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Volumn , Issue 11, 2009, Pages 1769-1772

Total synthesis of valerenic acid

Author keywords

GABAA receptor; Microwave assisted Wittig reaction; Natural product; Total synthesis; Valerenic acid

Indexed keywords

2 CYCLOHEXENONE; ANXIOLYTIC AGENT; KETONE DERIVATIVE; PULEGONE; UNCLASSIFIED DRUG; VALERENIC ACID; VALERIAN;

EID: 67649967738     PISSN: 09365214     EISSN: 14372096     Source Type: Journal    
DOI: 10.1055/s-0029-1217378     Document Type: Article
Times cited : (16)

References (27)
  • 1
    • 67649961212 scopus 로고    scopus 로고
    • European Scientific Cooperative on Phytotherapy ESCOP, 2nd ed, Thieme: Stuttgart/ New York
    • (a) European Scientific Cooperative on Phytotherapy (ESCOP) Monographs, 2nd ed.; Thieme: Stuttgart/ New York, 2003, 539.
    • (2003) Monographs , pp. 539
  • 18
    • 67649979754 scopus 로고    scopus 로고
    • The pulegone used in our experiments was purchased from ACROS ORGANICS and was 92% pure (pract. grade) according to the supplier.
    • The pulegone used in our experiments was purchased from ACROS ORGANICS and was 92% pure (pract. grade) according to the supplier.
  • 19
    • 0000891288 scopus 로고    scopus 로고
    • Chiral auxiliary: Drewes, S. E.; Malissar, D. G. S.; Roos, G. H. P. Chem. Ber. 1993, 126, 2663; details for the synthesis of 10 will be published elsewhere.
    • Chiral auxiliary: Drewes, S. E.; Malissar, D. G. S.; Roos, G. H. P. Chem. Ber. 1993, 126, 2663; details for the synthesis of 10 will be published elsewhere.
  • 23
    • 67649976548 scopus 로고    scopus 로고
    • 10
    • 10
  • 24
    • 67649961211 scopus 로고    scopus 로고
    • Preparation and Analytical Data of Compound 1 To a solution of ethyl ester 14 (32 mg, 0.12 mmol) in 2-PrOH-H2O (5:1, 0.6 mL) was added LiOH (6 mg, 0.24 mmol, and the mixture was heated to 40°C for 10 h. The solution was concentrated and the residue directly purified by FC (hexane-EtOAc, 5:1, 1% formic acid) to give 29 mg (97, of valerenic acid (1) as a white solid. Crystals suitable for X-ray crystallography were obtained from hexane-MeOH-Et2O. Mp 138.5-139.5°C (lit, 140-142°C).10 [α]D25 -13.0 (c 2.15, CHCl3, α]D20 -119.8 (c 2.50, EtOH, lit, α]D20 -120.0, EtOH, 10 HRMS (EI, m/z calcd for C15H22O 2: 234.1614; found [M, 234.1616. 1H NMR (400 MHz, CDCl3, 25°C, δ, 7.16 (d, J, 9.8 Hz, 1 H, 3.58-3.52 m
    • -1.
  • 25
    • 67649998446 scopus 로고    scopus 로고
    • Natural valerenic acid was purchased from extrasynthèse (France).
    • Natural valerenic acid was purchased from extrasynthèse (France).
  • 26
    • 85022357653 scopus 로고    scopus 로고
    • The structural data have been deposited with the Cambridge Crystallographic Data Centre, CCDC
    • The structural data have been deposited with the Cambridge Crystallographic Data Centre. Deposition No. CCDC 719101.
    • Deposition , pp. 719101


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.