Title:
軸不斉を有する光学活性な4級アンモニウム塩およびそれを用いたα-アミノ酸およびその誘導体の製造方法
Document Type and Number:
Japanese Patent JP5108777
Kind Code:
B2
Abstract:
The present invention discloses an optically active quarternary ammonium salt having axial asymmetry and a method for producing an α-amino acid and a derivative thereof using the same. The optically active quarternary ammonium salt having axial asymmetry of the present invention is a chiral phase-transfer catalyst that has a simple structure and that can be produced in a smaller number of process steps. The compound of the present invention is very useful as a phase-transfer catalyst in the synthesis of an α-alkyl-α-amino acid and a derivative thereof as well as an α,α-dialkyl-α-amino acid and a derivative thereof. Therefore, the compound of the present invention can be used in the development of novel foods and pharmaceuticals.
Inventors:
Keiji Maruoka
Kenichiro Yamamoto
Nishimoto Yuki
Kenichiro Yamamoto
Nishimoto Yuki
Application Number:
JP2008536351A
Publication Date:
December 26, 2012
Filing Date:
September 13, 2007
Export Citation:
Assignee:
Nagase & Co., Ltd.
International Classes:
C07D223/18; C07C227/32; C07C229/08; C07C229/30; C07C229/34; C07C249/02; C07C251/24; C07B53/00; C07B61/00
Domestic Patent References:
| JP2004359578A | 2004-12-24 | |||
| JP2002326992A | 2002-11-15 | |||
| JP2004359578A | 2004-12-24 | |||
| JP2002326992A | 2002-11-15 |
Foreign References:
| WO2006093269A1 | 2006-09-08 |
Other References:
JPN7012001331; ＩＮＳＯＬＥ， Ｊｏａｎ Ｍ． ｅｔ ａｌ．: 'Ｓｔｅｒｉｃ ｅｆｆｅｃｔｓ ｏｆ ｍｅｔｈｏｘｙ ｇｒｏｕｐｓ ｉｎ ２，２'-ｂｒｉｄｇｅｄｂｉｐｈｅｎｙｌｓ． ＩＩ．' Ｊｏｕｒｎａｌ ｏｆ ｔｈｅ Ｃｈｅｍｉｃａｌ Ｓｏｃｉｅｔｙ， Ｐｅｒｋｉｎ Ｔｒａｎｓａｃｔｉｏｎｓ ２： Ｐｈｙｓｉｃａｌ Ｏｒｇａｎｉｃ Ｃｈｅｍｉｓｔｒｙ Ｎｏ．９, 1972, ｐｐ．１１６８-１１７３
JPN7012001332; ＢＥＡＶＥＮ， Ｇ． Ｈ． ｅｔ ａｌ．: 'Ｔｈｅ ｒｅｌａｔｉｏｎ ｂｅｔｗｅｅｎ ｃｏｎｆｉｇｕｒａｔｉｏｎ ａｎｄｃｏｎｊｕｇａｔｉｏｎ ｉｎ ｄｉｐｈｅｎｙｌ ｄｅｒｉｖａｔｉｖｅｓ． Ｉ． Ｔｈｅ ｅｎａｎｔｉｏｍｏｒｐｈｉｓｍ ａｎ' Ｊｏｕｒｎａｌ ｏｆ ｔｈｅ Ｃｈｅｍｉｃａｌ Ｓｏｃｉｅｔｙ , 1952, ｐｐ．８５４-８６８
JPN7012001331; ＩＮＳＯＬＥ， Ｊｏａｎ Ｍ． ｅｔ ａｌ．: 'Ｓｔｅｒｉｃ ｅｆｆｅｃｔｓ ｏｆ ｍｅｔｈｏｘｙ ｇｒｏｕｐｓ ｉｎ ２，２'-ｂｒｉｄｇｅｄｂｉｐｈｅｎｙｌｓ． ＩＩ．' Ｊｏｕｒｎａｌ ｏｆ ｔｈｅ Ｃｈｅｍｉｃａｌ Ｓｏｃｉｅｔｙ， Ｐｅｒｋｉｎ Ｔｒａｎｓａｃｔｉｏｎｓ ２： Ｐｈｙｓｉｃａｌ Ｏｒｇａｎｉｃ Ｃｈｅｍｉｓｔｒｙ Ｎｏ．９, 1972, ｐｐ．１１６８-１１７３
JPN7012001332; ＢＥＡＶＥＮ， Ｇ． Ｈ． ｅｔ ａｌ．: 'Ｔｈｅ ｒｅｌａｔｉｏｎ ｂｅｔｗｅｅｎ ｃｏｎｆｉｇｕｒａｔｉｏｎ ａｎｄｃｏｎｊｕｇａｔｉｏｎ ｉｎ ｄｉｐｈｅｎｙｌ ｄｅｒｉｖａｔｉｖｅｓ． Ｉ． Ｔｈｅ ｅｎａｎｔｉｏｍｏｒｐｈｉｓｍ ａｎ' Ｊｏｕｒｎａｌ ｏｆ ｔｈｅ Ｃｈｅｍｉｃａｌ Ｓｏｃｉｅｔｙ , 1952, ｐｐ．８５４-８６８
JPN7012001332; ＢＥＡＶＥＮ， Ｇ． Ｈ． ｅｔ ａｌ．: 'Ｔｈｅ ｒｅｌａｔｉｏｎ ｂｅｔｗｅｅｎ ｃｏｎｆｉｇｕｒａｔｉｏｎ ａｎｄｃｏｎｊｕｇａｔｉｏｎ ｉｎ ｄｉｐｈｅｎｙｌ ｄｅｒｉｖａｔｉｖｅｓ． Ｉ． Ｔｈｅ ｅｎａｎｔｉｏｍｏｒｐｈｉｓｍ ａｎ' Ｊｏｕｒｎａｌ ｏｆ ｔｈｅ Ｃｈｅｍｉｃａｌ Ｓｏｃｉｅｔｙ , 1952, ｐｐ．８５４-８６８
JPN7012001331; ＩＮＳＯＬＥ， Ｊｏａｎ Ｍ． ｅｔ ａｌ．: 'Ｓｔｅｒｉｃ ｅｆｆｅｃｔｓ ｏｆ ｍｅｔｈｏｘｙ ｇｒｏｕｐｓ ｉｎ ２，２'-ｂｒｉｄｇｅｄｂｉｐｈｅｎｙｌｓ． ＩＩ．' Ｊｏｕｒｎａｌ ｏｆ ｔｈｅ Ｃｈｅｍｉｃａｌ Ｓｏｃｉｅｔｙ， Ｐｅｒｋｉｎ Ｔｒａｎｓａｃｔｉｏｎｓ ２： Ｐｈｙｓｉｃａｌ Ｏｒｇａｎｉｃ Ｃｈｅｍｉｓｔｒｙ Ｎｏ．９, 1972, ｐｐ．１１６８-１１７３
JPN7012001332; ＢＥＡＶＥＮ， Ｇ． Ｈ． ｅｔ ａｌ．: 'Ｔｈｅ ｒｅｌａｔｉｏｎ ｂｅｔｗｅｅｎ ｃｏｎｆｉｇｕｒａｔｉｏｎ ａｎｄｃｏｎｊｕｇａｔｉｏｎ ｉｎ ｄｉｐｈｅｎｙｌ ｄｅｒｉｖａｔｉｖｅｓ． Ｉ． Ｔｈｅ ｅｎａｎｔｉｏｍｏｒｐｈｉｓｍ ａｎ' Ｊｏｕｒｎａｌ ｏｆ ｔｈｅ Ｃｈｅｍｉｃａｌ Ｓｏｃｉｅｔｙ , 1952, ｐｐ．８５４-８６８
Attorney, Agent or Firm:
Takuya Shindo