2-Isopropoxy-5-methylsulfonylbenzoic acid → (3-Hydroxy-azetidin-1-yl)-(2-isopropoxy-5-methanesulfonyl-phenyl)-methanone

HRID 1711755Notes

Reaction equation

HRID 1711755 reaction equation
[CH:1]([O:4][C:5]1[CH:13]=[CH:12][C:11]([S:14]([CH3:17])(=[O:16])=[O:15])=[CH:10][C:6]=1[C:7]([OH:9])=O)([CH3:3])[CH3:2].[N:18]1[CH2:21][CH:20]([OH:22])[CH:19]=1>>[OH:22][CH:20]1[CH2:21][N:18]([C:7]([C:6]2[CH:10]=[C:11]([S:14]([CH3:17])(=[O:16])=[O:15])[CH:12]=[CH:13][C:5]=2[O:4][CH:1]([CH3:2])[CH3:3])=[O:9])[CH2:19]1

Participants

3

Reactant 2

HCID 211002372-Isopropoxy-5-methylsulfonylbenzoic acidHCID 68505089Azetin-3-ol

Product 1

HCID 58673079(3-Hydroxy-azetidin-1-yl)-(2-isopropoxy-5-methanesulfonyl-phenyl)-methanoneYield 62%

Procedure

Prepared in analogy to Example 1 from 2-isopropoxy-5-methanesulfonyl-benzoic acid (Example A1) and azetin-3-ol. The crude material was purified by flash chromatography (methanol/dichloromethane) to yield the title compound as a pink solid (yield 62%). MS (m/e): 314.0 (M+H+, 100%).

Workup

  1. customThe crude material was purified by flash chromatography (methanol/dichloromethane)

Sources & evidence

ORD record
ord-4772e60520514291ba8379d37d7c759d
Source dataset
uspto-grants-2010_09
Patent number
US07790763B2

Reaction notes

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