Di-tert-butyl dicarbonate → HCID 68406217, compound

HRID 43706Notes

Reaction equation

HRID 43706 reaction equation
[F:1][CH2:2][CH2:3][CH2:4][O:5][CH:6]1[C:11](OC)([O:12]C)[CH2:10][CH2:9][N:8]([C:16]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17])[CH2:7]1.O.C(O)(C(F)(F)F)=O.C(OC(OC(C)(C)C)=O)(OC(C)(C)C)=O>>[F:1][CH2:2][CH2:3][CH2:4][O:5][CH:6]1[C:11](=[O:12])[CH2:10][CH2:9][N:8]([C:16]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17])[CH2:7]1

Participants

4

Reactant 3

HCID 90495Di-tert-butyl dicarbonateHCID 22392675Trifluoroacetic acid waterHCID 68406106Tert-butyl 3-(3-fluoropropoxy)-4,4-dimethoxypiperidine-1-carboxylate

Product 1

HCID 68406217HCID 68406217, compound

Procedure

The same operation as in Example (90b) was performed using tert-butyl 3-(3-fluoropropoxy)-4,4-dimethoxypiperidine-1-carboxylate obtained in Example (127a) (2.27 g, 21.2 mmol), a water/TFA mixed solution (3/1, 12 mL) and di-tert-butyl dicarbonate (2.18 g, 10 mol). The resulting residue was purified by silica gel column chromatography (elution solvent: hexane/ethyl acetate=10/1, 5/1, 2/1, 1/1) to obtain 1.71 of the title compound as a colorless oily substance (88%).

Workup

  1. customThe resulting residue was purified by silica gel column chromatography (elution solvent: hexane/ethyl acetate=10/1, 5/1, 2/1, 1/1)

Sources & evidence

ORD record
ord-ee09078692f54d459156cc874ce7a47c
Source dataset
uspto-grants-2013_09
Patent number
US08536197B2

Reaction notes

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