1-[(Tert-butoxy)carbonyl]piperidine-2-carboxylic acid → HCID 86731614, compound

HRID 2273095Notes

Reaction equation

HRID 2273095 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH2:11][CH2:10][CH:9]1[C:14]([OH:16])=O)=[O:7])([CH3:4])([CH3:3])[CH3:2].Cl.[NH2:18][C@H:19]([C:21]1[CH:30]=[CH:29][C:24]([C:25]([O:27][CH3:28])=[O:26])=[CH:23][CH:22]=1)[CH3:20]>>[CH3:28][O:27][C:25]([C:24]1[CH:29]=[CH:30][C:21]([C@@H:19]([NH:18][C:14]([CH:9]2[CH2:10][CH2:11][CH2:12][CH2:13][N:8]2[C:6]([O:5][C:1]([CH3:2])([CH3:3])[CH3:4])=[O:7])=[O:16])[CH3:20])=[CH:22][CH:23]=1)=[O:26]

Participants

3

Reactant 2

HCID 5818311-[(Tert-butoxy)carbonyl]piperidine-2-carboxylic acidHCID 57462942(S)-Methyl 4-(1-aminoethyl)benzoate hydrochloride

Product 1

HCID 86731614HCID 86731614, compoundYield 97.9%

Procedure

The title compound (D4) (1.95 g) was prepared according to the general procedure for amides preparation starting from 1-(tert-butoxycarbonyl)piperidine-2-carboxylic acid (1.17 g, available from Sigma Aldrich #495875), and (S)-methyl 4-(1-aminoethyl)benzoate hydrochloride (1.1 g, for preparation see published International Patent application WO 2005/105733). Reaction time: 18 hrs.

Workup

  1. customReaction time
  2. custom18 hrs

Sources & evidence

ORD record
ord-597d9a8861604f08aeaefcb476c319f3
Source dataset
uspto-grants-2015_09
Patent number
US09120824B2

Reaction notes

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