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Chemical Structure| 909406-73-1 Chemical Structure| 909406-73-1

Structure of 909406-73-1

Chemical Structure| 909406-73-1

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Product Details of [ 909406-73-1 ]

CAS No. :909406-73-1
Formula : C8H12O3
M.W : 156.18
SMILES Code : O=C(C1CC12CCOCC2)O
MDL No. :MFCD16744613
InChI Key :FGFLMSPWCDFJRM-UHFFFAOYSA-N
Pubchem ID :53275726

Safety of [ 909406-73-1 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of [ 909406-73-1 ]

* 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 [ 909406-73-1 ]

[ 909406-73-1 ] Synthesis Path-Downstream   1~6

  • 1
  • [ 909406-73-1 ]
  • [ 929705-79-3 ]
YieldReaction ConditionsOperation in experiment
With oxalyl dichloride;N,N-dimethyl-formamide; In dichloromethane; at 0 - 20℃; for 1.0h; 60.0 ml of oxalyl chloride are added to a solution of 98.73 g of 6-oxaspiro[2.5]octane-1- carboxylic acid in 500 ml of dichloromethane at 0C. One drop of N,N-dimethylformamide is added, and the reaction solution is stirred at room temperature for 1 hour. The reaction solution is then evaporated, and the crude product is employed directly for the next stage.
With oxalyl dichloride;N,N-dimethyl-formamide; In dichloromethane; at 0 - 20℃; for 1.0h; 60.0 ml of oxalyl chloride are added to a solution of 98.73 g of 6-oxaspiro[2.5]octane-1- carboxylic acid in 500 ml of dichloromethane at 0C. One drop of N,N-dimethylformamide is added, and the reaction solution is stirred at room temperature for 1 hour. The reaction solution is then evaporated and the crude product is employed directly for the next stage.
  • 2
  • [ 909406-74-2 ]
  • [ 909406-73-1 ]
YieldReaction ConditionsOperation in experiment
A solution of 120.50 g of ethyl 6-oxaspiro[2.5]octane-1-carboxylate in 700 ml of ethanol/water 3.5:1 is mixed with 55.20 g of potassium hydroxide. The reaction mixture is heated at 60C for 4 hours, the ethanol is distilled off and the aqueous residue is diluted with water and extracted with tert-butyl methyl ether. The aqueous phase is adjusted to pH 2 with 4M hydrochloric acid and extracted with tert-butyl methyl ether. The combined organic extracts are washed with brine, dried with sodium sulphate and evaporated. The title compound is obtained as a yellowish oil and is employed without further purification for the next stage. Rt = 2.13 (Gradient I).
With potassium hydroxide; In ethanol; water; e) 6-Oxaspiro[2.5]octane-1-carboxylic acid A solution of 120.50 g of ethyl 6-oxaspiro[2.5]octane-1-carboxylate in 700 ml of ethanol/water 3.5:1 is mixed with 55.20 g of potassium hydroxide. The reaction mixture is heated at 60C for 4 hours, the ethanol is distilled off and the aqueous residue is diluted with water and extracted with tert-butyl methyl ether. The aqueous phase is adjusted to pH 2 with 4M hydrochloric acid and extracted with tert-butyl methyl ether. The combined organic extracts are washed with brine, dried with sodium sulphate and evaporated. The title compound is obtained as a yellowish oil and is employed without further purification for the next stage. Rt = 2.13 (gradient I).
A solution of 120.50 g of ethyl 6-oxaspiro[2.5]octane-1-carboxylate in 700 ml of ethanol/water 3.5:1 is mixed with 55.20 g of potassium hydroxide. The reaction mixture is heated at 600C for 4 hours, the ethanol is distilled off and the aqueous residue is diluted with water and extracted with tert-butyl methyl ether. The aqueous phase is adjusted to pH 2 with 4M hydrochloric acid and extracted with tert-butyl methyl ether. The combined organic extracts are washed with brine, dried with sodium sulphate and evaporated. The title compound is obtained as a yellowish oil and is employed without further purification for the next stage. Rt = 2.13 (gradient I).
35 mg With water; lithium hydroxide; In tetrahydrofuran; methanol; at 0 - 20℃; for 12.0h; To a solution of ester B-6a (50 mg, 0.271 mmol) in (2: 1: 1) of THF (3 mL), MeOH (1.5 mL) and water (1.5 mL) was added LiOH (65.0 mg, 2.71 mmol) at 0 C and stirred for 12 h at room temperature. Then the reaction mixture was cooled to 0 C and adjusted the pH of the reaction mixture to (~3) with 1.5N HC1 solution. Then the reaction mixture was extracted with DCM (2x50 mL) and the organic later was washed with brine (25 mL), dried over Na2S04, filtered, and concentrated under reduced pressure to obtain Cap B-6 (35 mg) as a color less liquid.XH NMR (CDC13, delta = 7.26 ppm, 300 MHz): delta 3.83-3.68 (m, 4 H), 1.85-1.81 (m, 2 H), 1.62-1.42 (m, 3 H) 1.21 (t, J = 6.4, 1 H), 1.07-1.01 (m, 1 H).

  • 3
  • [ 79-37-8 ]
  • [ 909406-73-1 ]
  • [ 929705-79-3 ]
YieldReaction ConditionsOperation in experiment
In dichloromethane; N,N-dimethyl-formamide; d) 6-Oxaspiro[2.5]octane-1-carbonyl chloride 60.0 ml of oxalyl chloride are added to a solution of 98.73 g of <strong>[909406-73-1]6-oxaspiro[2.5]octane-1-carboxylic acid</strong> in 500 ml of dichloromethane at 0C. One drop of N,N-dimethylformamide is added, and the reaction solution is stirred at room temperature for 1 hour. The reaction solution is then evaporated and the crude product is employed directly for the next stage.
  • 4
  • [ 909406-73-1 ]
  • (1S,1'S)-1,1'-(5,5'-([1,1'-biphenyl]-4,4,-diyl)bis(1H-imidazole-5,2-diyl))bis(2,2-dimethylpropan-1-amine) hidrochloride [ No CAS ]
  • [ 76-05-1 ]
  • C44H56N6O4*C2HF3O2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
General procedure: To (1 S, 1 'S)-l , 1 '-(5,5'-([ 1, 1 '-biphenyl]-4,4'-diyl)bis(lH-imidazole-5,2- diyl))bis(2,2-dimethylpropan- 1 -amine) tetrahydrochloride (75 mg, 0.124 mmol) was added 3-hydroxy-2,2,3-trimethylbutanoic acid (38.2 mg, 0.261 mmol) in DMF (3 mL) followed by DIPEA (0.174 mL, 0.996 mmol) at 0 C. Then HATU (97 mg, 0.255 mmol) was added and stirred from 0 C to RT for 6 h. The crude was dissolved in EtOAc (50 mL), washed with saturated NH4C1 (25 mL), 10% NaHC03(25 mL), brine (25 mL), dried over Na2S04and concentrated under reduced pressure. The crude material was purified by reverse phase HPLC (ACN/water/TFA) to getTFA salt of Example B-69 (30 mg) as a white solid. HPLC (Condition B-1 and B-2): > 97% homogeneity index. LC/MS (Condition B-12): Rt= 2.13 min.XH NMR (MeOD, 5 = 3.34 ppm, 400 MHz): delta 7.92-7.85 (m, 10 H), 4.94 (s, 2 H), 1.28 (s, 18 H), 1.16 (s, 12 H), 1.15 (s, 12 H). LC/MS: Anal. Calcd. for [M+H]+C42H61N604: 713.47; found 713.3
  • 5
  • [ 130312-00-4 ]
  • [ 909406-73-1 ]
  • 6
  • [ 29943-42-8 ]
  • [ 909406-73-1 ]
 

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