2,6-Lutidine → HCID 88660712, compound

HRID 980963Notes

Reaction equation

HRID 980963 reaction equation
[Si:1]([O:8][CH:9]([CH:11]1[CH:14]([S:15][CH3:16])[N:13]([CH:17](O)[C:18]([O:20][CH2:21][C:22]2[CH:27]=[CH:26][C:25]([N+:28]([O-:30])=[O:29])=[CH:24][CH:23]=2)=[O:19])[C:12]1=[O:32])[CH3:10])([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].N1C(C)=CC=CC=1C.S(Cl)([Cl:43])=O>>[Si:1]([O:8][CH:9]([CH:11]1[CH:14]([S:15][CH3:16])[N:13]([CH:17]([Cl:43])[C:18]([O:20][CH2:21][C:22]2[CH:27]=[CH:26][C:25]([N+:28]([O-:30])=[O:29])=[CH:24][CH:23]=2)=[O:19])[C:12]1=[O:32])[CH3:10])([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2]

Participants

4

Reactant 3

HCID 79372,6-LutidineHCID 24386Thionyl ChlorideHCID 53974836HCID 53974836, compound

Product 1

HCID 88660712HCID 88660712, compound

Procedure

Following the procedure of Preparation 2, but using p-nitrobenzyl 2-[3-(1-t-butyldimethylsilyloxyethyl)-4-methylthio-2-azetidinon-1-yl]-2-hydroxyacetate (470 mg), 2,6-lutidine (168 μl) and thionyl chloride (85 μl) and purifying the product by silica gel column chromatography eluted with methylene chloride, there were obtained 450 mg of the desired compound as an oil.

Workup

  1. customthe procedure of Preparation 2
  2. custompurifying the product by silica gel column chromatography
  3. washeluted with methylene chloride

Sources & evidence

ORD record
ord-090a220699c34195b14f0a5dfe6d378f
Source dataset
uspto-grants-1987_01
Patent number
US04639441

Reaction notes

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