p-Toluenesulfonate → (S)-2-Methyl-[1,4]bipiperidinyl

HRID 391179Notes

Reaction equation

HRID 391179 reaction equation
[C:1]([C@:8]1(C)[CH2:13][CH2:12][CH2:11][CH2:10][N:9]1[CH:14]1[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]1)(OC(C)(C)C)=O.S(C1C=CC(C)=CC=1)([O-])(=O)=O>>[CH3:1][C@H:8]1[CH2:13][CH2:12][CH2:11][CH2:10][N:9]1[CH:14]1[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]1

Participants

3

Reactant 2

HCID 85570p-ToluenesulfonateHCID 67423644BOC-(S)-2-Methyl-[1,4]bipiperidinyl

Product 1

HCID 28213026(S)-2-Methyl-[1,4]bipiperidinylYield 94%

Procedure

The title compound was prepared in a manner substantially the same as intermediate (2S,31R)-2-Methyl-[1,3′]bipyrrolidinyl dihydrochloride by acid hydrolysis of BOC—(S)-2-Methyl-[1,4]bipiperidinyl which was synthesized by condensation of corresponding tosylate with (S)-(−)-2-methylpiperindine to get 1.37 g (94% yield) of the title product as a clear oil.

Sources & evidence

ORD record
ord-c497a48b8897415ba28d5018287404bf
Source dataset
uspto-grants-2013_02
Patent number
US08383814B2

Reaction notes

Loading…