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[ CAS No. 5396-58-7 ] {[proInfo.proName]}

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Chemical Structure| 5396-58-7
Chemical Structure| 5396-58-7
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Product Details of [ 5396-58-7 ]

CAS No. :5396-58-7 MDL No. :MFCD00154004
Formula : C5H12O2 Boiling Point : -
Linear Structure Formula :- InChI Key :IDEOPBXRUBNYBN-UHFFFAOYSA-N
M.W : 104.15 Pubchem ID :95362
Synonyms :

Calculated chemistry of [ 5396-58-7 ]

Physicochemical Properties

Num. heavy atoms : 7
Num. arom. heavy atoms : 0
Fraction Csp3 : 1.0
Num. rotatable bonds : 1
Num. H-bond acceptors : 2.0
Num. H-bond donors : 2.0
Molar Refractivity : 28.51
TPSA : 40.46 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : No
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -7.0 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.39
Log Po/w (XLOGP3) : -0.09
Log Po/w (WLOGP) : 0.14
Log Po/w (MLOGP) : 0.23
Log Po/w (SILICOS-IT) : -0.13
Consensus Log Po/w : 0.31

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 1.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -0.36
Solubility : 45.1 mg/ml ; 0.433 mol/l
Class : Very soluble
Log S (Ali) : -0.31
Solubility : 51.3 mg/ml ; 0.493 mol/l
Class : Very soluble
Log S (SILICOS-IT) : 0.08
Solubility : 126.0 mg/ml ; 1.21 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.3

Safety of [ 5396-58-7 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P210-P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P330-P332+P313-P337+P313-P362-P370+P378-P403+P233-P403+P235-P405-P501 UN#:N/A
Hazard Statements:H227-H302-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 5396-58-7 ]

* 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 [ 5396-58-7 ]

[ 5396-58-7 ] Synthesis Path-Downstream   1~51

  • 2
  • [ 1117-96-0 ]
  • [ 67-64-1 ]
  • [ 5396-58-7 ]
YieldReaction ConditionsOperation in experiment
With water at -50℃; dann bei -10grad bei wiederholter Einw. und Behandlung des Reaktionsprodukts mit 0.1 prozentiger H2SO4;
  • 3
  • [ 917-64-6 ]
  • [ 2676-33-7 ]
  • [ 5396-58-7 ]
YieldReaction ConditionsOperation in experiment
With diethyl ether
  • 4
  • [ 513-35-9 ]
  • [ 5396-58-7 ]
YieldReaction ConditionsOperation in experiment
84% With dihydrogen peroxide In dichloromethane for 60h; Ambient temperature;
63% With osmium(VIII) oxide; N-methyl-2-indolinone In water; acetone; acetonitrile Ambient temperature;
53% With osmium(VIII) oxide; 4-methylmorpholine N-oxide In acetone; <i>tert</i>-butyl alcohol at 20℃; for 3h;
With formic acid; dihydrogen peroxide Erhitzen des Reaktionsprodukts mit wss. Kalilauge.;
With osmium(VIII) oxide; dihydrogen peroxide; <i>tert</i>-butyl alcohol
With dihydrogen peroxide; vanadia; <i>tert</i>-butyl alcohol
With chromium(VI) oxide; dihydrogen peroxide; <i>tert</i>-butyl alcohol
With potassium permanganate
Multi-step reaction with 3 steps 1: potassium bromide; water; bromine / 25 °C 2: diluted KOH-solution 3: diluted sulfuric acid
Multi-step reaction with 2 steps 1: peroxybenzoic acid; chloroform 2: diluted sulfuric acid
Multi-step reaction with 2 steps 1: in saurer Loesung 2: barium carbonate; water
Multi-step reaction with 2 steps 1: O2 / UO2(OAc)2*2H2O / pyridine / Irradiation 2: H2 / Pd-C / ethanol / 20 h / 760 Torr
With formic acid; dihydrogen peroxide Inert atmosphere;
With chromium(VI) oxide; dihydrogen peroxide; <i>tert</i>-butyl alcohol
With osmium(VIII) oxide; dihydrogen peroxide; <i>tert</i>-butyl alcohol
With dihydrogen peroxide; vanadia; <i>tert</i>-butyl alcohol

Reference: [1]Taylor, Richard T.; Flood, Lawrence A. [Journal of Organic Chemistry, 1983, vol. 48, # 26, p. 5160 - 5164]
[2]Nagayama, Satoshi; Endo, Masahiro; Kobayashi, Shu [Journal of Organic Chemistry, 1998, vol. 63, # 18, p. 6094 - 6095]
[3]Itaya, Taisuke; Iida, Takehiko; Gomyo, Yasuko; Natsutani, Itaru; Ohba, Masashi [Chemical and pharmaceutical bulletin, 2002, vol. 50, # 3, p. 346 - 353]
[4]Roberts et al. [Journal of the American Chemical Society, 1950, vol. 72, p. 4237,4242][Org.Synth.Isotopes, 1958, p. 378]
[5]Milas [Journal of the American Chemical Society, 1937, vol. 59, p. 2342] Milas; Sussman [Journal of the American Chemical Society, 1936, vol. 58, p. 1302][Journal of the American Chemical Society, 1937, vol. 59, p. 2345]
[6]Milas [Journal of the American Chemical Society, 1937, vol. 59, p. 2342] Milas; Sussman [Journal of the American Chemical Society, 1936, vol. 58, p. 1302][Journal of the American Chemical Society, 1937, vol. 59, p. 2345]
[7]Milas [Journal of the American Chemical Society, 1937, vol. 59, p. 2342] Milas; Sussman [Journal of the American Chemical Society, 1936, vol. 58, p. 1302][Journal of the American Chemical Society, 1937, vol. 59, p. 2345]
[8]Wagner [Chemische Berichte, 1888, vol. 21, p. 1232]
[9]Read; Reid [Journal of the Chemical Society, 1928, p. 1489]
[10]Boeeseken [Recueil des Travaux Chimiques des Pays-Bas, 1926, vol. 45, p. 554]
[11]Detoeuf [Bulletin de la Societe Chimique de France, 1922, vol. &lt;4&gt; 31, p. 178]
[12]Murayama,E.; Sato,T. [Bulletin of the Chemical Society of Japan, 1978, vol. 51, p. 3022 - 3026]
[13]Location in patent: experimental part Pavlik, Christopher; Morton, Martha D.; Smith, Michael B. [Synlett, 2011, # 15, p. 2191 - 2194]
[14]Current Patent Assignee: RESEARCH CORPORATION FOR SCIENCE ADVANCEMENT (RCSA) - US2437648, 1943, A
[15]Current Patent Assignee: RESEARCH CORPORATION FOR SCIENCE ADVANCEMENT (RCSA) - US2437648, 1943, A
[16]Current Patent Assignee: RESEARCH CORPORATION FOR SCIENCE ADVANCEMENT (RCSA) - US2437648, 1943, A
  • 5
  • [ 115-22-0 ]
  • [ 5396-58-7 ]
YieldReaction ConditionsOperation in experiment
With water; nickel at 70℃; Hydrogenation;
With ethanol; platinum at 70℃; Hydrogenation;
With lithium aluminium tetrahydride; diethyl ether
With ethanol; sodium
With sodium tetrahydroborate
With lithium aluminium tetrahydride In diethyl ether for 2h; Heating;
With hydrogen In ethanol at 20℃; for 4h; XXVI.1 XXVI .1 2-Methyl-butane-2,3-diol3-Hydroxy-3-methyl-2-butanon (5 ml) was dissolved in ethanol (20 ml). PtO2 (100 mg) was added and the mixture was hydrogenated at room temperature for 4h and 3 bar.The mixture was concentrated in vacuo.Yield: 3.87 g
With hydrogen In ethanol at 20℃; for 4h; XXVI.1 XXVI.1 2-Methyl-butane-2,3-diol 3-Hydroxy-3-methyl-2-butanon (5 ml) was dissolved in ethanol (20 ml). PtO2 (100 mg) was added and the mixture was hydrogenated at room temperature for 4 h and 3 bar. The mixture was concentrated in vacuo. Yield: 3.87 g
With sodium tetrahydroborate In water; acetonitrile at 5 - 23℃; for 3h; 1 25 parts of the compound represented by the formula (I-1-a) and 125 parts of acetonitrile were added and stirred at 23 ° C. for 30 minutes.The obtained mixed solution was cooled to 5 ° C.,A mixed aqueous solution of 3.24 parts of sodium borohydride and 48.62 parts of ion exchanged water was added dropwise over 1 hour,The mixture was stirred at 5 ° C. for 2 hours and concentrated.420 parts of ethyl acetate and 170 parts of ion-exchanged water were charged in the obtained concentrated residue,The mixture was stirred at 23 ° C. for 30 minutes, allowed to stand and separated, and the organic layer was washed with water.170 parts of ion-exchanged water was charged in the recovered organic layer,The mixture was stirred at 23 ° C. for 30 minutes, allowed to stand and separated, and the organic layer was washed with water.This washing operation was repeated 5 times.By concentrating the recovered organic layer,To obtain 20.04 parts of a compound represented by the formula (I-1-b)

  • 6
  • [ 5396-58-7 ]
  • [ 563-80-4 ]
YieldReaction ConditionsOperation in experiment
With iodine
With aluminum oxide at 275℃;
With hydrogenchloride at 100℃; Behandeln des Produktes mit Kali;
With phosphorus pentoxide
With hydrogen bromide
With sulfuric acid
With sulfuric acid beim Destillieren;
With hydrogenchloride at 105℃; unter Druck;
With copper-and cerium containing pumice stone-contact at 210℃;

  • 7
  • [ 5396-58-7 ]
  • [ 594-61-6 ]
YieldReaction ConditionsOperation in experiment
With nitric acid
  • 8
  • [ 21326-62-5 ]
  • [ 5396-58-7 ]
YieldReaction ConditionsOperation in experiment
With water; barium carbonate
  • 10
  • [ 10473-14-0 ]
  • [ 5396-58-7 ]
YieldReaction ConditionsOperation in experiment
With hydrogenchloride
  • 11
  • [ 22668-10-6 ]
  • [ 5396-58-7 ]
YieldReaction ConditionsOperation in experiment
With acetic acid; potassium iodide
  • 12
  • [ 13325-14-9 ]
  • [ 5396-58-7 ]
YieldReaction ConditionsOperation in experiment
With perchloric acid; sodium nitrite
  • 13
  • [ 61040-97-9 ]
  • [ 5396-58-7 ]
YieldReaction ConditionsOperation in experiment
With hydrogen In ethanol for 20h;
  • 14
  • [ 54697-76-6 ]
  • [ 5396-58-7 ]
YieldReaction ConditionsOperation in experiment
With trifluoroacetyl peroxide In dichloromethane
  • 15
  • [ 5396-58-7 ]
  • [ 108-24-7 ]
  • [ 3489-39-2 ]
YieldReaction ConditionsOperation in experiment
With pyridine
  • 16
  • [ 5396-58-7 ]
  • [ 98-88-4 ]
  • [ 110977-43-0 ]
YieldReaction ConditionsOperation in experiment
With pyridine
With pyridine
  • 17
  • [ 5396-58-7 ]
  • [ 122-04-3 ]
  • [ 22931-96-0 ]
YieldReaction ConditionsOperation in experiment
With pyridine
  • 18
  • [ 63846-76-4 ]
  • [ 67-64-1 ]
  • [ 5396-58-7 ]
  • 19
  • [ 5396-58-7 ]
  • [ 18509-25-6 ]
  • [ 118831-85-9 ]
  • [ 791-28-6 ]
YieldReaction ConditionsOperation in experiment
In toluene for 6h; Ambient temperature; Title compound not separated from byproducts;
  • 20
  • [ 5396-58-7 ]
  • [ 28899-97-0 ]
  • [ 81455-03-0 ]
YieldReaction ConditionsOperation in experiment
84% In dichloromethane for 4h; Heating;
84% In dichloromethane for 5h; Heating;
  • 21
  • [ 68027-59-8 ]
  • [ 5396-58-7 ]
YieldReaction ConditionsOperation in experiment
With lithium aluminium tetrahydride In tetrahydrofuran for 2.5h; Heating; Yield given;
  • 22
  • [ 917-64-6 ]
  • [ 52217-02-4 ]
  • [ 5396-58-7 ]
YieldReaction ConditionsOperation in experiment
56% In diethyl ether for 1.5h; Heating;
  • 23
  • [ 917-64-6 ]
  • [ 513-85-9 ]
  • [ 5396-58-7 ]
YieldReaction ConditionsOperation in experiment
With sodium; Dess-Martin periodane; isopropyl alcohol Multistep reaction;
  • 26
  • [ 594-51-4 ]
  • [ 5396-58-7 ]
YieldReaction ConditionsOperation in experiment
With water; lead(II) oxide
  • 27
  • [ 5396-58-7 ]
  • [ 690-12-0 ]
  • (R*,R*)-2-(2-chloroethyl)-4,4,5-trimethyl-2-oxo-1,3,2-dioxaphospholane [ No CAS ]
  • (S*,R*)-2-(2-chloroethyl)-4,4,5-trimethyl-2-oxo-1,3,2-dioxaphospholane [ No CAS ]
YieldReaction ConditionsOperation in experiment
With 2,6-dimethylpyridine In benzene at -5℃; for 5h; Title compound not separated from byproducts.;
  • 28
  • [ 79-37-8 ]
  • [ 5396-58-7 ]
  • 5,5,6-trimethyl-1,4-dioxane-2,3-dione [ No CAS ]
  • bis(2-hydroxy-1,2-dimethylpropyl)oxalate [ No CAS ]
YieldReaction ConditionsOperation in experiment
1: 16% 2: 20% With pyridine In tetrahydrofuran at 0℃; for 0.833333h;
  • 29
  • [ 513-35-9 ]
  • [ 5076-19-7 ]
  • [ 5396-58-7 ]
  • [ 630-19-3 ]
YieldReaction ConditionsOperation in experiment
With dihydrogen peroxide In water at 59.85℃; for 6h;
  • 30
  • [ 5396-58-7 ]
  • [ 81925-41-9 ]
  • 2,2,3-trimethyl-1,4,6-trioxa-spiro[4.5]decane [ No CAS ]
YieldReaction ConditionsOperation in experiment
80% With camphor-10-sulfonic acid In dichloromethane at 40℃; for 0.5h;
  • 31
  • [ 513-35-9 ]
  • [ 5396-58-7 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 40 percent / m-CPBA / CH2Cl2 / 6 h 2: cerium ammonium nitrate / H2O / 2 h
  • 32
  • [ 5396-58-7 ]
  • 1,1,1-Trifluoro-3,3,4-trimethyl-1λ5-[1,2,5]iodadioxolane [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 2: IF5 / 0.33 h / -20 °C
  • 33
  • [ 2588-77-4 ]
  • [ 5396-58-7 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: diluted KOH-solution 2: diluted sulfuric acid
  • 34
  • [ 115-19-5 ]
  • [ 5396-58-7 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: methanol; HgO; BF3-etherate / 45 - 55 °C / Reagens 4: Trichloressigsaeure 2: diluted HCl 3: sodium; ethanol
Multi-step reaction with 2 steps 1: acetic acid anhydride; HgO; boron fluoride etherate 2: sodium; ethanol
  • 35
  • [ 5396-58-7 ]
  • diboronic ester [ No CAS ]
  • [ 230299-51-1 ]
YieldReaction ConditionsOperation in experiment
33 4,4,4',4',5,5'-Hexamethyl-2,2'-bi-1,3,2-dioxaborolane Example 33 4,4,4',4',5,5'-Hexamethyl-2,2'-bi-1,3,2-dioxaborolane This diboronic ester is prepared following general procedure A using 2-methyl-2,3-butanediol. 1H-nmr (CDCl3, 200 MHz): δ 0.75-1.18 (multiplet, CH3 and CH). F.W.: calc. for C10H20B2O4=225.89, found (GCMS) m/z=226 (M+1).
  • 37
  • [ 5396-58-7 ]
  • [ 11113-50-1 ]
  • [ 56-35-9 ]
  • [ 40276-77-5 ]
YieldReaction ConditionsOperation in experiment
94% In benzene byproducts: H2O; 1:2:2; azeotropic water removal;
94% In benzene byproducts: H2O; 1:2:2; azeotropic water removal;
  • 38
  • tetrahydroxo borate [ No CAS ]
  • [ 5396-58-7 ]
  • [ 16986-32-6 ]
YieldReaction ConditionsOperation in experiment
In water determination of equilibrium constant (stability constant); 25°C;; not isolated, determination by change of pH;;
In water determination of equilibrium constant (stability constant); 35°C;; not isolated, determination by change of pH;;
In water determination of equilibrium constant (stability constant); 25°C;; not isolated, determination by change of pH;;
In water determination of equilibrium constant (stability constant); 35°C;; not isolated, determination by change of pH;;

  • 39
  • tetrahydroxo borate [ No CAS ]
  • [ 5396-58-7 ]
  • (CH3C(O)(CH3)CH(O)CH3)2B(1-) [ No CAS ]
YieldReaction ConditionsOperation in experiment
In water determination of equilibrium constant (stability constant); 25°C;; not isolated, determination by change of pH;;
In water determination of equilibrium constant (stability constant); 35°C;; not isolated, determination by change of pH;;
In water determination of equilibrium constant (stability constant); 25°C;; not isolated, determination by change of pH;;
In water determination of equilibrium constant (stability constant); 35°C;; not isolated, determination by change of pH;;

  • 40
  • [ 1193-21-1 ]
  • [ 5396-58-7 ]
  • [ 764-01-2 ]
  • [ 601482-94-4 ]
YieldReaction ConditionsOperation in experiment
Stage #1: 2-methyl-2,3-butanediol With sodium hydride In tetrahydrofuran at 0℃; for 0.166667h; Stage #2: 4,6-dichloropyrimidine In tetrahydrofuran at 0℃; for 4h; Stage #3: methyl propargyl alcohol With sodium hydride In tetrahydrofuran at 20℃; for 3.5h; 16 Reference Production Example 16; In 5 ml of tetrahydrofuran was suspended 0.24 g of sodium hydride (60% in oil), to which 0.4 ml of a solution containing 0.26 g of 2-methylbutan- 2,3-diol in tetrahydrofuran was added dropwise at 0°C, followed by stirring for 10 minutes. To this was added dropwise 0.4 ml of a solution containing 0.38 g of 4, 6-dichloropyrimidin in tetrahydrofuran, followed by stirring at 0°C for 4 hours. To this was added dropwise 0.4 ml of a solution containing 0.20 g of 2-butyn-1-ol and further added 0.12 g of sodium hydride (60% in oil), followed by stirring at room temperature for 3.5 hours. The reaction mix- ture was then poured into a saturated aqueous ammonium chloride solution, which was extracted three times with t-butyl methyl ether. The combined organic layers were washed with a saturated aqueous sodium chloride solu- tion, dried over anhydrous magnesium sulfate, and then concentrated. The residue was subjected to silica gel column chromatography to give 0.41 g of 4- (2-butynyloxy)-6- (2-hydroxy-1, 2-dimethylpropyloxy) pyrimidine. 4- (2-Butynyloxy)-6- (2-hydroxy-1, 2-dimethylpropyloxy) pyrimidine 'H-NMR : 1.26 (s, 6H), 1.30 (d, 3H), 1.87 (t, 3H), 2.45 (bs, 1H), 4.95 (q, 2H), 5.11 (q, 1H), 6.11 (s, 1H), 8.42 (s, 1H).
  • 41
  • [ 1193-21-1 ]
  • [ 5396-58-7 ]
  • 4-chloro-6-(2-hydroxy-1,2-dimethylpropyloxy)pyrimidine [ No CAS ]
YieldReaction ConditionsOperation in experiment
Stage #1: 2-methyl-2,3-butanediol With sodium hydride In tetrahydrofuran at 0℃; for 0.166667h; Stage #2: 4,6-dichloropyrimidine In tetrahydrofuran at 0℃; for 4.5h; 10 Reference Production Example 10; In 8 ml of tetrahydrofuran was suspended 0.41 g of sodium hydride (60% in oil), to which 0.6 ml of a solution containing 0.49 g of 2-methyl- butane-2,3-diol was added dropwise at 0°C, followed by stirring for 10 min- utes. To this was added dropwise 0.6 ml of tetrahydrofuran containing 0.69 g of 4, 6-dichloropyrimidine dissolved therein, followed by stirring at the same temperature for 4.5 hours. The reaction mixture was then poured into a saturated aqueous ammonium chloride solution, which was extracted three times with t-butyl methyl ether. The combined organic layers were washed with a saturated aqueous sodium chloride solution, dried over anhydrous magnesium sulfate, and then concentrated. The residue was subjected to silica gel column chromatography to give 0.74 g of 4-chloro-6- (2-hydroxy-1, 2- dimethylpropyloxy) pyrimidine. 4-Chloro-6- (2-hydroxy-l, 2-dimethylpropyloxy) pyrimidine IH-NMR : 1.27 (s, 3H), 1.28 (s, 3H), 1.33 (d, 3H), 1.97 (s, 1H), 5.22 (q, 1H), 6.79 (s, 1H), 8.56 (s, 1H).
  • 42
  • [ 5396-58-7 ]
  • [ 563-80-4 ]
  • [ 78-84-2 ]
YieldReaction ConditionsOperation in experiment
1: 69% 2: 14% With poly(3,4-ethylenedioxythiophene) In n-heptane Reflux; Inert atmosphere;
  • 43
  • [ 5396-58-7 ]
  • [ 75-05-8 ]
  • [ 26939-18-4 ]
YieldReaction ConditionsOperation in experiment
With sulfuric acid
  • 44
  • [ 5396-58-7 ]
  • [ 97-72-3 ]
  • C9H18O3 [ No CAS ]
YieldReaction ConditionsOperation in experiment
With pyridine In tetrahydrofuran at 5 - 23℃; for 0.0583333h; 2 10 parts of the compound represented by the formula (I-1-b)50 parts of tetrahydrofuran and 9.11 parts of pyridine were added,Followed by stirring at 23 ° C. for 30 minutes. The obtained mixed solution was cooled to 5 ° C.,18.23 parts of the compound represented by the formula (I-10-a) was added,The temperature was raised to 23 ° C., further stirred at 23 ° C. for 3 hours, and then concentrated.275 parts of ethyl acetate and 84 parts of 5% hydrochloric acid were charged in the obtained concentrated residue,The mixture was stirred at 23 ° C. for 30 minutes, and the organic layer was washed by allowing to stand and partitioning.85 parts of ion-exchanged water was charged in the recovered organic layer, stirred at 23 ° C. for 30 minutes,The organic layer was washed with water by standing and separating. To the recovered organic layer,48 parts of 10% potassium carbonate aqueous solution were charged, stirred at 23 ° C. for 30 minutes,The organic layer was washed with water by standing and separating. To the recovered organic layer,85 parts of ion exchanged water, and the mixture was stirred at 23 ° C. for 30 minutes,The organic layer was washed with water by liquid separation. This washing operation was repeated 5 times.The recovered organic layer was concentrated to obtain 14.49 parts of a compound represented by the formula (I-10-b).
  • 45
  • [ 5396-58-7 ]
  • C13H22O4 [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: pyridine / tetrahydrofuran / 0.06 h / 5 - 23 °C 2: pyridine / tetrahydrofuran / 6.5 h / 23 °C
  • 46
  • [ 5396-58-7 ]
  • C15H24O4 [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: pyridine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / chloroform / 18 h / 230 °C 2: pyridine / tetrahydrofuran / 6.5 h / 23 °C
  • 47
  • [ 5396-58-7 ]
  • [ 3400-45-1 ]
  • C11H20O3 [ No CAS ]
YieldReaction ConditionsOperation in experiment
With pyridine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In chloroform at 230℃; for 18h; 1 10 parts of the compound represented by the formula (I-1-b)13.15 parts of the compound represented by the formula (I-1-c) and 45 parts of chloroform were added and stirred at 23 ° C. for 30 minutes. The obtained mixed solution was cooled to 5 ° C.,11.39 parts of pyridine and 27.61 parts of the compound represented by the formula (I-1-d) were added, the temperature was raised to 23 ° C. and further stirred at 23 ° C. for 18 hours.To the obtained reaction product, 110 parts of chloroform and 85 parts of 5% hydrochloric acid were charged,The mixture was stirred at 23 ° C. for 30 minutes, and the organic layer was washed by allowing to stand and partitioning.85 parts of ion-exchanged water was charged in the recovered organic layer, stirred at 23 ° C. for 30 minutes,The organic layer was washed with water by standing and separating. To the recovered organic layer,And 67 parts of a 10% potassium carbonate aqueous solution were charged and stirred at 23 ° C. for 30 minutes,The organic layer was washed with water by standing and separating. To the recovered organic layer,85 parts of ion exchanged water, and the mixture was stirred at 23 ° C. for 30 minutes,The organic layer was washed with water by liquid separation. Such a water washing operation was repeated 5 times. The collected organic layer was concentrated.The concentrated mass thus obtained was applied to a column (Kanto Chemical Co., Ltd. Silica gel 60 N (spherical, neutral)100 - 210 μm Developing solvent:N-heptane / ethyl acetate = 1/1) to obtain 17.32 parts of a compound represented by the formula (I-1-e).
  • 48
  • [ 5396-58-7 ]
  • [ 766-77-8 ]
  • 3-((dimethyl(phenyl)silyl)oxy)-2-methylbutan-2-ol [ No CAS ]
YieldReaction ConditionsOperation in experiment
73% With DARCO Charcoal supported palladium In dibutyl ether at 70℃; for 20h; Sealed tube; Glovebox; Inert atmosphere; chemoselective reaction;
  • 49
  • [ 2676-33-7 ]
  • [ 917-54-4 ]
  • [ 5396-58-7 ]
YieldReaction ConditionsOperation in experiment
70% In tetrahydrofuran; diethyl ether at -78℃; Schlenk technique; Inert atmosphere; Reflux;
  • 50
  • [ 5396-58-7 ]
  • [ 59194-25-1 ]
  • 4-methyl-7-methoxypyrrolo[1,2–a]quinoxaline [ No CAS ]
YieldReaction ConditionsOperation in experiment
56 mg With bis(N,N-dimethylformamide)dichloridodioxidomolybdenum(VI); toluene-4-sulfonic acid In N,N-dimethyl acetamide at 180℃; for 0.5h; Microwave irradiation;
  • 51
  • [ 5396-58-7 ]
  • [ 311807-83-7 ]
  • 8-chloro-4-methylpyrrolo[1,2–a]quinoxaline [ No CAS ]
YieldReaction ConditionsOperation in experiment
56 mg With bis(N,N-dimethylformamide)dichloridodioxidomolybdenum(VI); toluene-4-sulfonic acid In N,N-dimethyl acetamide at 180℃; for 0.5h; Microwave irradiation;
Same Skeleton Products
Historical Records

Related Functional Groups of
[ 5396-58-7 ]

Aliphatic Chain Hydrocarbons

Chemical Structure| 76-09-5

[ 76-09-5 ]

2,3-Dimethylbutane-2,3-diol

Similarity: 1.00

Chemical Structure| 62875-07-4

[ 62875-07-4 ]

2-Methylbutane-1,2,4-triol

Similarity: 0.88

Chemical Structure| 594-83-2

[ 594-83-2 ]

2,3,3-Trimethyl-2-butanol

Similarity: 0.87

Chemical Structure| 3054-92-0

[ 3054-92-0 ]

2,3,4-Trimethylpentan-3-ol

Similarity: 0.87

Chemical Structure| 41902-42-5

[ 41902-42-5 ]

3-(Tert-butyl)-2,2,4,4-tetramethylpentan-3-ol

Similarity: 0.81

Alcohols

Chemical Structure| 76-09-5

[ 76-09-5 ]

2,3-Dimethylbutane-2,3-diol

Similarity: 1.00

Chemical Structure| 62875-07-4

[ 62875-07-4 ]

2-Methylbutane-1,2,4-triol

Similarity: 0.88

Chemical Structure| 594-83-2

[ 594-83-2 ]

2,3,3-Trimethyl-2-butanol

Similarity: 0.87

Chemical Structure| 3054-92-0

[ 3054-92-0 ]

2,3,4-Trimethylpentan-3-ol

Similarity: 0.87

Chemical Structure| 15753-47-6

[ 15753-47-6 ]

1-(Hydroxymethyl)cyclohexanol

Similarity: 0.82