(2R)-1-[(tert-butoxy)carbonyl]pyrrolidine-2-carboxylic acid → HCID 86731616, compound

HRID 2273097Notes

Reaction equation

HRID 2273097 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:12][CH2:11][CH2:10][C@@H:9]1[C:13]([OH:15])=O)=[O:7])([CH3:4])([CH3:3])[CH3:2].Cl.[NH2:17][C@H:18]([C:20]1[CH:29]=[CH:28][C:23]([C:24]([O:26][CH3:27])=[O:25])=[CH:22][CH:21]=1)[CH3:19]>>[CH3:27][O:26][C:24]([C:23]1[CH:28]=[CH:29][C:20]([C@@H:18]([NH:17][C:13]([C@H:9]2[CH2:10][CH2:11][CH2:12][N:8]2[C:6]([O:5][C:1]([CH3:2])([CH3:3])[CH3:4])=[O:7])=[O:15])[CH3:19])=[CH:21][CH:22]=1)=[O:25]

Participants

3

Reactant 2

HCID 688022(2R)-1-[(tert-butoxy)carbonyl]pyrrolidine-2-carboxylic acidHCID 57462942(S)-Methyl 4-(1-aminoethyl)benzoate hydrochloride

Product 1

HCID 86731616HCID 86731616, compoundYield 93.2%

Procedure

The title compound (D7) (815 mg) was prepared according to the general procedure for amides preparation starting from (R)-1-(tert-butoxycarbonyl)pyrrolidine-2-carboxylic acid (500 mg, available from Sigma Aldrich #433818), and (S)-methyl 4-(1-aminoethyl)benzoate hydrochloride (501 mg). Reaction time: 18 hrs

Workup

  1. customReaction time
  2. custom18 hrs

Sources & evidence

ORD record
ord-8b41f3f17fe540f490313dbdc4bd0830
Source dataset
uspto-grants-2015_09
Patent number
US09120824B2

Reaction notes

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