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Volumn 2, Issue 11, 2000, Pages 1573-1575

A Convergent Synthesis of (+)-Cryptophycin B, a Potent Antitumor Macrolide from Nostoc sp. Cyanobacteria

Author keywords

[No Author keywords available]

Indexed keywords

ANTIFUNGAL AGENT; ANTINEOPLASTIC AGENT; CRYPTOPHYCIN; CRYPTOPHYCIN B; CYCLOPEPTIDE; DEPSIPEPTIDE; DIPEPTIDE; MACROLIDE;

EID: 0034202022     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol000058i     Document Type: Article
Times cited : (38)

References (35)
  • 24
    • 0042869554 scopus 로고
    • and references cited therein
    • Rücker C. Chem. Rev. 1995, 95, 1009 and references cited therein.
    • (1995) Chem. Rev. , vol.95 , pp. 1009
    • Rücker, C.1
  • 25
    • 85088172604 scopus 로고    scopus 로고
    • note
    • 2 afforded the corresponding alcohol in only 32% yield. The major side product was the desilylation product.
  • 29
    • 85088175485 scopus 로고    scopus 로고
    • note
    • 2-NEt, DMAP, and tBuOH; and (3) removal of Cbz group by hydrogenation over 10% Pd-C in MeOH (55% overall).
  • 31
    • 0442283630 scopus 로고    scopus 로고
    • Reaction rate was accelerated in the presence of a trace amount of water
    • Reaction rate was accelerated in the presence of a trace amount of water.
  • 32
    • 85088175335 scopus 로고    scopus 로고
    • note
    • 2O in EtOAc followed by saponification with aqueous LiOH at 23°C for 30 min (90% overall).
  • 33
    • 85088175626 scopus 로고    scopus 로고
    • note
    • 2O (6:1) for 30 min followed by reaction with BnBr in DMF at 0 °C (91%).
  • 35
    • 0442315110 scopus 로고    scopus 로고
    • note
    • The major epoxide was cleanly separated by an isocratic reverse phase HPLC (see ref 8g for similar separation) on a YMC-Pack ODS-AQ 5S 120 Å column (4.6 × 250 mm) with flow rate 1 mL/min and UV detection at 254 nm. Retention times for 2: 31.58 min; and diastereomer: 37.20 min.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.