发明授权
- 专利标题: Process for removal of allyl group or allyloxycarbonyl group
- 专利标题(中): 除去烯丙基或烯丙氧基羰基的方法
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申请号: US417285申请日: 1995-04-03
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公开(公告)号: US5621084A公开(公告)日: 1997-04-15
- 发明人: Msanori Honda , Hiromasa Morita , Isao Nagakura
- 申请人: Msanori Honda , Hiromasa Morita , Isao Nagakura
- 申请人地址: NY New York
- 专利权人: Pfizer Inc.
- 当前专利权人: Pfizer Inc.
- 当前专利权人地址: NY New York
- 主分类号: B01J31/02
- IPC分类号: B01J31/02 ; B01J31/18 ; B01J31/22 ; B01J31/24 ; C07B41/02 ; C07B43/04 ; C07C209/62 ; C07C269/06 ; C07D499/00 ; C07D499/88 ; C07D501/00 ; C07H9/04 ; C07H1/06 ; C07C29/10 ; C07C41/00 ; C07K1/00
摘要:
This invention relates to a process for the removal of an allyl or allyloxycarbonyl group from an allyl or allyloxycarbonyl group protected compound (such as an allylic ester, carbonate, carbamate, O-allyl derivatives or N-allyl derivatives), which comprises contacting the allyl or allyloxycarbonyl group protected compound with a sulfinic acid compound, in the presence of a palladium catalyst in a reaction-inert solvent. Preferably, the sulfinic acid compound is represented by the formula:X--SO.sub.2 M (I)wherein X is C.sub.1-20 alkyl, substituted C.sub.1-20 alkyl (wherein the substituent(s) are independently halo, nitro, sulfo, oxo, amino, cyano, carboxy, hydroxy or moieties derived therefrom), phenyl, substituted phenyl (wherein the substituent(s) are independently C.sub.1-3 alkyl, halo nitro, sulfo, oxo, amino, cyano, carboxy, hydroxy, acetamido or moieties derived therefrom), furyl or thienyl; and M is hydrogen, an alkali metal or ammonium salt residue. Of these, most preferred sulfinic acid compound is lithium p-toluenesulfinate, sodium p-toluenesulfinate, potassium p-toluenesulfinate, p-toluenesulfinic acid, ammonium p-toluenesulfinate, lithium benzenesulfinate, sodium benzenesulfinate, potassium benzenesulfinate, benzenesulfinic acid or ammonium benzenesulfinate. This invention is well suited to a process for the conversion of an allyl ester of 5R,6S-6-(1R-hydroxyethyl)-2-(1R-oxo-3S-thiolanylthio)-2-penem-3-carboxylic acid to 5R,6S-6-(1R-hydroxyethyl)-2-(1R-oxo-3S-thiolanylthio)-2-penem-3-carboxylic acid.
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