Tetrahydro-4H-pyran-4-one → Tert-butyl 4-(4-(((benzyloxy)carbonyl)amino)cyclohexyl)piperazine-1-carboxylate

HRID 2079601Notes

Reaction equation

HRID 2079601 reaction equation
O=[C:2]1[CH2:7][CH2:6][CH:5]([NH:8][C:9](=[O:18])[O:10][CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH2:4][CH2:3]1.[N:19]1(NC(OC(C)(C)C)=O)[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]1.O1CCC(=O)CC1.N1CCC(N[C:47](=[O:53])[O:48][C:49]([CH3:52])([CH3:51])[CH3:50])CC1>>[CH2:11]([O:10][C:9]([NH:8][CH:5]1[CH2:6][CH2:7][CH:2]([N:22]2[CH2:23][CH2:24][N:19]([C:47]([O:48][C:49]([CH3:52])([CH3:51])[CH3:50])=[O:53])[CH2:20][CH2:21]2)[CH2:3][CH2:4]1)=[O:18])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

5

Reactant 4

HCID 121599Tetrahydro-4H-pyran-4-oneHCID 7238334-(N-Boc-amino)piperidineHCID 14615292Benzyl (4-oxocyclohexyl)carbamateHCID 21701658tert-Butyl piperazin-1-ylcarbamate

Product 1

HCID 57698122Tert-butyl 4-(4-(((benzyloxy)carbonyl)amino)cyclohexyl)piperazine-1-carboxylateYield 96%

Procedure

The title compound 4.0 g (96%) was obtained in a manner similar to the Manufacturing Example 83 by use of benzyl 4-oxocyclohexylcarbamate and tert-butyl 1-piperazinecarbamate, instead of tetrahydro-4H-pyran-4-one and tert-butyl piperidin-4-ylcarbamate, respectively.

Sources & evidence

ORD record
ord-b3900220616645b392e4bb967dee4e5d
Source dataset
uspto-grants-2011_04
Patent number
US07932250B2

Reaction notes

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