US 7,531,657 B2
Method for preparing sulphostin and analogue thereof or preparation intermediate thereof
Masashi Nagai, Nishitokyo (Japan); Hiroko Yamazaki, Tokyo (Japan); Keiichirou Yamamoto, Tokyo (Japan); and Masatoshi Abe, Tokyo (Japan)
Assigned to Nippon Kayaku Kabushiki Kaisha, Tokyo (Japan)
Appl. No. 10/498,272
PCT Filed Dec. 16, 2002, PCT No. PCT/JP02/13140
§ 371(c)(1), (2), (4) Date Jun. 08, 2004,
PCT Pub. No. WO03/051895, PCT Pub. Date Jun. 26, 2003.
Claims priority of application No. 2001-382818 (JP), filed on Dec. 17, 2001; application No. 2001-382862 (JP), filed on Dec. 17, 2001; and application No. 2002-329474 (JP), filed on Nov. 13, 2002.
Prior Publication US 2005/0020834 A1, Jan. 27, 2005
Int. Cl. C07F 9/00 (2006.01); C07F 9/02 (2006.01); C07D 205/08 (2006.01); C07D 223/12 (2006.01)
U.S. Cl. 546—21  [548/412; 549/363; 549/528] 18 Claims
 
1. A method for preparing a compound represented by the following general formula (5)

OG Complex Work Unit Drawing
where, n is an integer of 0 to 3; and Y represents a protecting group for an amino group, comprising the steps of reacting a compound represented by the following general formula (3)

OG Complex Work Unit Drawing
where, n and Y are as described above, with a sililating agent, represented by the following general formula (6)

OG Complex Work Unit Drawing
where R1, R2 and R3 each independently represent a lower alkyl group or an aryl group; and X represents a halogen atom or a fluorinated alkyl sulfonate,subsequently reacting it with a phosphorus oxyhalide represented by the general formula(4)
P(═O)T3  (4)
where T represents a halogen atom and further with ammonia, wherein a reaction temperature is −20°C. to 80° in the steps of preparing a compound represented by the general formula (5) from a compound represented by the general formula (3).