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[ CAS No. 87-13-8 ]

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2D
Chemical Structure| 87-13-8
Chemical Structure| 87-13-8
Structure of 87-13-8 *Storage: {[proInfo.prStorage]}

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Product Details of [ 87-13-8 ]

CAS No. :87-13-8MDL No. :MFCD00009148
Formula : C10H16O5 Boiling Point : 279-281°C at 760 mmHg
Linear Structure Formula :-InChI Key :-
M.W :216.23Pubchem ID :6871
Synonyms :

Computed Properties of [ 87-13-8 ]

TPSA : 61.8 H-Bond Acceptor Count : 5
XLogP3 : 1.5 H-Bond Donor Count : 0
SP3 : 0.60 Rotatable Bond Count : 8

Safety of [ 87-13-8 ]

Signal Word:WarningClass:N/A
Precautionary Statements:P261-P305+P351+P338UN#:N/A
Hazard Statements:H302-H315-H319-H335Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 87-13-8 ]

  • Upstream synthesis route of [ 87-13-8 ]
  • Downstream synthetic route of [ 87-13-8 ]

[ 87-13-8 ] Synthesis Path-Upstream   1~7

  • 1
  • [ 87-13-8 ]
  • [ 13720-94-0 ]
Reference: [1] Bioorganic and Medicinal Chemistry Letters, 2000, vol. 10, # 23, p. 2661 - 2664
[2] Journal of Medicinal Chemistry, 1993, vol. 36, # 11, p. 1669 - 1673
[3] European Journal of Medicinal Chemistry, 2011, vol. 46, # 4, p. 1448 - 1452
[4] European Journal of Medicinal Chemistry, 2015, vol. 103, p. 1 - 16
[5] Patent: CN108623562, 2018, A,
[6] Patent: CN108690024, 2018, A,
[7] ACS Medicinal Chemistry Letters, 2018, vol. 9, # 12, p. 1205 - 1210
[8] Patent: CN108623560, 2018, A,
[9] Patent: CN108623561, 2018, A,
[10] Patent: CN108623581, 2018, A,
[11] Patent: CN108623588, 2018, A,
  • 2
  • [ 104-94-9 ]
  • [ 87-13-8 ]
  • [ 13788-72-2 ]
Reference: [1] Patent: US2015/65716, 2015, A1, . Location in patent: Paragraph 0024; 0025; 0026; 0027
  • 3
  • [ 124-46-9 ]
  • [ 87-13-8 ]
  • [ 15400-53-0 ]
YieldReaction ConditionsOperation in experiment
95% With potassium hydroxide In water at 20 - 35℃; Large scale In a 20 L flask 1.070 Kg of KOH was dissolved with 10 L of distilled water, stirred to get clear solution and 5 g of silica functionalized magnetic nanoparticles (Fe3O4(at)SiO2) was added. To the above mixture 2 Kg of guanidine carbonate was added and stirring is continued fordissolution. Temperature of the reaction mixture was main-tained around 20 °C. Diethylethoxy methyl melonate (2.4 kg) was added dropwise over 3 h, the temperature of reaction mixture was raised from 20 to 35 °C. A yellow solid was precipitated and reaction was cooled. Then with the help of external magnet Fe3O4SiO2 particles was removed, particles were washed with acetone and dried. The reaction mixture was cooled to 0-5 °C and pale yellow colour thick mixture was filtered and washed with ice cold water and padded well. The product was recrystallized from ethanol/water and dried in oven at 40 °C. The dried product is divided into two parts and recrystallizedin 15 L of 60 percent H2O/40 percent EtOH. The recrystallization was hazy at first but goes clearer in appearance after 1 h of steam heating. This compound is to crystallize and first sign is observedat 39 °C and continued with slow cooling. The process was done for both the parts and dried under vacuum oven. Yield: 95 percent
Reference: [1] Asian Journal of Chemistry, 2017, vol. 29, # 10, p. 2119 - 2122
[2] Bioorganic and Medicinal Chemistry, 2007, vol. 15, # 14, p. 4841 - 4856
[3] Patent: US6194419, 2001, B1,
  • 4
  • [ 106939-42-8 ]
  • [ 87-13-8 ]
  • [ 106939-34-8 ]
YieldReaction ConditionsOperation in experiment
70% With ethyl phosphate In diethyl ether Example 6
Ethyl (S)-(-)-9,10-difluoro-2,3-dihydro-3-methyl-7-oxo-7H-pyrido[1,2,3-de][1,4]benzoxazine-6-carboxylate
A mixture of 2.66 g of (S)-(-)-7,8-difluoro-3,4-dihydro-3-methyl-2H-[1,4]benzoxazine, as such produced in example 4, and 3.11 g of diethyl ethoxymethylenemalonate was stirred under a nitrogen atmosphere and heated at 140-145°C for 2 hours.
After cooling 20 g of ethyl polyphosphate were added and the mixture was again heated at 140-145°C for 1 hour.
After cooling the reaction mixture was poured into ice water and extracted three times with chloroform.
The collected organic layers were washed with 5percent sodium carbonate solution and water.
The organic solution was dried over anhydrous sodium sulfate, filtered and evaporated to dryness.
Diethyl ether was added to the residue and the crystalline material was filtered, washed and dried to afford 3.1g of title product (70percent). M.p. 254-255°C.[α] [22/D ] = -64.8° (c=0.25, acetic acid).
1H NMR (CF3COOD, ppm) delta = 1.19 (tr, 3H), 1.44 (d, 3H), 4.38 (m, 4H), 4.84 (m, 1H), 7.75 (dd, 1H), 8.97 (s, 1H).
Reference: [1] Patent: EP368410, 1990, A3,
[2] Patent: US4985557, 1991, A,
  • 5
  • [ 87-13-8 ]
  • [ 1044770-40-2 ]
Reference: [1] Bioorganic and Medicinal Chemistry Letters, 2000, vol. 10, # 15, p. 1645 - 1648
  • 6
  • [ 54070-74-5 ]
  • [ 87-13-8 ]
  • [ 1044770-39-9 ]
Reference: [1] Bioorganic and Medicinal Chemistry Letters, 2000, vol. 10, # 15, p. 1645 - 1648
  • 7
  • [ 87-13-8 ]
  • [ 1379615-56-1 ]
Reference: [1] Patent: CN108623560, 2018, A,
[2] Patent: CN108623562, 2018, A,
[3] Patent: CN108690024, 2018, A,
[4] ACS Medicinal Chemistry Letters, 2018,
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