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    농축concentrated
  2. 2
    workup.DISSOLUTIONThe resulting residue was dissolved in a minimum amount of methylene chloride
  3. 3
    기타precipitated with diethyl ether
  4. 4
    기타decanted

실험 절차

{[2-(3,3-Dicyclohexyl-ureido)-thiazol-5-ylmethyl]-amino}-acetic acid tert-butyl ester (14 mg, 0.03 mmol) was dissolved in methylene chloride. Hydrogen chloride (100 μL, 4N in dioxane) was added and the reaction was stirred at ambient temperature until no ester could be detected. The reaction was diluted with diethyl ether and concentrated. The resulting residue was dissolved in a minimum amount of methylene chloride, precipitated with diethyl ether and decanted. This was repeated to afford 9 mg (69%) of the desired compound. HPLC-MS: m/z 395 (M+1).

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: USRE045183E1uspto-grants-2014_10