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1. (WO2007009944) TRITYLATION REACTIONS BASED ON METALLIC CATALYSIS
Latest bibliographic data on file with the International Bureau

Pub. No.: WO/2007/009944 International Application No.: PCT/EP2006/064242
Publication Date: 25.01.2007 International Filing Date: 13.07.2006
Chapter 2 Demand Filed: 21.05.2007
IPC:
C07C 227/18 (2006.01) ,C07C 229/14 (2006.01)
C CHEMISTRY; METALLURGY
07
ORGANIC CHEMISTRY
C
ACYCLIC OR CARBOCYCLIC COMPOUNDS
227
Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
14
from compounds containing already amino and carboxyl groups or derivatives thereof
18
by reactions involving amino or carboxyl groups, e.g. hydrolysis of esters or amides, by formation of halides, salts or esters
C CHEMISTRY; METALLURGY
07
ORGANIC CHEMISTRY
C
ACYCLIC OR CARBOCYCLIC COMPOUNDS
229
Compounds containing amino and carboxyl groups bound to the same carbon skeleton
02
having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton
04
the carbon skeleton being acyclic and saturated
06
having only one amino and one carboxyl group bound to the carbon skeleton
10
the nitrogen atom of the amino group being further bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings
14
to carbon atoms of carbon skeletons containing rings
Applicants:
Università degli Studi di Roma 'La Sapienza' [IT/IT]; Piazzale Aldo Moro 5 I-00185 Roma, IT (AllExceptUS)
MALTESE, Maurizio [IT/IT]; IT (UsOnly)
Inventors:
MALTESE, Maurizio; IT
Agent:
GERMINARIO, Claudio ; c/o Società Italiana Brevetti S.p.A. Piazza Di Pietra 39 I-00186 Roma, IT
Priority Data:
RM2005A00038621.07.2005IT
Title (EN) TRITYLATION REACTIONS BASED ON METALLIC CATALYSIS
(FR) REACTIONS DE TRITYLATION PAR CATALYSE METALLIQUE
Abstract:
(EN) The invention relates to a method for preparing tritylated compounds in which protic functional groups are protected with the triphenylmethyl group, method based on the homogeneous catalysis exercised by salts or metal complexes in organic solvents. The invention relates in particular to a method for the selective tritylation of some groups, obtained both directly and by selective detritylation, with methods based on metallic catalysis. The application to amino acids, typical substrates not suitable to be subjected as such to homogeneous tritylations in organic solvents, indicates the ability of the method to extend also to hydrophilic substrates. The method allows to obtain with high yield pertrityl amino acids, N-tritylamino acids or amino acids tritylated only in lateral chain, compounds which heretofore were either difficult to obtain in aqueous solvents or obtainable through indirect methods. All, in any case, are important intermediates in peptide synthesis.
(FR) La présente invention concerne un procédé de préparation de composés tritylés selon lequel des groupes fonctionnels protiques sont protégés avec le groupe triphénylméthyle, lequel procédé repose sur la catalyse homogène réalisée par des sels ou des complexes métalliques dans des solvants organiques. Cette invention concerne en particulier un procédé de tritylation sélective de certains groupes, la tritylation étant obtenue à la fois directement et par tritylation sélective, les procédés reposant sur une catalyse métallique. L'application à des acides aminés, substrats typiques non aptes à être soumis en tant que tels à des tritylations homogènes dans des solvants organiques, démontre l'aptitude du procédé à s'étendre également à des substrats hydrophiles. Le procédé permet d'obtenir, avec un rendement élevé, des acides aminés pertrityl, des acides N-tritylamino ou des acides aminés tritylés uniquement en chaîne latérale, lesquels composés étaient auparavant soit difficiles à obtenir dans des solvants aqueux, soit obtenus par des procédés indirects. Tous, dans tous les cas, constituent d'importants intermédiaires dans la synthèse de peptides.
Designated States: AE, AG, AL, AM, AT, AU, AZ, BA, BB, BG, BR, BW, BY, BZ, CA, CH, CN, CO, CR, CU, CZ, DE, DK, DM, DZ, EC, EE, EG, ES, FI, GB, GD, GE, GH, GM, HN, HR, HU, ID, IL, IN, IS, JP, KE, KG, KM, KN, KP, KR, KZ, LA, LC, LK, LR, LS, LT, LU, LV, LY, MA, MD, MG, MK, MN, MW, MX, MZ, NA, NG, NI, NO, NZ, OM, PG, PH, PL, PT, RO, RS, RU, SC, SD, SE, SG, SK, SL, SM, SY, TJ, TM, TN, TR, TT, TZ, UA, UG, US, UZ, VC, VN, ZA, ZM, ZW
African Regional Intellectual Property Organization (ARIPO) (BW, GH, GM, KE, LS, MW, MZ, NA, SD, SL, SZ, TZ, UG, ZM, ZW)
Eurasian Patent Organization (AM, AZ, BY, KG, KZ, MD, RU, TJ, TM)
European Patent Office (AT, BE, BG, CH, CY, CZ, DE, DK, EE, ES, FI, FR, GB, GR, HU, IE, IS, IT, LT, LU, LV, MC, NL, PL, PT, RO, SE, SI, SK, TR)
African Intellectual Property Organization (BF, BJ, CF, CG, CI, CM, GA, GN, GQ, GW, ML, MR, NE, SN, TD, TG)
Publication Language: English (EN)
Filing Language: English (EN)
Also published as:
IL188946EP1917234