تفاعل #1885062

ord-ada1f94356914d2881663edc4805da97

معادلة التفاعل

NC[C@H](NC(=O)OCC1c2ccccc2-c2ccccc21)C(=O)C(=O)OCc1ccccc1
Fmoc-Dap-Z
CCNCC
diethylamine
NC[C@H](N)C(=O)C(=O)OCc1ccccc1
Dap-Z

المتفاعلات

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    تركيزthe mixture is concentrated (bath temp. <30° C.)
  2. 2
    تركيزconcentrated
  3. 3
    workup.ADDITIONTo the residue is added MeOH (20 mL) and CH2Cl2 (300 mL)
  4. 4
    تركيزthe solution is concentrated
  5. 5
    تركيزtoluene (400 mL), concentrated
  6. 6
    workup.WAITthe residue left under vacuum overnight
  7. 7
    أخرىto give product

الإجراء التجريبي

A 1-L round bottom flask is charged with Fmoc-Dap-Z, CH2Cl2 (122 mL) and diethylamine (61 mL, Acros). The solution is stirred at room temperature and the completion monitored by HPLC. After 7 hours, the mixture is concentrated (bath temp. <30° C.). The residue is suspended in CH2Cl2 (300 mL) and concentrated. This is repeated twice. To the residue is added MeOH (20 mL) and CH2Cl2 (300 mL), and the solution is concentrated. The residue is suspended in CH2Cl2 (100 mL) and toluene (400 mL), concentrated, and the residue left under vacuum overnight to give product.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08343928B2uspto-grants-2013_01