6-Oxabicyclo[3.1.0]hexane → HCID 70927008, compound

HRID 467519Notes

Reaction equation

HRID 467519 reaction equation
[N:1]1([C:7]([O:9][CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[O:8])[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.[O:17]1[CH:19]2[CH2:20][CH2:21][CH2:22][CH:18]12>>[OH:17][C@@H:18]1[CH2:22][CH2:21][CH2:20][C@H:19]1[N:4]1[CH2:5][CH2:6][N:1]([C:7]([O:9][CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[O:8])[CH2:2][CH2:3]1

Participants

3

Reactant 2

HCID 92446-Oxabicyclo[3.1.0]hexaneHCID 643495Benzyl piperazine-1-carboxylate

Product 1

HCID 70927008HCID 70927008, compoundYield 44.2%

Conditions

Temperature
80 °C

Procedure

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.

Workup

  1. concentrationThe reaction mixture is concentrated under vacuum
  2. customthe residue is purified by silica gel chromatography
  3. washeluting with EtOAc/MeOH mixture

Sources & evidence

ORD record
ord-4ef5031cc8ea46ef86f2b7567fc91f37
Source dataset
uspto-grants-2014_01
Patent number
US08623862B2

Reaction notes

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