1-(tert-butoxycarbonyl)-4,4-dimethylpiperidine-2-carboxylic acid → HCID 71187444, compound

HRID 712822Notes

Reaction equation

HRID 712822 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][C:11]([CH3:15])([CH3:14])[CH2:10][CH:9]1[C:16]([OH:18])=O)=[O:7])([CH3:4])([CH3:3])[CH3:2].Cl.[NH2:20][C@H:21]([C:23]1[CH:32]=[CH:31][C:26]([C:27]([O:29][CH3:30])=[O:28])=[CH:25][CH:24]=1)[CH3:22]>>[CH3:30][O:29][C:27]([C:26]1[CH:31]=[CH:32][C:23]([C@@H:21]([NH:20][C:16]([CH:9]2[CH2:10][C:11]([CH3:14])([CH3:15])[CH2:12][CH2:13][N:8]2[C:6]([O:5][C:1]([CH3:2])([CH3:3])[CH3:4])=[O:7])=[O:18])[CH3:22])=[CH:24][CH:25]=1)=[O:28]

Participants

3

Reactant 2

HCID 105153011-(tert-butoxycarbonyl)-4,4-dimethylpiperidine-2-carboxylic acidHCID 57462942(S)-Methyl 4-(1-aminoethyl)benzoate hydrochloride

Product 1

HCID 71187444HCID 71187444, compoundYield 44.2%

Procedure

The title compound (D59) (230 mg) was prepared according to the general procedure for amides preparation (Method C) starting from 1-(tert-butoxycarbonyl)-4,4-dimethylpiperidine-2-carboxylic acid (320 mg; described in J. Med. Chem. 1997, 40, 2491-2501) and (S)-methyl 4-(1-aminoethyl)benzoate hydrochloride (295 mg). Reaction time: 18 hrs

Workup

  1. customReaction time
  2. custom18 hrs

Sources & evidence

ORD record
ord-ab7ead7c72774f25ba769f0210f58120
Source dataset
uspto-grants-2015_11
Patent number
US09181279B2

Reaction notes

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