Tetrahydrofuran → HCID 178481020, compound

HRID 1672128Notes

Reaction equation

HRID 1672128 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([CH:8]2[CH2:13][CH2:12][C:11](=[O:14])[CH2:10][CH2:9]2)[CH2:4][C:3]1=[O:15].O1CCCC1>CO>[OH:14][C@H:11]1[CH2:10][CH2:9][C@@H:8]([N:5]2[CH2:6][CH2:7][N:2]([CH3:1])[C:3](=[O:15])[CH2:4]2)[CH2:13][CH2:12]1

Participants

4

Reactant 2

HCID 8028TetrahydrofuranHCID 591581724-(4-Methyl-3-oxo-piperazin-1-yl)-cyclohexan-1-one

Product 1

HCID 178481020HCID 178481020, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

17 ml of a 1M L-Selctride solution (in tetrahydrofuran) are added dropwise at −78° C. to 3.3 g 4-(4-methyl-3-oxo-piperazin-1-yl)-cyclohexan-1-one in 100 ml abs. tetrahydrofuran. After 5.5 hours 20 ml of methanol are added and the solution is evaporated down. The residue is purified by column chromatography. The mixture of cis- and trans-compound is separated by preparative HPLC.

Workup

  1. customthe solution is evaporated down
  2. customThe residue is purified by column chromatography
  3. additionThe mixture of cis- and trans-compound
  4. customis separated by preparative HPLC

Sources & evidence

ORD record
ord-7ebcb30dd01d402fa16029285f43efce
Source dataset
uspto-grants-2011_08
Patent number
US07998949B2

Reaction notes

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