تفاعل #554701

ord-4ef5031cc8ea46ef86f2b7567fc91f37

معادلة التفاعل

O=C(OCc1ccccc1)N1CCNCC1
benzyl piperazine-1-carboxylate
C1CC2OC2C1
1,2-epoxycyclopentane
O=C(OCc1ccccc1)N1CCN([C@@H]2CCC[C@H]2O)CC1
expected compound
المردود 44.2%
O=C(OCc1ccccc1)N1CCN([C@@H]2CCC[C@H]2O)CC1
Benzyl 4-(trans-2-hydroxycyclopentyl)piperazine-1-carboxylate
المردود 44.2%

الكواشف

لا شيء

ظروف التفاعل

درجة الحرارة
80°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    تركيزThe reaction mixture is concentrated under vacuum
  2. 2
    أخرىthe residue is purified by silica gel chromatography
  3. 3
    غسيلeluting with EtOAc/MeOH mixture

الإجراء التجريبي

A solution of 0.524 g of benzyl piperazine-1-carboxylate is cooled to 0° C., 0.2 g of 1,2-epoxycyclopentane is added and it is heated at 80° C. for four days. The reaction mixture is concentrated under vacuum and the residue is purified by silica gel chromatography, eluting with EtOAc/MeOH mixture. 0.32 g of the expected compound is obtained.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08623862B2uspto-grants-2014_01