Process for total synthesis of ecteinascidins and...

Details Process for total synthesis of ecteinascidins and... Process for total synthesis of ecteinascidins and...

2002-09-20

2008-08-26

Wilson, James O. (Department: 1624)

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

Organic compounds

Nitrogen attached directly or indirectly to the purine ring...

C544S342000, C544S153000, C544S343000, C544S344000, C544S377000

Reexamination Certificate

active

07417145

ABSTRACT:
An intermediate compound for total synthesis of ecteinascidins comprising, a compound represented by general formula 2 having thioether group at C4 site, and the substituent R2of N12site is trichloroethoxicarbonyl (Troc) to which various substituents can be introduced by mild condition, further having a 10-membered ring structure which can be converted to a ring of other numbered members.

REFERENCES:
Endo et. al. (J. Am. Chem. Soc., 2002, 124, 6552-6554).
Endo, “Total Synthesis of Ecteinascidin 743”, J. Am. Chem. Soc. 2002, vol. 124, 6552-6554.
Corey, “Enantioselective Total Synthesis of Ecteinascidin 743”, J. Am. Chem. Soc. 1996, vol. 118, 9202-9203.
Tohma, “Synthesis of Optically Active alpha-Arylglycines: Stereoselective Mannich-Type Reaction with a New Chiral Template”, Synlett 2001, No. 7, 1179-1181.
Endo, “Synthetic Study on Ecteinascidin 743 Starting From D-Glucose”, Synlett 1999, No. 7, 1103-1105.
Hinterding, “Synthesis and In Vitro Evaluation of the Ras Farnesyltransferase Inhibitor Pepticinnamin E”, Angew. Chem. Int. Ed. 1998, 37, No. 9 1236-1239.
Cuevas C, et al., “Synthesis of Ecteinascidin ET-743 and Phthalascidin PT-650 . . . ”, Organic Letters, ACS, Washington, DC, US, vol. 2, No. 16, 2000, pp. 2545-2548.
Zhou, et al., “Studies Directed to the Total Synthesis of ET 743 . . . ”, Organic Letters, ACS, Washington, DC, US, vol. 4, No. 1, 2002, pp. 43-46.

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