3-Chloropropanesulphonyl chloride → methyl (S)-4-[1-(1,1-dioxo-1lambda6-isothiazolidin-2-yl)ethyl]benzoate

HRID 2411169Notes

Reaction equation

HRID 2411169 reaction equation
[NH2:1][C@H:2]([C:4]1[CH:13]=[CH:12][C:7]([C:8]([O:10][CH3:11])=[O:9])=[CH:6][CH:5]=1)[CH3:3].Cl[CH2:15][CH2:16][CH2:17][S:18](Cl)(=[O:20])=[O:19]>>[O:19]=[S:18]1(=[O:20])[CH2:17][CH2:16][CH2:15][N:1]1[C@H:2]([C:4]1[CH:13]=[CH:12][C:7]([C:8]([O:10][CH3:11])=[O:9])=[CH:6][CH:5]=1)[CH3:3]

Participants

3

Reactant 2

HCID 154103-Chloropropanesulphonyl chlorideHCID 17751895Methyl 4-((1S)-1-aminoethyl)benzoate

Product 1

HCID 71261170methyl (S)-4-[1-(1,1-dioxo-1lambda6-isothiazolidin-2-yl)ethyl]benzoate

Procedure

Using methyl (S)-4-(1-aminoethyl)benzoate (0.61 g) and 3-chloropropane-1-sulfonyl chloride (0.54 mL) and by the reaction and treatment in the same manner as in Preparation Example 17, the title compound (0.90 g) was obtained.

Workup

  1. customby the reaction and treatment in the same manner
  2. customas in Preparation Example 17

Sources & evidence

ORD record
ord-70fc857922274c519bb0849776f49c26
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

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