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Volumn 6, Issue 8, 2009, Pages 616-618

An efficient synthesis of taxotere side chain

Author keywords

Anticancer agents; Asymmetric Henry reaction; Asymmetric synthesis; La (R) BINOL; Taxol; Taxotere side chain

Indexed keywords


EID: 77249087159     PISSN: 15701786     EISSN: None     Source Type: Journal    
DOI: 10.2174/157017809790442871     Document Type: Article
Times cited : (3)

References (15)
  • 1
    • 0015211527 scopus 로고
    • Plant antitumor agents. VI: The isolation and structure of Taxol, a novel antileukemic and antitumor agent from Taxus brevifolia
    • Wani, M.C.; Taylor, H.L.; Wall, M.E.; Coggon, P.; McPhail, A.T. Plant antitumor agents. VI: the isolation and structure of Taxol, a novel antileukemic and antitumor agent from Taxus brevifolia. J. Am. Chem. Soc., 1971, 93, 2325.
    • (1971) J. Am. Chem. Soc. , vol.93 , pp. 2325
    • Wani, M.C.1    Taylor, H.L.2    Wall, M.E.3    Coggon, P.4    McPhail, A.T.5
  • 3
    • 53149135050 scopus 로고    scopus 로고
    • Catalytic asymmetric synthesis of the docetaxel (taxotere) side chain: organocatalytic highly enantioselective synthesis of esterification ready-α-hydroxy-β-amino acids
    • Dziedzic, P.; Vesely, J.; Cordova, A. Catalytic asymmetric synthesis of the docetaxel (taxotere) side chain: organocatalytic highly enantioselective synthesis of esterification ready-α-hydroxy-β-amino acids. Tetrahedron Lett., 2008, 49, 6631-6634.
    • (2008) Tetrahedron Lett. , vol.49 , pp. 6631-6634
    • Dziedzic, P.1    Vesely, J.2    Cordova, A.3
  • 4
    • 0033574683 scopus 로고    scopus 로고
    • Total synthesis of R-(+)-Patulolide A and R-(-)-Patulolide B: the macrolides isolated from Penicillium urticae mutant
    • Kalita, D.; Khan, A.T.; Barua, N.C.; Bez, G. Total synthesis of R-(+)-Patulolide A and R-(-)-Patulolide B: the macrolides isolated from Penicillium urticae mutant. Tetrahedron, 1999, 55, 5177.
    • (1999) Tetrahedron , vol.55 , pp. 5177
    • Kalita, D.1    Khan, A.T.2    Barua, N.C.3    Bez, G.4
  • 5
    • 0034853476 scopus 로고    scopus 로고
    • 2 system: A short synthesis of immunosuppressive agent FTY-720
    • Kalita, B.; Barua, N.C.; Bezbarua, M.S.; Bez, G. Synthesis of 2-nitroalcohols by regioselective ring opening of epoxides with MgSO4/MeOH/NaNO2 system: a short synthesis of immunosuppressive agent FTY-720. Synlett, 2001, 1411.
    • (2001) Synlett , pp. 1411
    • Kalita, B.1    Barua, N.C.2    Bezbarua, M.S.3    Bez, G.4
  • 6
    • 26244449129 scopus 로고    scopus 로고
    • A total synthesis of (-)-bestatin using Shibasaki's asymmetric Henry reaction
    • DOI 10.1016/j.tetlet.2005.08.153, PII S0040403905019179
    • Gogoi, N.; Boruwa, J.; Barua, N.C. A total synthesis of (-)- bestatin using Shibasaki's asymmetric Henry reaction. Tetrahedron Lett., 2005, 46, 7581-7582. (Pubitemid 41411862)
    • (2005) Tetrahedron Letters , vol.46 , Issue.44 , pp. 7581-7582
    • Gogoi, N.1    Boruwa, J.2    Barua, N.C.3
  • 7
    • 29744452186 scopus 로고    scopus 로고
    • Stereoslective total synthesis of (+)-boronolide
    • Boruwa, J.; Barua, N.C. Stereoslective total synthesis of (+)-boronolide. Tetrahedron, 2006, 62, 1193.
    • (2006) Tetrahedron , vol.62 , pp. 1193
    • Boruwa, J.1    Barua, N.C.2
  • 8
    • 33645516945 scopus 로고    scopus 로고
    • A concise total synthesis of antifungal antibiotic (+)-preussin
    • Gogoi, N.; Boruwa, J.; Barua, N.C. A concise total synthesis of antifungal antibiotic (+)-preussin. Eur. J. Org. Chem., 2006, 1722.
    • (2006) Eur. J. Org. Chem. , pp. 1722
    • Gogoi, N.1    Boruwa, J.2    Barua, N.C.3
  • 9
    • 52949101693 scopus 로고    scopus 로고
    • An efficient reduction protocol for the synthesis of β-hydroxy carbamates from β-nitro alcohols in one pot: a facile synthesis of (-)-β-conhydrine
    • Saikia, P.P.; Baishya, G.; Goswami, A.; Barua, N.C. An efficient reduction protocol for the synthesis of β-hydroxy carbamates from β-nitro alcohols in one pot: a facile synthesis of (-)-β-conhydrine. Tetrahedron Lett., 2008, 49, 6508.
    • (2008) Tetrahedron Lett. , vol.49 , pp. 6508
    • Saikia, P.P.1    Baishya, G.2    Goswami, A.3    Barua, N.C.4
  • 10
    • 59049101837 scopus 로고    scopus 로고
    • An efficient and stereoselective route to 1-deoxy-5-hydroxy-sphingosine analogues
    • Saikia, P.P.; Goswami A.; Baishya, G.; Barua, N.C. An efficient and stereoselective route to 1-deoxy-5-hydroxy-sphingosine analogues. Tetrahedron Lett., 2009, 50, 1328.
    • (2009) Tetrahedron Lett. , vol.50 , pp. 1328
    • Saikia, P.P.1    Goswami, A.2    Baishya, G.3    Barua, N.C.4
  • 11
    • 1842686290 scopus 로고    scopus 로고
    • A highly efficient synthesis of the C-13 side-chain of taxol using Shibasaki's asymmetric Henry reaction
    • Borah, J.C.; Gogoi, S.; Boruwa, J.; Kalita, B.; Barua, N.C. A highly efficient synthesis of the C-13 side-chain of taxol using Shibasaki's asymmetric Henry reaction. Tetrahedron Lett., 2004, 45, 3689.
    • (2004) Tetrahedron Lett. , vol.45 , pp. 3689
    • Borah, J.C.1    Gogoi, S.2    Boruwa, J.3    Kalita, B.4    Barua, N.C.5
  • 12
    • 84945959007 scopus 로고
    • Basic character of pure earth metal alkoxides: utilization in catalytic C-C bond forming reactions and catalytic asymmetric nitroaldol reactions
    • Sasai, H.; Suzuki, T.; Arai, T.; Shibasaki, M. Basic character of pure earth metal alkoxides: utilization in catalytic C-C bond forming reactions and catalytic asymmetric nitroaldol reactions. J. Am. Chem. Soc., 1992, 114, 4418.
    • (1992) J. Am. Chem. Soc. , vol.114 , pp. 4418
    • Sasai, H.1    Suzuki, T.2    Arai, T.3    Shibasaki, M.4
  • 13
    • 0027397028 scopus 로고
    • Catalytic asymmetric nitroaldol reactions: a new practical method for the preparation of the optically active lanthanum complex
    • Sasai, H.; Suzuki, T.; Itoh, N.; Shibasaki, M. Catalytic asymmetric nitroaldol reactions: a new practical method for the preparation of the optically active lanthanum complex. Tetrahedron Lett., 1993, 34, 851.
    • (1993) Tetrahedron Lett. , vol.34 , pp. 851
    • Sasai, H.1    Suzuki, T.2    Itoh, N.3    Shibasaki, M.4
  • 14
    • 33947469856 scopus 로고
    • The mechanism of the reaction of silver nitrite with alkyl halides: the contrasting reactions of silver and alkali metal salts with alkyl halides: the alkylation of ambient anions
    • Kornblum, N.; Smiley, R.A.; Blackwood, R.K.; Iffland, D.C. The mechanism of the reaction of silver nitrite with alkyl halides: the contrasting reactions of silver and alkali metal salts with alkyl halides: the alkylation of ambient anions. J. Am. Chem. Soc., 1955, 77, 6269.
    • (1955) J. Am. Chem. Soc. , vol.77 , pp. 6269
    • Kornblum, N.1    Smiley, R.A.2    Blackwood, R.K.3    Iffland, D.C.4
  • 15
    • 77249117053 scopus 로고    scopus 로고
    • The enantiomeric excess (ee) was measured by HPLC analysis carried out using a Waters 510 HPLC system. The HPLC conditions used for analysis were: Chiracel OD column, flow rate 0.8 mL/min, hexane/isopropanol 90 : 10, retention times (2R, 3S) 7.38 min (major isomer), (2S, 3S) 6.61 min (minor isomer)
    • The enantiomeric excess (ee) was measured by HPLC analysis carried out using a Waters 510 HPLC system. The HPLC conditions used for analysis were: Chiracel OD column, flow rate 0.8 mL/min, hexane/isopropanol 90 : 10, retention times (2R, 3S) 7.38 min (major isomer), (2S, 3S) 6.61 min (minor isomer).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.