1-(tert-Butoxycarbonyl)-4-(p-toluenesulfonyloxy)piperidine → BOC-4-((S)-2-Methyl-pyrrolidin-1-yl)piperidine

HRID 1512045Notes

Reaction equation

HRID 1512045 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:12][CH2:11][C@H:10]([N:13]2[CH2:17][CH2:16][CH2:15][C@H:14]2[CH3:18])[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[C:19](OC(N1CCC(OS(C2C=CC(C)=CC=2)(=O)=O)CC1)=O)(C)(C)C>>[C:1]([O:5][C:6]([N:8]1[CH2:12][CH2:11][CH:10]([N:13]2[CH2:17][CH2:16][CH2:15][C@@H:14]2[CH3:18])[CH2:9][CH2:19]1)=[O:7])([CH3:2])([CH3:3])[CH3:4]

Participants

3

Reactant 2

HCID 157347131-(tert-Butoxycarbonyl)-4-(p-toluenesulfonyloxy)piperidineHCID 59401895(2R,3'S)-2-Methyl-[1,3]bipyrrolidinyl-1'-carboxylic acid tert-butyl ester

Product 1

HCID 58468064BOC-4-((S)-2-Methyl-pyrrolidin-1-yl)piperidine

Procedure

The title compound was prepared in a manner substantially the same as intermediate (2R,3′S)-2-Methyl-[1,3′]bipyrrolidinyl-1′-carboxylic acid tert-butyl ester by condensing 4-(Toluene-4-sulfonyloxy)-piperidine-1-carboxylic acid tert-butyl ester with (S)-(−)-2-methylpiperindine to get 2.60 g (97% yield) of the product as a pale yellow oil.

Sources & evidence

ORD record
ord-8c96156d16bc42baaafcca31e6d85a0f
Source dataset
uspto-grants-2012_07
Patent number
US08217052B2

Reaction notes

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