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[ CAS No. 42858-60-6 ] {[proInfo.proName]}

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Chemical Structure| 42858-60-6
Chemical Structure| 42858-60-6
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Product Details of [ 42858-60-6 ]

CAS No. :42858-60-6 MDL No. :MFCD09836162
Formula : C7H8O4 Boiling Point : -
Linear Structure Formula :- InChI Key :MCGPFJGIBKPQGO-UHFFFAOYSA-N
M.W : 156.14 Pubchem ID :14371458
Synonyms :

Safety of [ 42858-60-6 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 42858-60-6 ]

* 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 [ 42858-60-6 ]

[ 42858-60-6 ] Synthesis Path-Downstream   1~88

  • 4
  • [ 24941-58-0 ]
  • [ 42858-60-6 ]
  • 5
  • [ 42858-60-6 ]
  • [ 142-04-1 ]
  • 3-anilino-5-oxo-cyclohex-3-enecarboxylic acid [ No CAS ]
  • 6
  • [ 42858-60-6 ]
  • [ 100-34-5 ]
  • 3,5-dihydroxy-4-(<i>N</i>'-phenyl-hydrazino)-benzoic acid [ No CAS ]
  • 7
  • [ 42858-60-6 ]
  • [ 106-95-6 ]
  • [ 52935-95-2 ]
  • 8
  • [ 42858-60-6 ]
  • [ 74-88-4 ]
  • [ 61040-89-9 ]
  • 9
  • [ 42858-60-6 ]
  • [ 111-46-6 ]
  • [ 618-57-5 ]
  • 10
  • [ 67-56-1 ]
  • [ 3866-79-3 ]
  • [ 42858-60-6 ]
  • [ 75836-86-1 ]
  • 11
  • [ 67-56-1 ]
  • [ 42858-60-6 ]
  • [ 60891-25-0 ]
  • 12
  • [ 78-83-1 ]
  • [ 42858-60-6 ]
  • [ 60891-20-5 ]
  • 15
  • [ 42858-60-6 ]
  • [ 85925-67-3 ]
  • 3-(4-carboxy-2-hydroxy-6-oxo-1-cyclohexen-1-yl)-5,7-dimethoxy-3H-isobenzofuran-1-one [ No CAS ]
  • 16
  • [ 16859-59-9 ]
  • [ 42858-60-6 ]
  • 3-(4-carboxy-2-hydroxy-6-oxo-1-cyclohexen-1-yl)-3H-isobenzofuran-1-one [ No CAS ]
  • 17
  • [ 42858-60-6 ]
  • 2-methylpropyl 5-(2-methylpropoxy)-7-oxo-1,2,3,4,7,7a-hexahydro-3aH-indene-3a-carboxylate [ No CAS ]
  • 18
  • [ 42858-60-6 ]
  • [ 159015-69-7 ]
  • 19
  • [ 42858-60-6 ]
  • cis-2-methylpropyl 6-methyl-3-(2-methylpropoxy)-5-oxocyclohex-3-ene-1-carboxylate [ No CAS ]
  • 20
  • [ 42858-60-6 ]
  • trans-2-methylpropyl 6-methyl-3-(2-methylpropoxy)-5-oxocyclohex-3-ene-1-carboxylate [ No CAS ]
  • 21
  • [ 42858-60-6 ]
  • [ 75836-87-2 ]
  • 22
  • [ 42858-60-6 ]
  • [ 75836-89-4 ]
  • 23
  • [ 42858-60-6 ]
  • [ 75836-89-4 ]
  • 24
  • [ 42858-60-6 ]
  • [ 539-80-0 ]
  • 25
  • [ 42858-60-6 ]
  • [ 1901-34-4 ]
  • 27
  • [ 42858-60-6 ]
  • [ 103262-78-8 ]
  • 28
  • [ 42858-60-6 ]
  • [ 106379-29-7 ]
  • 29
  • [ 42858-60-6 ]
  • [ 1457-39-2 ]
  • 30
  • [ 42858-60-6 ]
  • [ 102540-74-9 ]
  • 31
  • dimethyl 3-(N,N-dimethylcarbamoyl)-5-oxocyclohex-(3)-enecarboxamide [ No CAS ]
  • [ 42858-60-6 ]
  • [ 79-44-7 ]
  • [ 95266-80-1 ]
YieldReaction ConditionsOperation in experiment
With hydrogenchloride; In tetrahydrofuran; ethyl acetate; (a) With stirring, 18.4 ml of dimethylcarbamoyl chloride are added dropwise to a solution of 15.6 g of 3,5-cyclohexanedioncarboxylic acid and the mixture is then stirred for a further 12 hours at room temperature and for 2 hours at boiling temperature under reflux. The cooled reaction mixture is then taken up in 400 ml of ethyl acetate and the organic phase is washed with 4 times with brine, dried over magnesium sulfate and concentrated. The residue consists of 13.2 g of crude dimethyl 3-(N,N-dimethylcarbamoyl)-5-oxocyclohex-(3)-enecarboxamide. The crude residue is dissolved in 300 ml of tetrahydrofuran, 8 ml of concentrated hydrochloric acid are added and the solution is stirred for 2 hours at room temperature. The reaction mixture is then washed with brine, dried over magnesium sulfate and concentrated, affording 13.2 g of dimethyl 3,5-cyclohexandionecarboxamide as a resinous substance. Purification by chromatography with hexane/ether over a column of silica gel yields crystals with a melting point of 152-155 C. (compound 3.02).
  • 32
  • [ 42858-60-6 ]
  • [ 95266-78-7 ]
YieldReaction ConditionsOperation in experiment
With hydrogenchloride; sodium chloride; phosphoric acid; In tetrahydrofuran; 2-methyl-propan-1-ol; water; toluene; (a) Isobutyl 3,5-cyclohexanedione-1-carboxylate A mixture of 50 g of <strong>[42858-60-6]3,5-cyclohexanedione-1-carboxylic acid</strong>, 150 ml of isobutanol, 30 g of 85% orthophosphoric acid and 400 ml of toluene is boiled overnight in a water separator. The solution is then concentrated in a rotovap. The residue is taken up in 200 ml of tetrahydrofuran, and the solution is boiled for 2 hours after addition of 100 ml of 1N hydrochloric acid. The cooled solution is extracted with ethyl acetate and the organic phase is separated, washed with a saturated solution of sodium chloride, dried and concentrated. The wax-like residue is recrystallized from ether/hexane and the crystalline product melts at 74-76 C.
With hydrogenchloride; sodium chloride; phosphoric acid; In tetrahydrofuran; 2-methyl-propan-1-ol; water; toluene; (a) Isobutyl 3,5-cyclohexanedionecarboxylate A mixture of 50 g of <strong>[42858-60-6]3,5-cyclohexanedione-1-carboxylic acid</strong>, 150 ml of isobutanol, 30 g of 85% orthophosphoric acid and 400 ml of toluene is boiled overnight in a water separator. The solution is then concentrated in a rotovap. The residue is taken up in 200 ml of tetrahydrofuran, and the solution is boiled for 2 hours after addition of 100 ml of 1N hydrochloric acid. The cooled solution is extracted with ethyl acetate and the organic phase is separated, washed with a saturated solution of sodium chloride, dried and concentrated. The wax-like residue is recrystallized from ether/hexane and the crystalline product melts at 74-76 C.
  • 33
  • [ 7664-93-9 ]
  • [ 42858-60-6 ]
  • [ 95298-68-3 ]
YieldReaction ConditionsOperation in experiment
In methanol; diethyl ether; H.O.3. 3-methoxy-cyclohex-3-en-5-one-carboxylic acid 10 ml of concentrated sulphuric acid are added to a solution of 1560 g (10 moles) of <strong>[42858-60-6]cyclohexane-3,5-dione-carboxylic acid</strong> in 3 liters of methanol and the whole is left at from 20 to 25 C. for 3 hours while stirring. 3 liters of diethyl ether are then added and the precipitated product is filtered off with suction. 1508 g (88.7%) of the title compound of formula STR32 are isolated.
  • 35
  • [ 42858-60-6 ]
  • [ 1122710-49-9 ]
  • 36
  • [ 42858-60-6 ]
  • C28H46N4O8S [ No CAS ]
  • 37
  • [ 42858-60-6 ]
  • C27H44N4O8S [ No CAS ]
  • 38
  • [ 42858-60-6 ]
  • [ 1112977-83-9 ]
  • 39
  • [ 42858-60-6 ]
  • [ 1625672-24-3 ]
  • 40
  • [ 42858-60-6 ]
  • [ 1625669-47-7 ]
  • 41
  • [ 42858-60-6 ]
  • [ 1625669-48-8 ]
  • 42
  • [ 42858-60-6 ]
  • [ 1625669-49-9 ]
  • 43
  • [ 42858-60-6 ]
  • [ 98-16-8 ]
  • [ 1625672-23-2 ]
YieldReaction ConditionsOperation in experiment
1.3 g With ytterbium(III) triflate; In N,N-dimethyl-formamide; at 20.0℃; 5-Oxo-3-(3-(trifluoromethyl)phenylamino)cyclohex-3-enecarboxylic acid A mixture of <strong>[42858-60-6]3,5-dioxocyclohexanecarboxylic acid</strong> (1.00 g, 6.41 mmol), 3-(trifluoromethyl)aniline (880 muL, 1.14 g, 4.05 mmol), Ytterbium(III) trifluormethanesulfonate (20 mg, 32 mumol, 0.5 mol %) and N,N-dimethylformamide (3 mL) is stirred at room temperature over night. Water and aqueous sodium hydroxide are added and the mixture is washed with diethyl ether. The organic layer is discarded, and the aqueous layer is acidified with aqueous hydrogen chloride and extracted with diethyl ether. The organic layer is dried over Na2SO4 and concentrated under reduced pressure. Yield: 1.30 g; ESI mass spectrum [M+H]+=300, Retention time HPLC: 1.08 min (V001-006).
1.3 g With ytterbium(III) triflate; In N,N-dimethyl-formamide; at 20.0℃; A mixture of <strong>[42858-60-6]3,5-dioxocyclohexanecarboxylic acid</strong> (1.00 g, 6.41 mmol), 3-(trifluoro- methyl) aniline (880 mu, 1.14 g, 4.05 mmol), Ytterbium(III) trifluormethanesulfonate (20 mg, 32 muiotaetaomicron, 0.5 mol%) and N,N-dimethylformamide (3 mL) is stirred at room temperature over night. Water and aqueous sodium hydroxide are added and the mixture is washed with diethyl ether. The organic layer is discarded, and the aqueous layer is acidified with aqueous hydrogen chloride and extracted with diethyl ether. The organic layer is dried over Na2S04 and concentrated under reduced pressure. Yield: 1.30 g; ESI mass spectrum [M+H]+ = 300, Retention time HPLC: 1.08 min (V001 006).
  • 50
  • [ 42858-60-6 ]
  • C16H23NO2 [ No CAS ]
Reference: [1]Angewandte Chemie - International Edition,2015,vol. 54,p. 1011 - 1015
    Angew. Chem.,2014,vol. 127,p. 1025 - 1029,5
[2]Angewandte Chemie - International Edition,2015,vol. 54,p. 1011 - 1015
    Angew. Chem.,2014,vol. 127,p. 1025 - 1029,5
[3]Chemistry - An Asian Journal,2017,vol. 12,p. 1557 - 1567
[4]Chemistry - An Asian Journal,2017,vol. 12,p. 1557 - 1567
[5]Chemistry - An Asian Journal,2017,vol. 12,p. 1557 - 1567
[6]Chemistry - An Asian Journal,2017,vol. 12,p. 1557 - 1567
[7]Chemistry - An Asian Journal,2017,vol. 12,p. 1557 - 1567
[8]Chemistry - An Asian Journal,2017,vol. 12,p. 1557 - 1567
[9]Chemistry - An Asian Journal,2017,vol. 12,p. 1557 - 1567
[10]Chemistry - An Asian Journal,2017,vol. 12,p. 1557 - 1567
[11]Chemistry - An Asian Journal,2017,vol. 12,p. 1557 - 1567
[12]Chemistry - An Asian Journal,2017,vol. 12,p. 1557 - 1567
[13]Chemistry - An Asian Journal,2017,vol. 12,p. 1557 - 1567
[14]Chemistry - An Asian Journal,2017,vol. 12,p. 1557 - 1567
[15]Chemistry - An Asian Journal,2017,vol. 12,p. 1557 - 1567
[16]Chemistry - An Asian Journal,2017,vol. 12,p. 1557 - 1567
[17]Chemistry - An Asian Journal,2017,vol. 12,p. 1557 - 1567
[18]Chemistry - An Asian Journal,2017,vol. 12,p. 1557 - 1567
[19]Chemistry - An Asian Journal,2017,vol. 12,p. 1557 - 1567
[20]Chemistry - An Asian Journal,2017,vol. 12,p. 1557 - 1567
[21]Chemistry - An Asian Journal,2017,vol. 12,p. 1557 - 1567
[22]Chemistry - An Asian Journal,2017,vol. 12,p. 1557 - 1567
[23]Chemistry - An Asian Journal,2017,vol. 12,p. 1557 - 1567
[24]Chemistry - An Asian Journal,2017,vol. 12,p. 1557 - 1567
[25]Chemistry - An Asian Journal,2017,vol. 12,p. 1557 - 1567
[26]Chemistry - An Asian Journal,2017,vol. 12,p. 1557 - 1567
  • 53
  • [ 42858-60-6 ]
  • 13-epi-13β,16-epoxydihydrofawcettimine [ No CAS ]
Reference: [1]Angewandte Chemie - International Edition,2015,vol. 54,p. 1011 - 1015
    Angew. Chem.,2014,vol. 127,p. 1025 - 1029,5
[2]Angewandte Chemie - International Edition,2015,vol. 54,p. 1011 - 1015
    Angew. Chem.,2014,vol. 127,p. 1025 - 1029,5
[3]Angewandte Chemie - International Edition,2015,vol. 54,p. 1011 - 1015
    Angew. Chem.,2014,vol. 127,p. 1025 - 1029,5
[4]Chemistry - An Asian Journal,2017,vol. 12,p. 1557 - 1567
[5]Chemistry - An Asian Journal,2017,vol. 12,p. 1557 - 1567
[6]Chemistry - An Asian Journal,2017,vol. 12,p. 1557 - 1567
[7]Chemistry - An Asian Journal,2017,vol. 12,p. 1557 - 1567
[8]Chemistry - An Asian Journal,2017,vol. 12,p. 1557 - 1567
[9]Chemistry - An Asian Journal,2017,vol. 12,p. 1557 - 1567
[10]Chemistry - An Asian Journal,2017,vol. 12,p. 1557 - 1567
[11]Chemistry - An Asian Journal,2017,vol. 12,p. 1557 - 1567
[12]Chemistry - An Asian Journal,2017,vol. 12,p. 1557 - 1567
[13]Chemistry - An Asian Journal,2017,vol. 12,p. 1557 - 1567
[14]Chemistry - An Asian Journal,2017,vol. 12,p. 1557 - 1567
[15]Chemistry - An Asian Journal,2017,vol. 12,p. 1557 - 1567
[16]Chemistry - An Asian Journal,2017,vol. 12,p. 1557 - 1567
[17]Chemistry - An Asian Journal,2017,vol. 12,p. 1557 - 1567
[18]Chemistry - An Asian Journal,2017,vol. 12,p. 1557 - 1567
[19]Chemistry - An Asian Journal,2017,vol. 12,p. 1557 - 1567
[20]Chemistry - An Asian Journal,2017,vol. 12,p. 1557 - 1567
[21]Chemistry - An Asian Journal,2017,vol. 12,p. 1557 - 1567
[22]Chemistry - An Asian Journal,2017,vol. 12,p. 1557 - 1567
[23]Chemistry - An Asian Journal,2017,vol. 12,p. 1557 - 1567
[24]Chemistry - An Asian Journal,2017,vol. 12,p. 1557 - 1567
[25]Chemistry - An Asian Journal,2017,vol. 12,p. 1557 - 1567
[26]Chemistry - An Asian Journal,2017,vol. 12,p. 1557 - 1567
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[32]Chemistry - An Asian Journal,2017,vol. 12,p. 1557 - 1567
[33]Chemistry - An Asian Journal,2017,vol. 12,p. 1557 - 1567
[34]Chemistry - An Asian Journal,2017,vol. 12,p. 1557 - 1567
[35]Chemistry - An Asian Journal,2017,vol. 12,p. 1557 - 1567
[36]Chemistry - An Asian Journal,2017,vol. 12,p. 1557 - 1567
[37]Chemistry - An Asian Journal,2017,vol. 12,p. 1557 - 1567
[38]Chemistry - An Asian Journal,2017,vol. 12,p. 1557 - 1567
[39]Chemistry - An Asian Journal,2017,vol. 12,p. 1557 - 1567
  • 57
  • [ 42858-60-6 ]
  • C15H19NO2 [ No CAS ]
Reference: [1]Angewandte Chemie - International Edition,2015,vol. 54,p. 1011 - 1015
    Angew. Chem.,2014,vol. 127,p. 1025 - 1029,5
[2]Angewandte Chemie - International Edition,2015,vol. 54,p. 1011 - 1015
    Angew. Chem.,2014,vol. 127,p. 1025 - 1029,5
[3]Chemistry - An Asian Journal,2017,vol. 12,p. 1557 - 1567
[4]Chemistry - An Asian Journal,2017,vol. 12,p. 1557 - 1567
[5]Chemistry - An Asian Journal,2017,vol. 12,p. 1557 - 1567
[6]Chemistry - An Asian Journal,2017,vol. 12,p. 1557 - 1567
[7]Chemistry - An Asian Journal,2017,vol. 12,p. 1557 - 1567
[8]Chemistry - An Asian Journal,2017,vol. 12,p. 1557 - 1567
[9]Chemistry - An Asian Journal,2017,vol. 12,p. 1557 - 1567
[10]Chemistry - An Asian Journal,2017,vol. 12,p. 1557 - 1567
[11]Chemistry - An Asian Journal,2017,vol. 12,p. 1557 - 1567
[12]Chemistry - An Asian Journal,2017,vol. 12,p. 1557 - 1567
[13]Chemistry - An Asian Journal,2017,vol. 12,p. 1557 - 1567
[14]Chemistry - An Asian Journal,2017,vol. 12,p. 1557 - 1567
[15]Chemistry - An Asian Journal,2017,vol. 12,p. 1557 - 1567
[16]Chemistry - An Asian Journal,2017,vol. 12,p. 1557 - 1567
[17]Chemistry - An Asian Journal,2017,vol. 12,p. 1557 - 1567
[18]Chemistry - An Asian Journal,2017,vol. 12,p. 1557 - 1567
[19]Chemistry - An Asian Journal,2017,vol. 12,p. 1557 - 1567
[20]Chemistry - An Asian Journal,2017,vol. 12,p. 1557 - 1567
[21]Chemistry - An Asian Journal,2017,vol. 12,p. 1557 - 1567
[22]Chemistry - An Asian Journal,2017,vol. 12,p. 1557 - 1567
[23]Chemistry - An Asian Journal,2017,vol. 12,p. 1557 - 1567
[24]Chemistry - An Asian Journal,2017,vol. 12,p. 1557 - 1567
[25]Chemistry - An Asian Journal,2017,vol. 12,p. 1557 - 1567
[26]Chemistry - An Asian Journal,2017,vol. 12,p. 1557 - 1567
  • 62
  • [ 42858-60-6 ]
  • C17H24N2O6S [ No CAS ]
  • C24H30N2O9S [ No CAS ]
  • 63
  • [ 42858-60-6 ]
  • [ 190657-27-3 ]
  • C20H28N2O4 [ No CAS ]
  • 64
  • [ 42858-60-6 ]
  • C16H26O4 [ No CAS ]
  • C23H32O7 [ No CAS ]
  • 65
  • [ 42858-60-6 ]
  • C16H27NO3 [ No CAS ]
  • C23H33NO6 [ No CAS ]
  • 66
  • [ 42858-60-6 ]
  • C14H25NO2 [ No CAS ]
  • C21H31NO5 [ No CAS ]
  • 67
  • [ 42858-60-6 ]
  • C26H39NO8 [ No CAS ]
  • C28H37NO9 [ No CAS ]
  • 68
  • 2-(2-aminoethoxy)ethyl 2-(adamantan-1-yl)acetate [ No CAS ]
  • [ 42858-60-6 ]
  • C23H33NO6 [ No CAS ]
  • 69
  • [ 23702-88-7 ]
  • [ 42858-60-6 ]
  • C13H21NO5 [ No CAS ]
  • 70
  • [ 42858-60-6 ]
  • disodium 4-amino-5-sulfonaphthalene-2,7-disulfonate [ No CAS ]
  • C17H13NO12S3(2-)*2Na(1+) [ No CAS ]
YieldReaction ConditionsOperation in experiment
Weigh 156mg<strong>[42858-60-6]3,5-dicarbonylcyclohexanecarboxylic acid</strong> (156.14, 1 eq)And 178 mgN, N'-carbonyldiimidazole CDI (162.14, 1.1 eq),50 C for 5 minutes in a mortar,TLC thin layer chromatography to monitor the complete reaction of cyanoacetic acid,Again into the mortar called 384mgAmino-1,3,6-naphthalenesulfonic acid disodium salt hydrate (427.3, 0.9 eq),10.4 mg imidazole hydrochloride (104, 0.1 eq) and 100 muL water, milled for 10 minutes and monitored by TLC TLCDisodium 8-amino-1,3,6-naphthalenesulfonate completely reacted.Water (10 mL) and ethyl acetate (3 x 15 mL) were added and the mixture was separated and the aqueous layer was lyophilized at -60 C to give product I-4 as a yellow solid
  • 72
  • [ 42858-60-6 ]
  • C29H45NO6 [ No CAS ]
  • 73
  • [ 42858-60-6 ]
  • C29H44ClNO8S [ No CAS ]
  • 74
  • [ 42858-60-6 ]
  • C29H42ClNO8S [ No CAS ]
  • 75
  • [ 42858-60-6 ]
  • C29H41NO5 [ No CAS ]
  • 83
  • [ 42858-60-6 ]
  • C16H22BrNO2 [ No CAS ]
  • 88
  • [ 42858-60-6 ]
  • C45H63NO6Si [ No CAS ]
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