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Volumn 9, Issue 4, 2005, Pages 490-498

Synthesis of a substance P antagonist: An efficient synthesis of 5-substituted-4-N,N-dimethylamino-1,2,3-triazoles

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EID: 23044492717     PISSN: 10836160     EISSN: None     Source Type: Journal    
DOI: 10.1021/op050019s     Document Type: Article
Times cited : (12)

References (38)
  • 22
    • 0001463438 scopus 로고
    • (a) For instance, using N-formylmorpholine, 3-phenylpropynal was synthesized from lithium phenyl acetylide in 80% yield: Olah, G. A.; Ohannesian, L.; Arvanaghi, M. J. Org. Chem. 1984, 49, 3856-3857.
    • (1984) J. Org. Chem. , vol.49 , pp. 3856-3857
    • Olah, G.A.1    Ohannesian, L.2    Arvanaghi, M.3
  • 27
    • 23044452708 scopus 로고    scopus 로고
    • note
    • All Michael adducts have a strong absorption at 325 nm.
  • 28
    • 23044503562 scopus 로고    scopus 로고
    • note
    • Under the conditions we used for the reductive animation of triazole aldehyde 9 with borane dimethylamine, aldehyde 14 was reduced to the corresponding hydroxymethyl derivative 15.
  • 32
    • 23044431923 scopus 로고    scopus 로고
    • note
    • In the absence of sodium azide, the anion of triazole aldehyde 8 may react with acetylenic aldehyde 4 as observed with 7.
  • 35
    • 23044507892 scopus 로고    scopus 로고
    • note
    • 4) to 30/70 in 20 min. Retention time for azide was 7.35 min.
  • 36
    • 23044444628 scopus 로고    scopus 로고
    • note
    • Triazole aldehyde 3 is highly water soluble. Its solubility is 63 g/L in methanol and DMSO, 19 g/L in DMF and <4 g/L in 2-propanol, 2-butanol, chloroform, THF, and toluene.
  • 38
    • 23044463228 scopus 로고    scopus 로고
    • note
    • 4 into a cold (0°C) solution of acetic acid (3.3 equiv) in DMAC will control the foaming caused by the release of hydrogen gas.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.