تفاعل #8932

ord-4f361e1fb24b4f6abd016d6bd1ac7df4

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىA 100 mL round bottom flask equipped with magnetic stir bar and N2 inlet
  2. 2
    تركيزconcentrated in vacuo
  3. 3
    غسيلThe organic phase was washed with brine
  4. 4
    أخرىdried
  5. 5
    تركيزconcentrated in vacuo to 1.2 g of a clear oil

الإجراء التجريبي

A 100 mL round bottom flask equipped with magnetic stir bar and N2 inlet was charged with 1.11 g of methyl 3-[N-(diphenylmethyl) aminosulfonyl]-2(R)-methylpropionate, 447 mg K2CO3, 347 mL benzyl bromide in 20 mL DMF. The reaction was stirred overnight, concentrated in vacuo and partioned between ethyl acetate and water. The organic phase was washed with brine, dried and concentrated in vacuo to 1.2 g of a clear oil. Flash chromatography on silica gel (30% ethyl acetate/hexanes) afforded 730 mg of methyl 3-[N-(benzyl)-N-(diphenylmethyl)aminosulfonyl]-2(R)-methylpropionate. HRMS (M+Li): calcd. 444.1821, obs 444.1865.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07091219B2uspto-grants-2006_08