公开(公告)号：KR1019990071150A

公开(公告)日：1999-09-15

申请号：KR1019980006425

申请日：1998-02-27

Applicant: 한국화학연구원

Inventor： 이철해 ,  송지섭 ,  이상옥 ,  곽현정 ,  김용주 ,  김홍석 ,  최보승 ,  최원준

IPC: C07J11/00

Abstract: 본 발명은 스쿠알아민의 제조방법에 관한 것으로서, 더욱 상세하게는 3-케토-비스노콜레놀을 출발물질로 사용하여 경제적이고 적은 반응단계로 다음 화학식 1로 표시되는 스쿠알아민을 제조하는 방법에 관한 것이다.

公开(公告)号：KR100255031B1

公开(公告)日：2001-03-02

申请号：KR1019980006425

申请日：1998-02-27

Applicant: 한국화학연구원

Inventor： 이철해 ,  송지섭 ,  이상옥 ,  곽현정 ,  김용주 ,  김홍석 ,  최보승 ,  최원준

IPC: C07J11/00

Abstract: PURPOSE: A process for producing squalamine is provided, thereby the squalamine can be cheaply and simply produced due to the use of cheap 3-keto-bisnocholenol as an initial compound. CONSTITUTION: The process for producing squalamine of formula(1) comprises the steps of: protecting a 3-keto group of 3-keto-bisnocholenol of formula(2) with an ethylenekital group and converting primary alcohol at C22 into an aldehyde group to produce 3-ethylenekital-23,24-bisnochola-5-en-22-al of formula(3); aldol condensing the compound of formula(3) to produce inone compound, hydrogenating the inone compound in the presence of platinum catalyst to produce 3-ethylenekital-cholest-5-en-24-on of formula(4); allyl oxidizing the compound of formula(4) to produce 3-ethylenekital-cholest-5-en-7,24-dion; selectively reducing double bond of the compound of formula(5) at C5 to produce 5alpha-cholestan and stereo selectively reducing a kito group at C7 and treating it with hydrochloric acid to produce 3-kito-5-alpha-cholestan-7,24-diol of formula(6); protecting hydroxy at C24 of the compound of formula(6) with t-butyldimethylsilyl, and converting kito at C3 to 3alpha-amino to produce 3alpha-amino-7,24-dihydroxycholest-5-en of formula(7); reacting the compound of formula(7) with polyamine aldehyde of formula(8) to produce a compound of formula(9); and treating the compound of formula(9) with acid to remove silly and a carbamate protecting group and to insert sulfone into the C24 site.