Following is one of the patent documents most requested by researchers using CAS electronic products.
|
CAS indexed 23 chemical substances from this document.
CAS subject entries for this document include: Resolution (separation); Diels-Alder reaction. | |
CAPLUS COPYRIGHT 2006 ACS on STN
| TITLE:
| Process for the preparation of Tamiflu and related 4,5-diaminoshikimic acid derivatives via Diels-Alder cycloaddition |
| INVENTOR(S):
| Abrecht, Stefan; Karpf, Martin; Trussardi, Rene; Wirz, Beat |
| PATENT ASSIGNEE(S):
| F. Hoffmann-La Roche A.-G., Switz. |
| SOURCE:
| Eur. Pat. Appl., 23 pp. CODEN: EPXXDW |
| LANGUAGE:
| English |
PATENT INFORMATION: PATENT NO. KIND DATE APPLICATION NO. DATE
--------------- ---- -------- -------------------- --------
EP 1127872 A1 20010829 EP 2001-103934 20010219
EP 1127872 B1 20060201
R: AT, BE, CH, DE, DK, ES, FR, GB, GR, IT, LI, LU, NL, SE, MC, PT,
IE, SI, LT, LV, FI, RO, CY, TR
US 2002006960 A1 20020117 US 2001-777277 20010206
US 6403824 B2 20020611
CA 2337452 AA 20010822 CA 2001-2337452 20010216
JP 2001288152 A2 20011016 JP 2001-39289 20010216
IN 192890 A 20040529 IN 2001-MA153 20010220
CN 1310170 A 20010829 CN 2001-104680 20010221
ABSTRACT:
A multistep synthesis was presented for the prepn. of 4,5-diaminoshikimic acid derivs. I [R1, R2 = alkyl; R3, R4 = H, acyl, etc., except R3 = R4 = H], which are potent inhibitors of viral neuraminidase, via Diels-Alder cycloaddn. of furan and Et acrylate and lipase mediated hydrolysis. Thus, Tamiflu I (R1 = CHEt2, R2 = Et, R3 = COMe, R4 = H) was prepd. via a multistep synthetic sequence starting by Diels-Alder cycloaddn. of furan and Et acrylate to form ester (.+-.)-II in 80% yield by followed by Chirazyme L-2 mediated resoln. to yield the of the desired (1S,2R,4S)-II.
Updated 5/11/2007 1:21:51 PM
