Process for large-scale preparation of 2',3'-didehydro-2',3'-did

Details Process for large-scale preparation of 2',3'-didehydro-2',3'-did Process for large-scale preparation of 2',3'-didehydro-2',3'-did

1994-09-23

1996-07-23

Wilson, James O.

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

Organic compounds

Carbohydrates or derivatives

536 281, 536 2853, 536 2854, C07H 100, C07H 1906

Patent

active

055390994

ABSTRACT:
An improved process suitable for large-scale production of 2',3'-didehydro-3'-deoxythymidine (d4T) and close analogs is disclosed. The improved process yields d4T in high yield and purity without the use of hazardous reactions or reagents and incorporates several process improvements important on a large scale including a novel purification step involving the isolation of a d4T.N-methylpyrrolidinone solvate.

REFERENCES:
patent: 4904770 (1990-02-01), Starrett, Jr. et al.
Xu et al., Tetrahedron Letters, vol. 32, No. 24, pp. 2817-2820 (1991).
Herwitz et al., Synthetic Procedures in Nucleic Acid Chemistry, vol. 1, 1968, p. 344.
Mansuri et al, J. Med. Chem., 1989, p. 461.
Adachi et al, Carbohydrate Research, 1979, p. 113.
Cosford et al, J. Org. Chem., 1991, p. 2161.

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