Cyclobutanone → HCID 58718608, compound

HRID 1244854Notes

Reaction equation

HRID 1244854 reaction equation
[NH2:1][C@H:2]1[CH2:6][CH2:5][N:4]([C:7]([O:9][C:10]([CH3:13])([CH3:12])[CH3:11])=[O:8])[CH2:3]1.[C:14]1(=O)[CH2:17][CH2:16][CH2:15]1>O>[CH:14]1([NH:1][C@H:2]2[CH2:6][CH2:5][N:4]([C:7]([O:9][C:10]([CH3:13])([CH3:12])[CH3:11])=[O:8])[CH2:3]2)[CH2:17][CH2:16][CH2:15]1

Participants

4

Reactant 2

HCID 14496CyclobutanoneHCID 854071tert-butyl (3S)-3-aminopyrrolidine-1-carboxylate

Product 1

HCID 58718608HCID 58718608, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

tert-butyl (3S)-3-(cyclobutylamino)pyrrolidine-1-carboxylate was prepared by a method similar to that described in preparation 1 using tert-butyl (3S)-3-aminopyrrolidine-1-carboxylate and cyclobutanone (15 equivalents: 10 eq. added first, 5 eq. added before the second azeotropic removal of water) except that the crude product was purified by column chromatography on silica gel to yield the title compound, 542 mg (28%).

Workup

  1. customtert-butyl (3S)-3-(cyclobutylamino)pyrrolidine-1-carboxylate was prepared by a method similar to
  2. addition10 eq. added first
  3. customwas purified by column chromatography on silica gel

Sources & evidence

ORD record
ord-289fd1ca33de41f9b8b9ae18dc18c2af
Source dataset
uspto-grants-2006_10
Patent number
US07122683B2

Reaction notes

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