(2R)-1-[(tert-butoxy)carbonyl]piperidine-2-carboxylic acid → HCID 86731619, compound

HRID 712819Notes

Reaction equation

HRID 712819 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH2:11][CH2:10][C@@H:9]1[C:14]([OH:16])=O)=[O:7])([CH3:4])([CH3:3])[CH3:2].Cl.[NH2:18][C:19]1([C:22]2[CH:31]=[CH:30][C:25]([C:26]([O:28][CH3:29])=[O:27])=[CH:24][CH:23]=2)[CH2:21][CH2:20]1>>[CH3:29][O:28][C:26]([C:25]1[CH:30]=[CH:31][C:22]([C:19]2([NH:18][C:14]([C@H:9]3[CH2:10][CH2:11][CH2:12][CH2:13][N:8]3[C:6]([O:5][C:1]([CH3:2])([CH3:3])[CH3:4])=[O:7])=[O:16])[CH2:20][CH2:21]2)=[CH:23][CH:24]=1)=[O:27]

Participants

3

Reactant 2

HCID 688618(2R)-1-[(tert-butoxy)carbonyl]piperidine-2-carboxylic acidHCID 66824369Methyl 4-(1-aminocyclopropyl)benzoate hydrochloride

Product 1

HCID 86731619HCID 86731619, compoundYield 78.2%

Procedure

The title compound (D53) (650 mg) was prepared according to the general procedure for amides preparation (Method A) starting from (R)-1-(tert-butoxycarbonyl)piperidine-2-carboxylic acid (500 mg, available from Sigma Aldrich #516341), and methyl 4-(1-aminocyclopropyl)benzoate hydrochloride (470 mg). Reaction time: 18 hrs.

Workup

  1. customReaction time
  2. custom18 hrs

Sources & evidence

ORD record
ord-62db683583f4490f84ad60d8479d251c
Source dataset
uspto-grants-2015_11
Patent number
US09181279B2

Reaction notes

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