(3R)-(+)-3-(tert-Butoxycarbonylamino)pyrrolidine → [(R)-1-(4-tert-Butoxycarbonylamino-cyclohexylcarbamoyl)-pyrrolidin-3-yl]-carbamic acid tert-butyl ester

HRID 215865Notes

Reaction equation

HRID 215865 reaction equation
C1(O[C:8](=[O:24])[NH:9][CH:10]2[CH2:15][CH2:14][CH:13]([NH:16][C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])[CH2:12][CH2:11]2)C=CC=CC=1.[C:25]([O:29][C:30](=[O:37])[NH:31][C@@H:32]1[CH2:36][CH2:35][NH:34][CH2:33]1)([CH3:28])([CH3:27])[CH3:26]>CN1C(=O)CCC1>[C:25]([O:29][C:30](=[O:37])[NH:31][C@@H:32]1[CH2:36][CH2:35][N:34]([C:8](=[O:24])[NH:9][CH:10]2[CH2:11][CH2:12][CH:13]([NH:16][C:17]([O:19][C:20]([CH3:21])([CH3:22])[CH3:23])=[O:18])[CH2:14][CH2:15]2)[CH2:33]1)([CH3:28])([CH3:26])[CH3:27]

Participants

4

Reactant 2

HCID 1514397(3R)-(+)-3-(tert-Butoxycarbonylamino)pyrrolidineHCID 67022954(4-tert-Butoxycarbonylamino-cyclohexyl)-carbamic acid phenyl ester

Product 1

HCID 67023870[(R)-1-(4-tert-Butoxycarbonylamino-cyclohexylcarbamoyl)-pyrrolidin-3-yl]-carbamic acid tert-butyl ester

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Conditions

Temperature
100 °C

Procedure

(4-tert-Butoxycarbonylamino-cyclohexyl)-carbamic acid phenyl ester (1 eq.) and (R)-pyrrolidin-3-yl-carbamic acid tert-butyl ester (1 eq.) are dissolved in NMP and heated at 100° C. for 1 hour.

Sources & evidence

ORD record
ord-1a3ac3933fbe4d898201fb0cdc4a414a
Source dataset
uspto-grants-2012_06
Patent number
US08193164B2

Reaction notes

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