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3, 6-O-bridged pyranose inversion compound and process for producing B-O-pyranoside UPDATE

外国特許コード F120006455
整理番号 KG0064-US01
掲載日 2012年4月27日
出願国 アメリカ合衆国
出願番号 86758209
公報番号 20100324275
公報番号 8445652
出願日 平成21年2月13日(2009.2.13)
公報発行日 平成22年12月23日(2010.12.23)
公報発行日 平成25年5月21日(2013.5.21)
国際出願番号 JP2009052416
国際公開番号 WO2009102022
国際出願日 平成21年2月13日(2009.2.13)
国際公開日 平成21年8月20日(2009.8.20)
優先権データ
  • 特願2008-033960 (2008.2.15) JP
  • 2009WO-JP52416 (2009.2.13) WO
発明の名称 (英語) 3, 6-O-bridged pyranose inversion compound and process for producing B-O-pyranoside UPDATE
発明の概要(英語) (US8445652)
An object of the present invention is to provide a 3,6-O-bridged pyranose-inverted compound useful for being easy to produce beta-O-pyranosides selectively.
The 3,6-O-bridged pyranose-inverted compound according to the present invention is represented by General Formula (1): wherein RA and RB each represent hydrogen or are bonded to each other to form a benzene ring; one of RC and RD represents hydrogen and the other represents -OR2; R1 represents hydroxy or halogen; and R2 and R3 each represent a hydroxy-protecting group.
特許請求の範囲(英語) [claim1]
1. A 3,6-O-bridged pyranose-inverted compound, represented by the following formula:
wherein one of RC and RD represents hydrogen and the other represents -- OR2; R1 represents hydroxy or halogen; and R2 and R3 each represent a hydroxy-protecting group.
[claim2]
2. The 3,6-O-bridged pyranose-inverted compound according to claim 1, wherein RC represents hydrogen; and RD represents -- OR2.
[claim3]
3. The 3,6-O-bridged pyranose-inverted compound according to claim 1, wherein RC represents -- OR2; and RD represents hydrogen.
[claim4]
4. A 3,6-O-bridged pyranose-inverted compound, represented by the following formula:
wherein one of RC and RD represents hydrogen and the other represents -- OR2; R1 represents hydroxy or halogen; and R2 and R3 each represent a hydroxy-protecting group.
[claim5]
5. The 3,6-O-bridged pyranose-inverted compound according to claim 1, wherein the hydroxy-protecting group represented by R2 and R3 is benzyl, dimethyl benzyl, 4-methoxybenzyl, allyl or trialkyl silyl.
[claim6]
6. A process for producing beta -O-pyranoside represented by the following formula:
wherein one of RC and RD represents hydrogen and the other represents -- OR2; R2 and R3 each represent a hydroxy-protecting group; and R4 represents a residue of a primary, secondary or tertiary alcohol,
the process comprising reacting a 3,6-O-bridged pyranose-inverted compound represented by the following formula:
wherein X represents halogen; and RC, RD, R2 and R3 are the same as above,
with an alcohol represented by R4OH, wherein R4 is the same as above.
[claim7]
7. The 3,6-O-bridged pyranose-inverted compound according to claim 4, wherein RC represents hydrogen; and RD represents -- OR2.
[claim8]
8. The 3,6-O-bridged pyranose-inverted compound according to claim 4, wherein RC represents -- OR2; and RD represents hydrogen.
[claim9]
9. The 3,6-O-bridged pyranose-inverted compound according to claim 4, wherein the hydroxy-protecting group represented by R2 and R3 is benzyl, dimethyl benzyl, 4-methoxybenzyl, allyl or trialkyl silyl.
[claim10]
10. A process for producing beta -O-pyranoside represented by the following formula:
wherein one of RC and RD represents hydrogen and the other represents -- OR2; R2 and R3 each represent a hydroxy-protecting group; and R4 represents a residue of a primary, secondary or tertiary alcohol,
the process comprising reacting a 3,6-O-bridged pyranose-inverted compound represented by the following formula:
wherein X represents halogen; and RC, RD, R2 and R3 are the same as above,
with an alcohol represented R4OH, wherein R4 is the same as above.
  • 発明者/出願人(英語)
  • YAMADA HIDETOSHI
  • ASAKURA NORIAKI
  • OKADA YASUNORI
  • KWANSEI GAKUIN
国際特許分類(IPC)
米国特許分類/主・副
  • C07H001/00
  • C07H009/02
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