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Patent US5837866 - Phosphoramidite derivatives of macrocycles - Google Patents
The invention is directed to phosphoramidite derivatives of macrocycles, such as porphyrins and expanded porphyrins, including sapphyrins and texaphyrins. The phosphoramidite derivatives are useful as intermediates in the preparation of macrocycle-oligonucleotide conjugates....http://www.google.com/patents/US5837866?utm_source=gb-gplus-sharePatent US5837866 - Phosphoramidite derivatives of macrocycles
Publication number US5837866 A
Application number US 08/862,778
Publication number 08862778, 862778, US 5837866 A, US 5837866A, US-A-5837866, US5837866 A, US5837866A
Inventors Darren Magda, Jonathan L. Sessler, Shaun P. Crofts
Original Assignee Board Of Regents, The University Of Texas, Pharmacyclics, Inc.
Patent Citations (71), Non-Patent Citations (245), Referenced by (9), Classifications (10), Legal Events (8)
US 5837866 A
9. A phosphoramidite derivative of a sapphyrin having the following formula: ##STR9## wherein, n is zero or an integer less than or equal to 10;
z is an integer less than or equal to 10; and
each of R1 -R3 and R5 -R10 is independently selected from hydrogen, alkyl, alkenyl, alkynyl, halo, haloalkyl, hydroxyalkyl, glycol, polyglycol, thiol, alkyl thiol, aminoalkyl, carboxyalkyl, alkoxyalkyl, aryloxyalkyl, alkyloxycarbonyl, aryloxycarbonyl, CHO--, an ether group, a ketone group, carboxyl, phosphate, phosphonate, sulfate, phosphate-substituted alkyl, phosphonate-substituted alkyl, sulfate-substituted alkyl, the group --(CH2)t --O--W where W is hydrogen or a protecting group and t is an integer less than or equal to 10, or the group --(CH2)x --A--(CH2)y --B, where A is CH2, O, S, NH or NR11, where R11 is alkyl, alkenyl, alkynyl, halo, haloalkyl, hydroxyalkyl, glycol, polyglycol, thiol, alkyl thiol, aminoalkyl, carboxyalkyl, alkoxyalkyl, aryloxyalkyl, alkyloxycarbonyl, aryloxycarbonyl, CHO--, an ether group, a ketone group, carboxyl, phosphate, phosphonate, sulfate, phosphate-substituted alkyl, phosphonate-substituted alkyl, or sulfate-substituted alkyl, COO, CONH, CSNH, or CONR11 ; B is selected from the values of A, aryl, silyl, siloxy, aminoaryl, amino, amidoaryl, sugar, sugar derivative, polysaccharide, metal chelating group, alkylating agent, steroid, steroid derivative, amino acid, peptide, or polypeptide; and each of x and y is independently an integer of less than or equal to 10 or are zero.
10. A phosphoramidite derivative of a sapphyrin according to claim 9 where each of R1 -R3, R5, R6 and R8 -R10 is independently alkyl; and R7 is alkyl, hydroxyalkyl or the group --(CH2)t --O--W.
EXAMPLE 4 Preparation of a Sapphyrin Phosphoramidite
EXAMPLE 5 Preparation of a Porphyrin Phosphoramidite
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US6426421 Nov 21, 2000 Jul 30, 2002 Massachusetts Institute Of Technology Protecting groups useful in the synthesis of polysaccharides, natural products, and combinatorial libraries
US6693178 May 15, 2002 Feb 17, 2004 Massachusetts Institute Of Technology Protecting groups useful in the synthesis of polysaccharides, natural products, and combinatorial libraries
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