Process for the preparation of 2-deoxy-2,2-difluoro-.beta.-D-rib

Details Process for the preparation of 2-deoxy-2,2-difluoro-.beta.-D-rib Process for the preparation of 2-deoxy-2,2-difluoro-.beta.-D-rib

1995-02-03

1997-02-11

Trinh, Ba K.

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

549418, 549423, 549454, 549455, C07D30910, C07D31716

Patent

active

056022620

ABSTRACT:
A process for producing intermediate compounds 2-deoxy 2,2-difluoro-.beta.-D-ribo-pentopyranose (III) from 3,3-difluoro-4,5,6-O-trihydroxy-5,6-O-(1-ethylpropylidene)hexene (I). The process of preparing intermediate compound (I) involves reacting D-glyceraldehyde pentanide with an organometallic complex of 3-bromo-3,3-difluoropropene. The process of preparing intermediate compound (III) involves ozonolysis and then hydrolysis. The intermediate compounds (I) and (III) are used in the preparation of 2'-deoxy-2',2'-difluorocytidine which is an antiviral agent.

REFERENCES:
patent: 4954623 (1990-09-01), Nagarajan
Chou, T. S., et al., Synthesis, 6, pp. 565-570 (1992).
Hertel, L. W., et al., J. Org. Chem., 53, pp. 2406-2409 (1988).
Yang, Z., et al., J. Org. Chem., 53, pp. 1037-1041, (1991).
Hanzawa, Y., et al., Tetrahedron Letters, 28, No. 6, pp. 659-662 (1987).
Seyferth, D., et al., J. Am. Chem. Soc., 105, pp. 4634-4639 (1983).

Affiliated with

Also associated with

Rating

Process for the preparation of 2-deoxy-2,2-difluoro-.beta.-D-rib does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Process for the preparation of 2-deoxy-2,2-difluoro-.beta.-D-rib, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Process for the preparation of 2-deoxy-2,2-difluoro-.beta.-D-rib will most certainly appreciate the feedback.

Rate now

Comments { 0 }

Profile ID: LFUS-PAI-O-343312