HCID 57816716, compound → tert-butyl N-[(1-formylcyclopropyl)sulfonyl]carbamate

HRID 1675422Notes

Reaction equation

HRID 1675422 reaction equation
[C:1]([NH:8][S:9]([C:12]1([CH2:15][OH:16])[CH2:14][CH2:13]1)(=[O:11])=[O:10])([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].[Cr](Cl)([O-])(=O)=O.[NH+]1C=CC=CC=1>C(Cl)Cl>[C:1]([NH:8][S:9]([C:12]1([CH:15]=[O:16])[CH2:13][CH2:14]1)(=[O:10])=[O:11])([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2]

Participants

4

Reactant 2

HCID 57816716HCID 57816716, compoundHCID 178418287HCID 178418287, compound

Product 1

HCID 57816679tert-butyl N-[(1-formylcyclopropyl)sulfonyl]carbamateYield 66%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a stirred solution of compound 79 (100 mg, 0.39 mmol) in DCM (2 mL) was added pyridinium chlorochromate (130 mg, 0.60 mmol). The mixture was stirred at room temperature for 16 hrs and was filtered through a silica gel column with DCM, and the organic solution was concentrated under reduced pressure to yield compound 80 in 66% yield.

Workup

  1. filtrationwas filtered through a silica gel column with DCM
  2. concentrationthe organic solution was concentrated under reduced pressure

Sources & evidence

ORD record
ord-1c4aa934ffee41e6878e8942774f145a
Source dataset
uspto-grants-2011_08
Patent number
US08003659B2

Reaction notes

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