Triacetoxyperiodinane → HCID 67156660, compound

HRID 549939Notes

Reaction equation

HRID 549939 reaction equation
CC(OI1(OC(C)=O)(OC(C)=O)OC(=O)C2C1=CC=CC=2)=O.[OH:23][CH:24]([C:26]1[N:27]=[C:28]([CH:31]2[CH2:36][CH2:35][N:34]([C:37]([O:39][C:40]([CH3:43])([CH3:42])[CH3:41])=[O:38])[CH2:33][CH2:32]2)[S:29][CH:30]=1)[CH3:25]>ClCCl>[C:24]([C:26]1[N:27]=[C:28]([CH:31]2[CH2:36][CH2:35][N:34]([C:37]([O:39][C:40]([CH3:43])([CH3:42])[CH3:41])=[O:38])[CH2:33][CH2:32]2)[S:29][CH:30]=1)(=[O:23])[CH3:25]

Participants

4

Reactant 2

HCID 159087TriacetoxyperiodinaneHCID 67156677HCID 67156677, compound

Product 1

HCID 67156660HCID 67156660, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

At room temperature, 1,1,1-triacetoxy-1,1-dihydro-1,2-benziodoxol-3(1H)-one (15% solution in dichloromethane, 28 g) are added dropwise to a solution of tert-butyl 4-[4-(1-hydroxyethyl)-1,3-thiazol-2-yl]piperidine-1-carboxylate (VIII-1, 2.06 g) in dichloromethane (40 ml). The reaction mixture is stirred at room temperature overnight, 5 g of silica gel are then added and the solvent is removed under reduced pressure. The residue is purified chromatographically. This gives tert-butyl 4-(4-acetyl-1,3-thiazol-2-yl)piperidine-1-carboxylate (1.65 g).

Workup

  1. addition5 g of silica gel are then added
  2. customthe solvent is removed under reduced pressure
  3. customThe residue is purified chromatographically

Sources & evidence

ORD record
ord-f160fa784c374361a03e493fb9a7b61a
Source dataset
uspto-grants-2011_05
Patent number
US07943774B2

Reaction notes

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