Dicyclohexylcarbodiimide → HCID 67248285, compound

HRID 2425013Notes

Reaction equation

HRID 2425013 reaction equation
[C:1]([O:5][C:6]([NH:8][CH2:9][C:10]([C:12]1[CH:22]=[CH:21][C:15]([O:16][CH2:17][C:18]([OH:20])=[O:19])=[CH:14][CH:13]=1)=[O:11])=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH2:23]([O:30][C:31]([N:33]1[CH2:38][CH2:37][CH:36](O)[CH2:35][CH2:34]1)=[O:32])[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1.C1CCC(N=C=NC2CCCCC2)CC1>>[CH2:23]([O:30][C:31]([N:33]1[CH2:38][CH2:37][CH:36]([O:19][C:18](=[O:20])[CH2:17][O:16][C:15]2[CH:14]=[CH:13][C:12]([C:10](=[O:11])[CH2:9][NH:8][C:6]([O:5][C:1]([CH3:4])([CH3:2])[CH3:3])=[O:7])=[CH:22][CH:21]=2)[CH2:35][CH2:34]1)=[O:32])[C:24]1[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=1

Participants

4

Reactant 3

HCID 10868DicyclohexylcarbodiimideHCID 2794620Benzyl 4-Hydroxy-1-piperidinecarboxylateHCID 54276808HCID 54276808, compound

Product 1

HCID 67248285HCID 67248285, compound

Procedure

The compound of example 1f was treated with 4-hydroxy-piperidine-1-carboxylic acid benzyl ester in the presence of DCC as described in the procedure of example 5a to obtain the title compound. The crude material was purified using flash chromatography (silica gel, 5% CH3CN in chloroform). Yield, 73%; analysis: C28H34N2O8 requires: C, 63.87; H, 6.51; N, 5.32. found: C, 64.13; H, 6.78; N, 5.02%.

Sources & evidence

ORD record
ord-5c2dac10a5984680bf0e82f7119eec08
Source dataset
uspto-grants-2011_06
Patent number
US07964628B2

Reaction notes

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