(2R)-1-[(tert-butoxy)carbonyl]piperidine-2-carboxylic acid → HCID 86731615, compound

HRID 2273096Notes

Reaction equation

HRID 2273096 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@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]([C@H: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 688618(2R)-1-[(tert-butoxy)carbonyl]piperidine-2-carboxylic acidHCID 57462942(S)-Methyl 4-(1-aminoethyl)benzoate hydrochloride

Product 1

HCID 86731615HCID 86731615, compoundYield 95.2%

Procedure

The title compound (D5) (405 mg) was prepared according to the general procedure for amides preparation starting from (R)-1-(tert-butoxycarbonyl)piperidine-2-carboxylic acid (250 mg, available from Sigma Aldrich #516341), and (S)-methyl 4-(1-aminoethyl)benzoate hydrochloride (235 mg). Reaction time: 18 hrs.

Workup

  1. customReaction time
  2. custom18 hrs

Sources & evidence

ORD record
ord-4da07142550e4068bf084f5fec9ed0c2
Source dataset
uspto-grants-2015_09
Patent number
US09120824B2

Reaction notes

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