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Chemistry
Organic Building Blocks
Carboxylic Acids
2-Methylbut-3-enoic acid
Chemistry
Organic Building Blocks
Carboxylic Acids

[ CAS No. 53774-20-2 ]

{[proInfo.proName]} ,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
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Chemical Structure| 53774-20-2
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Quality Control of [ 53774-20-2 ]

COA NMR CNMR HPLC LC-MS

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Alternatived Products of [ 53774-20-2 ]

Product Details of [ 53774-20-2 ]

CAS No. :53774-20-2 MDL No. :MFCD00042650
Formula : C5H8O2 Boiling Point : -
Linear Structure Formula :- InChI Key :N/A
M.W :100.12 g/mol Pubchem ID :143088
Synonyms :

Calculated chemistry of of [ 53774-20-2 ]

Physicochemical Properties

Num. heavy atoms : 7
Num. arom. heavy atoms : 0
Fraction Csp3 : 0.4
Num. rotatable bonds : 2
Num. H-bond acceptors : 2.0
Num. H-bond donors : 1.0
Molar Refractivity : 27.45
TPSA : 37.3 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -6.12 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.22
Log Po/w (XLOGP3) : 1.11
Log Po/w (WLOGP) : 0.89
Log Po/w (MLOGP) : 0.79
Log Po/w (SILICOS-IT) : 0.34
Consensus Log Po/w : 0.87

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 1.0
Bioavailability Score : 0.56

Water Solubility

Log S (ESOL) : -1.03
Solubility : 9.39 mg/ml ; 0.0938 mol/l
Class : Very soluble
Log S (Ali) : -1.49
Solubility : 3.27 mg/ml ; 0.0326 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -0.06
Solubility : 87.8 mg/ml ; 0.877 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 2.05

Safety of [ 53774-20-2 ]

Signal Word:Danger Class:8
Precautionary Statements:P210-P234-P260-P264-P280-P301+P330+P331+P310-P303+P361+P353+P310+P363-P304+P340+P310-P305+P351+P338+P310-P370+P378-P390-P403+P235-P405-P406-P501 UN#:3265
Hazard Statements:H227-H290-H314 Packing Group:Ⅱ
GHS Pictogram:

Application In Synthesis of [ 53774-20-2 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 53774-20-2 ]

[ 53774-20-2 ] Synthesis Path-Downstream   1~31

  • 1
  • [ 106-98-9 ]
  • [ 1822-71-5 ]
  • [ 53774-20-2 ]
YieldReaction ConditionsOperation in experiment
With pentane
Reference： [1]Morton; Holden [Journal of the American Chemical Society, 1947, vol. 69, p. 1677,1679]
  • 2
  • (E/Z)-crotyl bromide [ No CAS ]
  • [ 22037-73-6 ]
  • [ 53774-20-2 ]
YieldReaction ConditionsOperation in experiment
With diethyl ether; magnesium
Reference： [1]Roberts; Young [Journal of the American Chemical Society, 1945, vol. 67, p. 150] Lane; Roberts; Young [Journal of the American Chemical Society, 1944, vol. 66, p. 543]
  • 3
  • [ 107-01-7 ]
  • [ 1822-71-5 ]
  • [ 53774-20-2 ]
YieldReaction ConditionsOperation in experiment
With pentane
Reference： [1]Morton; Holden [Journal of the American Chemical Society, 1947, vol. 69, p. 1677,1679]
  • 4
  • (E/Z)-crotyl bromide [ No CAS ]
  • [ 124-38-9 ]
  • [ 53774-20-2 ]
YieldReaction ConditionsOperation in experiment
58% Stage #1: (E/Z)-crotyl bromide With lithium chloride; zinc In tetrahydrofuran for 2h; Stage #2: carbon dioxide With hydrogenchloride for 24h;
(i) Mg, (ii) /BRN= 1900390/; Multistep reaction;
Stage #1: (E/Z)-crotyl bromide; carbon dioxide With indium; cesium fluoride In N,N-dimethyl-formamide at 60℃; for 14h; Autoclave; Stage #2: With hydrogenchloride; water In ethyl acetate; N,N-dimethyl-formamide regioselective reaction;
Reference： [1]Vellalath, Sreekumar; Romo, Daniel [Israel Journal of Chemistry, 2017, vol. 57, # 3, p. 335 - 339]
[2]Rossi,R.; Ingrosso,G. [Gazzetta Chimica Italiana, 1968, vol. 98, p. 866 - 883]
[3]Miao, Bukeyan; Ma, Shengming [Chemical Communications, 2014, vol. 50, # 25, p. 3285 - 3287]
  • 5
  • [ 563-52-0 ]
  • [ 124-38-9 ]
  • [ 53774-20-2 ]
YieldReaction ConditionsOperation in experiment
70% Stage #1: 2-chloro-3-butene With iodine; magnesium In tetrahydrofuran Inert atmosphere; Reflux; Stage #2: carbon dioxide In tetrahydrofuran at -78℃; for 1h; Inert atmosphere;
(i) Mg, (ii) /BRN= 1900390/; Multistep reaction;
With magnesium Multistep reaction;
Stage #1: 2-chloro-3-butene With magnesium In tetrahydrofuran Heating; Stage #2: carbon dioxide In tetrahydrofuran at -78 - 10℃; Further stages.;
19 %Spectr. Stage #1: 2-chloro-3-butene; carbon dioxide With indium; lithium iodide In N,N-dimethyl-formamide at 60℃; for 14h; Autoclave; Stage #2: With hydrogenchloride; water In ethyl acetate; N,N-dimethyl-formamide regioselective reaction;

Reference： [1]Location in patent: experimental part O'Connor, Patrick D.; Bin Kim; Brimble, Margaret A. [European Journal of Organic Chemistry, 2009, # 26, p. 4405 - 4411]
[2]Rossi,R.; Ingrosso,G. [Gazzetta Chimica Italiana, 1968, vol. 98, p. 866 - 883]
[3]Bloodworth; Curtis; Spencer; Tallant [Tetrahedron, 1993, vol. 49, # 13, p. 2729 - 2750]
[4]Andreana, Peter R; McLellan, Jason S; Chen, Yongchen; Wang, Peng George [Organic letters, 2002, vol. 4, # 22, p. 3875 - 3878]
[5]Miao, Bukeyan; Ma, Shengming [Chemical Communications, 2014, vol. 50, # 25, p. 3285 - 3287]
  • 6
  • [ 53774-20-2 ]
  • [ 4516-90-9 ]
YieldReaction ConditionsOperation in experiment
84% With lithium aluminium tetrahydride
75% With lithium aluminium tetrahydride In diethyl ether Heating;
With lithium aluminium tetrahydride
Reference： [1]Bloodworth; Curtis; Spencer; Tallant [Tetrahedron, 1993, vol. 49, # 13, p. 2729 - 2750]
[2]Grandguillot; Rouessac [Tetrahedron, 1991, vol. 47, # 28, p. 5133 - 5148]
[3]Pearce,G.T. et al. [Journal of Organic Chemistry, 1976, vol. 41, # 17, p. 2797 - 2803]
  • 7
  • [ 53774-20-2 ]
  • [ 24560-24-5 ]
YieldReaction ConditionsOperation in experiment
With thionyl chloride
With oxalyl dichloride at 0 - 20℃; for 57h;
With oxalyl dichloride In chloroform at 0 - 20℃; for 3h;
With 1-chloro-1-(dimethylamino)-2-methyl-1-propene In dichloromethane at 20℃; for 1h;
With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 0 - 20℃; for 2h; Inert atmosphere;

Reference： [1]Rossi,R.; Ingrosso,G. [Gazzetta Chimica Italiana, 1968, vol. 98, p. 866 - 883]
[2]Rajendra, G.; Miller, Marvin J. [Journal of Organic Chemistry, 1987, vol. 52, # 20, p. 4471 - 4477]
[3]Yevglevskis, Maksims; Lee, Guat L.; Threadgill, Michael D.; Woodman, Timothy J.; Lloyd, Matthew D. [Chemical Communications, 2014, vol. 50, # 91, p. 14164 - 14166]
[4]Yang, Wu; Wang, Yufeng; Lai, Amy; Clark, Charles G.; Corte, James R.; Fang, Tianan; Gilligan, Paul J.; Jeon, Yoon; Pabbisetty, Kumar B.; Rampulla, Richard A.; Mathur, Arvind; Kaspady, Mahammed; Neithnadka, Premsai Rai; Arumugam, Arunachalam; Raju, Sivashankaran; Rossi, Karen A.; Myers, Joseph E.; Sheriff, Steven; Lou, Zhen; Zheng, Joanna J.; Chacko, Silvi A.; Bozarth, Jeffrey M.; Wu, Yiming; Crain, Earl J.; Wong, Pancras C.; Seiffert, Dietmar A.; Luettgen, Joseph M.; Lam, Patrick Y. S.; Wexler, Ruth R.; Ewing, William R. [Journal of Medicinal Chemistry, 2020, vol. 63, # 13, p. 7226 - 7242]
[5]Chen, Shiru; Cheng, Yingjie; Deng, Guo-Jun; Huang, Huawen; Ji, Xiaochen; Qu, Zhonghua [Advanced Synthesis and Catalysis, 2022, vol. 364, # 9, p. 1573 - 1579]
  • 8
  • [ 53774-20-2 ]
  • [ 59014-11-8 ]
YieldReaction ConditionsOperation in experiment
18.5% With (R)-1-phenyl-ethyl-amine In acetone Inert atmosphere; Reflux; (S)-2-Methyl-3-butenoic acid ((S)-4; Method A) To a stirring solution of (±)-2-methyl-3-butenoic acid ((±)-4, 20.0 g, 0.200 mol) in acetone (200 mL) was added (R)-1-phenylethylamine (24.2 g, 0.200 mol) dropwise. The mixture washeated under reux to dissolve a precipitated salt. After coolingto room temperature, the precipitated salt was ltered. The resultingsalt was puried by recrystallization (1.0 g of salt/4.5 mLof acetone, twice). The obtained salt (9.07 g) was dissolved intodil. HCl (3 ; 90 mL), and the solution was extracted with Et2O.The organic layer was washed with brine, dried (Na2SO4) andconcentrated under reduced pressure to give (S)-4 (3.69 g, 18.5%yield): []D23 = +23.0 (c 1.50, CHCl3); NMR H (300 MHz, CDCl3):1.30 (3H, d, J = 7.2 Hz), 3.19 (1H, quint, J = 7.2 Hz), 5.14 (1H, dt,J = 10.2, 1.2 Hz), 5.18 (1H, dt, J = 17.1, 1.2 Hz), 5.93 (1H, ddd, J = 17.1,10.2, 7.2 Hz), 10.18 (1H, br); NMR C (125 MHz, CDCl3): 16.5, 43.5,116.6, 136.5, 181.2. The enantiomeric purity of (S)-4 was determinedby chiral GC analysis to be 54% e.e. Chiral GC: conditions:column, Chiramix (Tamogami et al. 2001) (0.25mmID × 30mL,0.25 μm df); temperature, 75 °C to 180 °C (0.7 °C/min); carrier N2(0.7 mL/min); tR (S)-4: 31.0 min (77.0%), (R)-4: 32.1 min (23.0%).
With (-)-α-methylbenzylamine
Reference： [1]Masuda, Yui; Ogura, Yusuke; Ohkubo, Yasutaka; Takikawa, Hirosato; Watanabe, Hidenori [Bioscience, Biotechnology and Biochemistry, 2021, vol. 85, # 6, p. 1390 - 1394]
[2]Rossi,R. et al. [Gazzetta Chimica Italiana, 1968, vol. 98, p. 1391 - 1399]
  • 9
  • [ 80-59-1 ]
  • [ 53774-20-2 ]
YieldReaction ConditionsOperation in experiment
83% With n-butyllithium; diisopropylamine In tetrahydrofuran; hexane at -78 - 20℃; for 1h; Inert atmosphere;
82.9% With lithium diisopropyl amide In tetrahydrofuran; hexane for 1h; Ambient temperature;
With n-butyllithium; diisopropylamine In tetrahydrofuran; hexane at -78 - 24℃; for 1h;
Reference： [1]Combettes, Lorraine E.; Schuler, Marie; Patel, Rakesh; Bonillo, Baltasar; Odell, Barbara; Thompson, Amber L.; Claridge, Tim D. W.; Gouverneur, Véronique [Chemistry - A European Journal, 2012, vol. 18, # 41, p. 13126 - 13132]
[2]Rajendra, G.; Miller, Marvin J. [Journal of Organic Chemistry, 1987, vol. 52, # 20, p. 4471 - 4477]
[3]Deng, Ruohan; Engle, Keary M.; Fu, Yue; Gao, Yang; Li, Zi-Qi; Liu, Peng; Tran, Van T. [Angewandte Chemie - International Edition, 2020, vol. 59, # 51, p. 23306 - 23312][Angew. Chem., 2020, vol. 132, # 51, p. 23506 - 23512,7]
  • 10
  • [ 53774-20-2 ]
  • [ 16644-98-7 ]
  • (3S,5S)-5-((E)-Hex-1-enyl)-3-methyl-dihydro-furan-2-one [ No CAS ]
  • (3R,5S)-5-((E)-Hex-1-enyl)-3-methyl-dihydro-furan-2-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
With N,N-diethyl-N-isopropylamine; tetrabutyl-ammonium chloride In N,N-dimethyl-formamide at 80℃; for 20h; Yield given. Yields of byproduct given;
Reference： [1]Larock, Richard C.; Leuck, David J.; Harrison, L. Wayne [Tetrahedron Letters, 1988, vol. 29, # 49, p. 6399 - 6402]
  • 11
  • [ 53774-20-2 ]
  • [ 3240-34-4 ]
  • dihydro-3-methyl-4-acetoxy-2(3H)-furanone [ No CAS ]
YieldReaction ConditionsOperation in experiment
51% With tetrafluoroboric acid In acetic acid for 1h; Ambient temperature;
Reference： [1]Tiecco, Marcello; Testaferri, Lorenzo; Tingoli, Marco; Bartoli, Donatella [Tetrahedron, 1990, vol. 46, # 20, p. 7139 - 7150]
  • 12
  • [ 53774-20-2 ]
  • [ 588-72-7 ]
  • (3S,5S)-3-Methyl-5-((E)-styryl)-dihydro-furan-2-one [ No CAS ]
  • (3R,5S)-3-Methyl-5-((E)-styryl)-dihydro-furan-2-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
With N,N-diethyl-N-isopropylamine; tetrabutyl-ammonium chloride In N,N-dimethyl-formamide at 80℃; for 20h; Yield given. Yields of byproduct given;
Reference： [1]Larock, Richard C.; Leuck, David J.; Harrison, L. Wayne [Tetrahedron Letters, 1988, vol. 29, # 49, p. 6399 - 6402]
  • 13
  • [ 53774-20-2 ]
  • 4-Bromomethyl-3-methyl-oxetan-2-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
42% With bromine; sodium hydrogencarbonate at 0℃;
Reference： [1]Black, T. Howard; Huang, Jianhua [Tetrahedron Letters, 1993, vol. 34, # 9, p. 1411 - 1412]
  • 14
  • [ 53774-20-2 ]
  • [ 64-19-7 ]
  • cis-dihydro-3-methyl-4-acetoxy-2(3H)-furanone [ No CAS ]
  • trans-dihydro-3-methyl-4-acetoxy-2(3H)-furanone [ No CAS ]
YieldReaction ConditionsOperation in experiment
1: 37% 2: 37% With ammonium persulfate; trifluorormethanesulfonic acid at 70℃;
Reference： [1]Tiecco, Marcello; Testaferri, Lorenzo; Tingoli, Marco [Tetrahedron, 1993, vol. 49, # 24, p. 5351 - 5358]
  • 15
  • [ 53774-20-2 ]
  • [ 106-99-0 ]
  • (3E,6E)-2-Methyl-octa-3,6-dienoic acid [ No CAS ]
YieldReaction ConditionsOperation in experiment
68% at 120℃; for 14h;
Reference： [1]Salerno, Giuseppe; Gigliott, Francesco; Chiusoli, Gian Paolo [Journal of Organometallic Chemistry, 1986, vol. 314, p. 231 - 240]
  • 16
  • [ 124-38-9 ]
  • [ 106-99-0 ]
  • [ 53774-20-2 ]
YieldReaction ConditionsOperation in experiment
70% With isopropylmagnesium bromide In diethyl ether Ambient temperature;
Reference： [1]Sato, Fumie; Iijima, Satoshi; Sato, Masao [Journal of the Chemical Society. Chemical communications, 1981, # 4, p. 180 - 181]
  • 17
  • [ 124-38-9 ]
  • [ 591-97-9 ]
  • [ 53774-20-2 ]
YieldReaction ConditionsOperation in experiment
With magnesium 1.) -70 deg C, THF; 2.) -70 deg C, 0.5 h, then allowed to warm up to 0 deg C; Yield given. Multistep reaction;
49 %Spectr. Stage #1: carbon dioxide; 1-chloro-2-butene With indium; lithium iodide In N,N-dimethyl-formamide at 60℃; for 14h; Autoclave; Stage #2: With hydrogenchloride; water In ethyl acetate; N,N-dimethyl-formamide regioselective reaction;
Reference： [1]Oppolzer, Wolfgang; Kuendig, Ernest Peter; Bishop, Paul M.; Perret, Celia [Tetrahedron Letters, 1982, vol. 23, # 38, p. 3901 - 3904]
[2]Miao, Bukeyan; Ma, Shengming [Chemical Communications, 2014, vol. 50, # 25, p. 3285 - 3287]
  • 18
  • (E)-1-Bromo-2-butene [ No CAS ]
  • [ 124-38-9 ]
  • [ 1617-32-9 ]
  • [ 53774-20-2 ]
YieldReaction ConditionsOperation in experiment
1: 28 % Spectr. 2: 72 % Spectr. With tetraethylammonium perchlorate; magnesium In N,N-dimethyl-formamide at -10℃; electrochemical reaction;
Reference： [1]Tokuda, Masao; Kabuki, Takashi; Katoh, Yoshitaka; Suginome, Hiroshi [Tetrahedron Letters, 1995, vol. 36, # 19, p. 3345 - 3348]
  • 19
  • [ 53774-20-2 ]
  • [ 3282-30-2 ]
  • C10H16O3 [ No CAS ]
YieldReaction ConditionsOperation in experiment
With triethylamine In tetrahydrofuran at -78℃; for 1h;
Reference： [1]Dobarro, Alicia; Velasco, Dolores [Tetrahedron, 1996, vol. 52, # 43, p. 13733 - 13738] Dobarro, Alicia; Velasco, Dolores [Tetrahedron, 1996, vol. 52, # 42, p. 13525 - 13530]
  • 20
  • [ 53774-20-2 ]
  • [ 543-27-1 ]
  • C10H16O4 [ No CAS ]
YieldReaction ConditionsOperation in experiment
With 4-methyl-morpholine In tetrahydrofuran at -78℃; for 1h;
With 4-methyl-morpholine In tetrahydrofuran for 0.0833333h;
Reference： [1]Dobarro, Alicia; Velasco, Dolores [Tetrahedron, 1996, vol. 52, # 43, p. 13733 - 13738] Dobarro, Alicia; Velasco, Dolores [Tetrahedron, 1996, vol. 52, # 42, p. 13525 - 13530]
[2]Padwa, Albert; Wang, Qiu [Journal of Organic Chemistry, 2006, vol. 71, # 8, p. 3210 - 3220]
  • 21
  • [ 75-77-4 ]
  • [ 53774-20-2 ]
  • (E)-2-Methyl-4-trimethylsilanyl-but-2-enoic acid [ No CAS ]
YieldReaction ConditionsOperation in experiment
51% With n-butyllithium; potassium <i>tert</i>-butylate In tetrahydrofuran; hexane at -75℃;
Reference： [1]Moret, Eticnne; Franzini, Livia; Schlosser, Manfred [Chemische Berichte, 1997, vol. 130, # 3, p. 335 - 339]
  • 22
  • [ 53774-20-2 ]
  • [ 22122-36-7 ]
YieldReaction ConditionsOperation in experiment
With bromine; triethylamine 1.) CH2Cl2, 1 h, 2.) CHCl3, reflux, 4 h; Yield given. Multistep reaction;
Multi-step reaction with 2 steps 1: 42 percent / Br2, NaHCO3 / 0 °C 2: 59 percent / AgNO3 / acetic acid / Heating
Reference： [1]Roehrig, Susanne; Hennig, Lothar; Findeisen, Matthias; Welzel, Peter; Mueller, Dietrich [Tetrahedron, 1998, vol. 54, # 14, p. 3439 - 3456]
[2]Black, T. Howard; Huang, Jianhua [Tetrahedron Letters, 1993, vol. 34, # 9, p. 1411 - 1412]
  • 23
  • [ 80-59-1 ]
  • [ 591-51-5 ]
  • [ 53774-20-2 ]
  • [ 19731-91-0 ]
YieldReaction ConditionsOperation in experiment
43% In tetrahydrofuran at -30℃; for 5h;
Reference： [1]Aurell, Maria Jose; Domingo, Luis Ramon; Mestres, Ramon; Munos, Elena; Zaragoza, Ramon Jose [Tetrahedron, 1999, vol. 55, # 3, p. 815 - 830]
YieldReaction ConditionsOperation in experiment
68% With water In diethyl ether Ambient temperature;
  • 25
  • [ 53774-20-2 ]
  • [ 107-18-6 ]
  • 2-methyl-but-3-enoic acid allyl ester [ No CAS ]
YieldReaction ConditionsOperation in experiment
75% With toluene-4-sulfonic acid In chloroform for 16h; Heating;
Reference： [1]Andreana, Peter R; McLellan, Jason S; Chen, Yongchen; Wang, Peng George [Organic letters, 2002, vol. 4, # 22, p. 3875 - 3878]
  • 26
  • [ 53774-20-2 ]
  • [ 513-42-8 ]
  • 2-methyl-but-3-enoic acid 2-methyl-allyl ester [ No CAS ]
YieldReaction ConditionsOperation in experiment
72% With toluene-4-sulfonic acid In chloroform for 16h; Heating;
Reference： [1]Andreana, Peter R; McLellan, Jason S; Chen, Yongchen; Wang, Peng George [Organic letters, 2002, vol. 4, # 22, p. 3875 - 3878]
  • 27
  • [ 124-38-9 ]
  • [ 17486-12-3 ]
  • [ 53774-20-2 ]
YieldReaction ConditionsOperation in experiment
42% With methylaluminum dichloride In hexane at 20℃; for 3h;
Reference： [1]Hattori, Tetsutaro; Suzuki, Yutaka; Miyano, Sotaro [Chemistry Letters, 2003, vol. 32, # 5, p. 454 - 455]
  • 28
  • [ 124-38-9 ]
  • [ 34584-84-4 ]
  • [ 53774-20-2 ]
YieldReaction ConditionsOperation in experiment
43% With methylaluminum dichloride In hexane at 20℃; for 3h;
Reference： [1]Hattori, Tetsutaro; Suzuki, Yutaka; Miyano, Sotaro [Chemistry Letters, 2003, vol. 32, # 5, p. 454 - 455]
  • 29
  • [ 16529-56-9 ]
  • [ 53774-20-2 ]
YieldReaction ConditionsOperation in experiment
100 % Chromat. With potassium phosphate buffer; Escherichia coli SS1001 cells In water at 35℃; for 1h;
With water at 35℃; for 1h; Enzymatic reaction; potassium phosphate buffer; 18 EXAMPLE; 18 Hydrolysis of 2-Methyl-3-Butenitrile to 2-Methyl-3-Butenoic acid by E. coli SS1001 Cells A 5.0 mL suspension of 0.500 g (wet cell paste) E. COLI SS1001 cells (ATCC PTA-1177) in 50 mM potassium phosphate buffer (pH 7.0) was added to a mixture of 4.91 mL of 50 mM potassium phosphate buffer (PH 7.0) and 81.8 mg of 2-methyl-3-butenenitrile (101 mM final concentration), and the resulting suspension stirred at 35 C. Samples (0.100 mL) were mixed with 0.900 mL of 60 mM N-ethylacetamide (HPLC external standard) in 1: 1 ACETONITRILE : methanol, the resulting mixture was mixed, centrifuged, and the supernatant analyzed by HPLC for 2-METHYL- 3-butenenitrile and 2-methyl-3-butenoic acid. After 1 H, the conversion of 2-methyl-3-butenenitrile was 100 %, and 2-methyl-3-butenoic acid was the only product produced over the course of the reaction.
Reference： [1]Hann, Eugenia C.; Sigmund, Amy E.; Fager, Susan K.; Cooling, Frederick B.; Gavagan, John E.; Bramucci, Michael G.; Chauhan, Sarita; Payne, Mark S.; DiCosimo, Robert [Tetrahedron, 2004, vol. 60, # 3, p. 577 - 581]
[2]Current Patent Assignee: DUPONT DE NEMOURS INC - WO2004/101513, 2004, A2 Location in patent: Page 32-33
  • 30
  • [ 53774-20-2 ]
  • [ 125763-07-7 ]
  • (3R,4R)-4-Bromomethyl-3-methyl-oxetan-2-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
With N-Bromosuccinimide; diphenyl diselenide In acetonitrile at -30℃; for 5h; Title compound not separated from byproducts;
With bromine; sodium hydrogencarbonate In diethyl ether
Reference： [1]Mellegaard, Shelli R.; Tunge, Jon A. [Journal of Organic Chemistry, 2004, vol. 69, # 25, p. 8979 - 8981]
[2]Vellalath, Sreekumar; Romo, Daniel [Israel Journal of Chemistry, 2017, vol. 57, # 3, p. 335 - 339]
  • 31
  • acetic acid 1-ethoxythiocarbonylsulfanyl-3-methyl-butyl ester [ No CAS ]
  • [ 53774-20-2 ]
  • 5-acetoxy-3-ethoxythiocarbonylsulfanyl-2,7-dimethyl-octanoic acid [ No CAS ]
YieldReaction ConditionsOperation in experiment
81% With dilauryl peroxide In 1,2-dichloro-ethane Heating;
Reference： [1]Bagal, Sharanjeet K.; Tournier, Lucie; Zard, Samir Z. [Synlett, 2006, # 10, p. 1485 - 1490]

Tags: 53774-20-2 synthesis path| 53774-20-2 SDS| 53774-20-2 COA| 53774-20-2 purity| 53774-20-2 application| 53774-20-2 NMR| 53774-20-2 COA| 53774-20-2 structure

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