An efficient method for the synthesis of substituted TosMIC precursors

Tetrahedron Letters

Volumn 37, Issue 45, 1996, Pages 8113-8116

  Sisko, Joseph ^a   Mellinger, Mark ^a   Sheldrake, Peter W ^a   Baine, Neil H ^a  

^a GLAXOSMITHKLINE   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

AMIDE; ISOCYANIC ACID DERIVATIVE;

ARTICLE; DRUG SYNTHESIS; REACTION ANALYSIS; TECHNIQUE;

EID: 0030569372     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4039(96)01886-2     Document Type: Article

References (17)

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2. 2. van Leusen, A.M.; Bourma, R.J.; Possel, O. Tetrahedron Lett. 1975, 3487. van Leusen, D.; van Leusen, A.M. Synthesis 1980, 325.
3. 2. van Leusen, A.M.; Bourma, R.J.; Possel, O. Tetrahedron Lett. 1975, 3487. van Leusen, D.; van Leusen, A.M. Synthesis 1980, 325.
4. 3. van Leusen, A.M.; Boerma, G.J.M.; Helmholdt, R.B.; Siderius, H.; Strating, J. Tetrahedron Lett. 1972, 2367.
5. 4. (a) Olinjsma, T.; Engberts, J.B.F.N.; Strating, J. Rec. Trav. Chim. Pays-Bas 1972, 91, 209.
6. (b) Sasaki, H.; Nakagawa, H.; Khuhara, M.; Kitigawa, T. Chem. Lett. 1988, 1531.
7. (c) See also, Morton, J.; Rahim, A.; Walker, E. R. H. Tetrahedron Lett. 1982, 4123.
8. 5. Hoogenboom, B.E.; Oldenziel, O.H.; van Leusen, A.M. Org. Synth. 1977, 57, 102.
9. 6. van Leusen, A.M.; Wildeman, J.; Oldenziel, O.H. J. Org. Chem. 1977, 42, 1153.
10. 7. Schollkopf, U.; Blume, E. Tetrahedron Lett. 1973, 629.
11. 8. van Leusen, A.M.; Boerma, G.J.M.; Helmholdt, R.B.; Siderius, H.; Strating, J. Tetrahedron Lett. 1972, 2367. Hundschied, R.J.A.; Tandon, V.K.; Rouwette, P.H.F.M.; van Leusen, A.M. Tetrahedron 1987, 43, 5073.
12. 8. van Leusen, A.M.; Boerma, G.J.M.; Helmholdt, R.B.; Siderius, H.; Strating, J. Tetrahedron Lett. 1972, 2367. Hundschied, R.J.A.; Tandon, V.K.; Rouwette, P.H.F.M.; van Leusen, A.M. Tetrahedron 1987, 43, 5073.
13. 9. Johnson, A.P.; Luke, R.W.A.; Steele, R.W. J. Chem. Soc., Chem. Commun. 1986, 1658, and references cited therein.
14. 10. For example, see: Armarego, W.L.F. J. Chem. Soc. 1962, 561. Gilbert, E.E. Synthesis 1972, 30.
15. 10. For example, see: Armarego, W.L.F. J. Chem. Soc. 1962, 561. Gilbert, E.E. Synthesis 1972, 30.
16. 11. Zavyalov, S.I.; Kulikova, L.B. Khim-Farm Zh. 1992, 26, 88.
17. 2O were added and stirred for 30. The solid white product 6 was filtered and dried in a vacuum oven at 40 °C (14.3 g, 93%, 99% pure by HPLC).