Pharmaceutial Intermediates
  • (1S-4R)-4-[[(1,1-diMethylethoxy)carbonyl]aMino]- 2-Cyclopentene-1-carboxylic acid Methyl ester

    • Product Name   :   

      (1S-4R)-4-[[(1,1-diMethylethoxy)carbonyl]aMino]- 2-Cyclopentene-1-carboxylic acid Methyl ester

    • CAS No   :   

      229613-93-8

    • Project State   :   

      Commercial

    Application

    General Description

    Manufacturers supply cost-effective and customizable (1S-4R)-4-[[(1,1-diMethylethoxy)carbonyl]aMino]- 2-Cyclopentene-1-carboxylic acid Methyl ester 229613-93-8

    • Molecular Formula:C18H30N2O5
    • Molecular Weight:354.44
    • PKA:11.61±0.60(Predicted) 
    • PSA:89.71000 
    • Density:1.227 g/cm3 
    • LogP:2.51980 

    (1S-4R)-4-[[(1,1-diMethylethoxy)carbonyl]aMino]- 2-Cyclopentene-1-carboxylic acid Methyl ester(Cas 229613-93-8) Usage

    InChI:InChI=1S/C12H19NO4/c1-12(2,3)17-11(15)13-9-6-5-8(7-9)10(14)16-4/h5-6,8-9H,7H2,1-4H3,(H,13,15)/t8-,9+/m1/s1

    229613-93-8 Relevant articles

    Substituent and solvent effects in the 1,3-dipolar cycloadditions for synthesis of anti-influenza agent peramivir and its analog

    Chen, Chien-Liang,Chiu, Tzu-Wei,Chen, Yung-Wen,Fang, Jim-Min

    , p. 4458 - 4470 (2019/07/03)

    Influenza remains a health problem to hu...

    Compound, preparation method thereof and purpose of compound in preparing drug

    -

    , (2017/08/30)

    The invention provides a compound, a pre...

    Peramivir Phosphonate Derivatives as Influenza Neuraminidase Inhibitors

    Wang, Peng-Cheng,Fang, Jim-Min,Tsai, Keng-Chang,Wang, Shi-Yun,Huang, Wen-I,Tseng, Yin-Chen,Cheng, Yih-Shyun E.,Cheng, Ting-Jen Rachel,Wong, Chi-Huey

    , p. 5297 - 5310 (2016/07/06)

    Peramivir is a potent neuraminidase (NA)...

    ENHANCED ANTI-INFLUENZA AGENTS CONJUGATED WITH ANTI-INFLAMMATORY ACTIVITY

    -

    Paragraph 0332, (2013/10/22)

    Novel dual-targeted, bifunctional anti-i...

    229613-93-8 Process route

    (3aR,4R,6S,6aS)-4-[[(1,1-dimethylethoxy)carbonyl]amino]-3-(1'-ethylpropyl)-3a,5,6,6a-tetrahydro-4H-cyclopent[d]isoxazole-6-carboxylic acid tert-butylamine
    316173-28-1

    (3aR,4R,6S,6aS)-4-[[(1,1-dimethylethoxy)carbonyl]amino]-3-(1'-ethylpropyl)-3a,5,6,6a-tetrahydro-4H-cyclopent[d]isoxazole-6-carboxylic acid tert-butylamine

    dimethyl sulfate
    77-78-1

    dimethyl sulfate

    (+)-methyl (3aR,4R,6S,6aS)-4-[(tert-butoxycarbonyl)-amino]-3-(1-ethylpropyl)-4,5,6,6a-tetrahydro-3aH-cyclopenta[d]isoxazole-6-carboxylate
    229613-93-8

    (+)-methyl (3aR,4R,6S,6aS)-4-[(tert-butoxycarbonyl)-amino]-3-(1-ethylpropyl)-4,5,6,6a-tetrahydro-3aH-cyclopenta[d]isoxazole-6-carboxylate

    Conditions
    Conditions Yield
    (3aR,4R,6S,6aS)-4-[[(1,1-dimethylethoxy)carbonyl]amino]-3-(1'-ethylpropyl)-3a,5,6,6a-tetrahydro-4H-cyclopent[d]isoxazole-6-carboxylic acid tert-butylamine; With potassium carbonate; sodium hydroxide; In water; acetone; Industry scale;
    dimethyl sulfate; In water; acetone; at 30 - 45 ℃;
    With ammonia; In methanol; water; acetone; at 0 - 20 ℃; for 1.25h; Industry scale;
    97.13%
    2-ethylbutyraldehyde oxime
    49805-57-4

    2-ethylbutyraldehyde oxime

    (1S,4R)-(-)-methyl-[[(1,1-dimethylethoxy)carbonyl]amino]cyclopent-2-ene-1-carboxylate
    168683-02-1

    (1S,4R)-(-)-methyl-[[(1,1-dimethylethoxy)carbonyl]amino]cyclopent-2-ene-1-carboxylate

    (+)-methyl (3aR,4R,6S,6aS)-4-[(tert-butoxycarbonyl)-amino]-3-(1-ethylpropyl)-4,5,6,6a-tetrahydro-3aH-cyclopenta[d]isoxazole-6-carboxylate
    229613-93-8

    (+)-methyl (3aR,4R,6S,6aS)-4-[(tert-butoxycarbonyl)-amino]-3-(1-ethylpropyl)-4,5,6,6a-tetrahydro-3aH-cyclopenta[d]isoxazole-6-carboxylate

    Conditions
    Conditions Yield
    With sodium hypochlorite; triethylamine; In water; toluene; at 60 ℃; for 28h;
    59%
    With sodium hypochlorite; triethylamine; In dichloromethane; for 44h; Reflux;
    57%

    229613-93-8 Upstream products

    • 7796-76-1
      7796-76-1

      2-ethyl-1-nitrobutane

    • 168683-02-1
      168683-02-1

      (1S,4R)-(-)-methyl-[[(1,1-dimethylethoxy)carbonyl]amino]cyclopent-2-ene-1-carboxylate

    • 103-71-9
      103-71-9

      phenyl isocyanate

    • 79200-56-9
      79200-56-9

      (-)-2-azabicyclo[2.2.1]hept-5-en-3-one

    229613-93-8 Downstream products

    • 1988779-13-0
      1988779-13-0

      (1S,2S,3S,4R)-methyl 3-((S)-1-amino-2-ethylbutyl)-4-(tert-butoxycarbonylamino)-2-hydroxycyclopentanecarboxylate

    • 229614-05-5
      229614-05-5

      (-)-methyl (1S,2S,3R,4R)-3-[(1S)-1-(acetylamino)-2-ethylbutyl]-4-[(tert-butoxycarbonyl)amino]-2-hydroxycyclopentanecarboxylate

    • 229614-55-5
      229614-55-5

      peramivir

    • 1469338-58-6
      1469338-58-6

      (1S,2S,3R,4R)-methyl-3-((S)-1-acetamido-2-ethylbutyl)-4-(2,3-bis(tert-butoxycarbonyl)guanidino)-2-(((3-(((E)-3-(3,4-bis(allyloxy)phenyl)acryloyl)oxy)propyl)carbamoyl)oxy)cyclopentanecarboxylate

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