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Volumn 36, Issue 46, 1995, Pages 8391-8394

A practical stereoselective synthesis of (2S, 4S)-4-tert-butoxycarbonylamino-2-methylpyrrolidine

Author keywords

[No Author keywords available]

Indexed keywords

4 TERT BUTOXYCARBONYLAMINO 2 METHYLPYRROLIDINE; PYRROLIDINE DERIVATIVE; QUINOLINE DERIVED ANTIINFECTIVE AGENT; UNCLASSIFIED DRUG;

EID: 0028786807     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4039(95)01813-W     Document Type: Article
Times cited : (11)

References (29)
  • 11
    • 84915381614 scopus 로고    scopus 로고
    • Only the chloride was obtained when 5 was treated with MsCl. It apparently proceeded via aziridinium intermediate by neighboring group participation.
  • 13
    • 0001813833 scopus 로고
    • A Succinct Asymmetric Synthesis of (2S,3R)-2-Methyl-3-aminopentanoic Acid Hydrochloride
    • (1994) Synlett , pp. 117-118
    • Davies1    Ichihara2    Walters3
  • 19
    • 84915381613 scopus 로고    scopus 로고
    • 4 and concentrated to give a colorless liquid, which was distilled (b.p. 109–110 °C / 0.25 mmHg) to afford the title compound (151.20 g, 95%).
  • 22
    • 0027370979 scopus 로고
    • Use ofN,N′-Dimethylpropyleneurea (DMPU) as Solvent in the Efficient Preparation of Enantiomerically Pure Secondary Amines
    • (1993) Synthesis , pp. 1243-1246
    • Uaristi1    Murer2    Seebach3
  • 23
    • 84915381612 scopus 로고    scopus 로고
    • 1HNMR.
  • 24
    • 84915381611 scopus 로고    scopus 로고
    • 2 for 1h at room temparature. Reaction was then filtered through Celite. The filtrate was concentrated under vacuum to give pure 17 as a white solid (18.9 g, 94%):
  • 26
    • 84915381610 scopus 로고    scopus 로고
    • 2 / −78 to 23 °C (1.8 : 1), DIBAL / THF / −78 °C (1.2 : 1 ), DIBAL / [[Truncated]]
  • 27
    • 84915381609 scopus 로고    scopus 로고
    • The mixture of 14a and 14b could also be used without separation for the next steps and the isomeric pure 16 was obtained in this case by a simple recrystalization in ethyl acetate / hexane
  • 29
    • 84915381608 scopus 로고    scopus 로고
    • 22=+212.4 [[Truncated]]


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.