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Volumn , Issue 1, 2005, Pages 158-160

Facile preparation of tert-butyl 1-tert-butoxycarbonylaminocyclopent-3- enecarboxylate from inexpensive starting materials

Author keywords

Alkenes; Curtius rearrangement; Cyclizations; Excitatory amino acids; Haloform reaction

Indexed keywords

ALCOHOLS; ALKYLATION; DEGRADATION; SODIUM COMPOUNDS; SOLUTIONS; SYNTHESIS (CHEMICAL);

EID: 12344288105     PISSN: 00397881     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2004-831218     Document Type: Article
Times cited : (10)

References (28)
  • 1
    • 0036775427 scopus 로고    scopus 로고
    • and references cited therein
    • Moloney, M. G. Nat. Prod. Rep. 2002, 19, 597; and references cited therein.
    • (2002) Nat. Prod. Rep. , vol.19 , pp. 597
    • Moloney, M.G.1
  • 2
    • 12344254655 scopus 로고    scopus 로고
    • (Eli Lilly and Company); US Pat. WO 2003104217, 2003
    • Moher, E. D.; Monn, J. A.; Pedregal-Tercero, C. (Eli Lilly and Company); US Pat. WO 2003104217, 2003; Chem. Abstr. 2004, 140, 42463. A financial reward was also offered by InnoCentive for an efficient synthetic route to this compound (challenge 3100). No solution has ever been accepted; however, the collected ideas obviously were used in the patent application cited above.
    • (2004) Chem. Abstr. , vol.140 , pp. 42463
    • Moher, E.D.1    Monn, J.A.2    Pedregal-Tercero, C.3
  • 16
    • 12344321057 scopus 로고    scopus 로고
    • note
    • tert-Butyl N-(diphenylmethylene)glycinate is commercially available at a price of 46.60 EUR per 1 g (Aldrich).
  • 21
    • 12344311935 scopus 로고    scopus 로고
    • note
    • The price of methyl tert-butyl malonate is 45.00 EUR for 10 mL (Aldrich).
  • 22
    • 12344338165 scopus 로고    scopus 로고
    • note
    • The price of tert-butyl acetoacetate(1) is 43.20 EUR for 500 mL (Aldrich).
  • 23
    • 12344280906 scopus 로고    scopus 로고
    • note
    • cis-1,4-Dichloro-2-butene(2) is commercially available at a price of 133.00 EUR for 100 g (Aldrich).
  • 26
    • 12344309949 scopus 로고    scopus 로고
    • note
    • Without tin tetrachloride, the yield was only 17%.
  • 27
    • 12344278827 scopus 로고    scopus 로고
    • note
    • 15


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.