Tert-butyl 4-(methylsulfonyloxymethyl)piperidine-1-carboxylate → HCID 57898964, compound

HRID 341515Notes

Reaction equation

HRID 341515 reaction equation
[CH3:1]S(OCC1CCN(C(OC(C)(C)C)=O)CC1)(=O)=O.C([S-])CC.[Na+].F[C:26](F)(F)[CH2:27][S:28][CH2:29][CH:30]1[CH2:35][CH2:34][N:33]([C:36]([O:38][C:39]([CH3:42])([CH3:41])[CH3:40])=[O:37])[CH2:32][CH2:31]1>>[CH3:26][CH:27]([S:28][CH2:29][CH:30]1[CH2:35][CH2:34][N:33]([C:36]([O:38][C:39]([CH3:42])([CH3:41])[CH3:40])=[O:37])[CH2:32][CH2:31]1)[CH3:1]

Participants

4

Reactant 3

HCID 2765838Tert-butyl 4-(methylsulfonyloxymethyl)piperidine-1-carboxylate2×HCID 46817251-Propanethiol, sodium salt (1:1)HCID 86710527HCID 86710527, compound

Product 1

HCID 57898964HCID 57898964, compoundYield 60%

Procedure

tert-Butyl 4-[(propan-2-ylsulfanyl)methyl]piperidine-1-carboxylate was prepared from tert-butyl 4-(hydroxymethyl)piperidine-1-carboxylate (Intermediate 181, 0.320 g, 1.091 mmol) and sodium propanethiolate (0.161 g, 1.636 mmol) according to the method described for Intermediate 183 to afford the title compound (0.180 g, 60%). Method B HPLC-MS: MH+ requires m/z=274 Found: m/z=218 (M-tert-Bu), Rt=2.51 min.

Sources & evidence

ORD record
ord-d8ff25f5156e4278983270ba225be002
Source dataset
uspto-grants-2014_11
Patent number
US08895733B2

Reaction notes

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