1-tert-butyl 3-methyl (3S)-piperazine-1,3-dicarboxylate → HCID 86656057, compound

HRID 1260466Notes

Reaction equation

HRID 1260466 reaction equation
[N:1]1([C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])[CH2:6][CH2:5][NH:4][C@H:3]([C:7]([O:9][CH3:10])=[O:8])[CH2:2]1.[N:18]([C@H:21]1[CH2:23][C@@H:22]1[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)=[C:19]=[O:20]>C(Cl)Cl>[C:24]1([C@H:22]2[CH2:23][C@@H:21]2[NH:18][C:19]([N:4]2[CH2:5][CH2:6][N:1]([C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])[CH2:2][C@H:3]2[C:7]([O:9][CH3:10])=[O:8])=[O:20])[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1

Participants

4

Reactant 2

HCID 15018551-tert-butyl 3-methyl (3S)-piperazine-1,3-dicarboxylateHCID 11480594HCID 11480594, compound

Product 1

HCID 86656057HCID 86656057, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution of 1-tert-butyl 3-methyl (3S)-1,3-piperazinedicarboxylate (AA3) in DCM (0.17 M) was added to a stirred solution of [(1R,2S)-2-isocyanatocyclopropyl]benzene (1.0 eq.) in DCM (0.17 M) and the mixture was stirred at RT for 1 h. Solvents were evaporated under reduced pressure to give the title compound that was used as such in next step. MS (ES+) C21H29N3O5 requires 403, found: 404 (M+H)+.

Workup

  1. customSolvents were evaporated under reduced pressure

Sources & evidence

ORD record
ord-88e79a6205034d89ae8705e8516a1cec
Source dataset
uspto-grants-2013_06
Patent number
US08470823B2

Reaction notes

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