Four step synthesis of a 5′-deoxy-5′-iodomethylthymidine

Tetrahedron Letters

Volumn 37, Issue 10, 1996, Pages 1591-1592

  Baeschlin, Daniel K ^a   Daube, Michael ^a   Blättler, Monika O ^a   Benner, Steven A ^a   Richert, Clemens ^a,b  

^a ETH ZURICH   (Switzerland)

^b TUFTS UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

5' DEOXY 5' IODOMETHYLTHYMIDINE; THYMIDINE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; DRUG SYNTHESIS; REACTION ANALYSIS;

EID: 0029962099     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4039(96)00090-1     Document Type: Article

References (24)

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10. These have proven advantageous over e.g. mesylates in the assembly of all-dimethylenesulfone linked oligomers, Richert, C.; Roughton, A. L.; Benner S. A., manuscript submitted.
11. Wendeborn, S.; Wolf, R. M.; De Mesmaeker, A. Tetrahedron Lett. 1995, 36, 6879-6882 and references cited therein and preceding papers. Presuming a one step conversion of the thymine-unprotected carboxylic acid described in reference 3 of this paper to the starting molecule of the route and a three-step synthesis of 5′-DMT-3′-TBDPS-protected thymidine (Wendeborn, S.; personal communication, 1995), a nine-step synthesis is reported for the 5′-deoxy-5′-bromomethylthymidine-derivative.
12. Wendeborn, S.; Wolf, R. M.; De Mesmaeker, A. Tetrahedron Lett. 1995, 36, 6879-6882 and references cited therein and preceding papers. Presuming a one step conversion of the thymine-unprotected carboxylic acid described in reference 3 of this paper to the starting molecule of the route and a three-step synthesis of 5′-DMT-3′-TBDPS-protected thymidine (Wendeborn, S.; personal communication, 1995), a nine-step synthesis is reported for the 5′-deoxy-5′-bromomethylthymidine-derivative.
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24. Baeschlin, D. K.; Hyrup, B.; Daube, M.; Benner, S. A.; Richert, C., manuscript in preparation.