HCID 178418287, compound → HCID 178453606, compound

HRID 1061013Notes

Reaction equation

HRID 1061013 reaction equation
[C:1]([O:5][C:6]([NH:8][CH2:9][C@H:10]1[CH2:15][CH2:14][C@H:13]([CH2:16][OH:17])[CH2:12][CH2:11]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[Cr](Cl)([O-])(=O)=O.[NH+]1C=CC=CC=1>ClCCl>[C:1]([O:5][C:6]([NH:8][CH2:9][C@H:10]1[CH2:11][CH2:12][C@H:13]([CH:16]=[O:17])[CH2:14][CH2:15]1)=[O:7])([CH3:3])([CH3:4])[CH3:2]

Participants

4

Reactant 2

HCID 178418287HCID 178418287, compoundHCID 178453607HCID 178453607, compound

Product 1

HCID 178453606HCID 178453606, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

In dichloromethane (5 ml), trans-4-(N-tert-butoxycarbonylaminomethyl)cyclohexylmethanol (0.20 g) was dissolved, followed by the addition of pyridinium chlorochromate (0.23 g). The resulting mixture was stirred at room temperature for 3 hours. The reaction mixture was purified by chromatography on a silica gel column (hexane:ethyl acetate=3:1), whereby the title compound (0.15 g, 76%) was obtained.

Workup

  1. customThe reaction mixture was purified by chromatography on a silica gel column (hexane:ethyl acetate=3:1), whereby the title compound (0.15 g, 76%)
  2. customwas obtained

Sources & evidence

ORD record
ord-de0b05833a0844ddb2c6e5db8c6cc962
Source dataset
uspto-grants-2003_02
Patent number
US06525042B1

Reaction notes

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