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Chemical Structure| 34906-87-1 Chemical Structure| 34906-87-1

Structure of 34906-87-1

Chemical Structure| 34906-87-1

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Product Details of [ 34906-87-1 ]

CAS No. :34906-87-1
Formula : C7H12O3
M.W : 144.17
SMILES Code : CC(C)(C)CC(C(O)=O)=O
MDL No. :MFCD01325393

Safety of [ 34906-87-1 ]

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H314
Precautionary Statements:P301+P330+P331-P303+P361+P353-P363-P304+P340-P310-P321-P260-P264-P280-P305+P351+P338-P405-P501
Class:8
UN#:3265
Packing Group:

Application In Synthesis of [ 34906-87-1 ]

* 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.

  • Upstream synthesis route of [ 34906-87-1 ]
  • Downstream synthetic route of [ 34906-87-1 ]

[ 34906-87-1 ] Synthesis Path-Upstream   1~5

  • 1
  • [ 34906-87-1 ]
  • [ 3060-50-2 ]
  • [ 119-61-9 ]
  • [ 57224-50-7 ]
  • [ 88319-43-1 ]
YieldReaction ConditionsOperation in experiment
62 % ee With C39H33N3O2*2ClH In methanol; water at 20℃; for 72 h; General procedure: To a 5 mL vial equipped with a magnetic stirrer bar were added 3-cyclohexyl-2-oxopropanoic acid (1j) (0.0510 g, 0.30 mmol), 2,2-diphenylglycine (2) (0.0681 g, 0.30 mmol), chiral pyridoxamine 6g (0.0195 g, 0.030 mmol), and MeOH-H2O (8:2) (3.0 mL). The mixture was stirred at 20 °C for 3 days. The reaction mixture was transferred to a 25 mL round-bottom flask and MeOH was added until all the solid was dissolved. Then silica gel (0.50 g) was added. After removal of the solvent in vacuo at 20 °C, the resulting residue was submitted to column chromatography on silica gel (EtOH/ethyl acetate/25-28percent ammonia solution =100:58:16) to give compound 3j (0.0401 g, 78percent yield, 52percent ee) as a white solid. The enantiomeric excesses of 3b-k were deteremined by HPLC analysis after being converted to N-benzoyl methyl esters by treatment with thionyl chloride in methanol and subsequent reaction benzoyl chloride.7 The enantiomeric excess of 3a was deteremined by HPLC analysis after being converted to its methyl ester by treatment with CH2N2 in methanol.
References: [1] Tetrahedron Letters, 2016, vol. 57, # 41, p. 4612 - 4615.
  • 2
  • [ 34906-87-1 ]
  • [ 57224-50-7 ]
  • [ 88319-43-1 ]
References: [1] Organic Letters, 2015, vol. 17, # 23, p. 5784 - 5787.
  • 3
  • [ 34906-87-1 ]
  • [ 57224-50-7 ]
References: [1] FEBS Journal, 2014, vol. 281, # 1, p. 391 - 400.
  • 4
  • [ 34906-87-1 ]
  • [ 3060-50-2 ]
  • [ 119-61-9 ]
  • [ 57224-50-7 ]
  • [ 88319-43-1 ]
YieldReaction ConditionsOperation in experiment
62 % ee With C39H33N3O2*2ClH In methanol; water at 20℃; for 72 h; General procedure: To a 5 mL vial equipped with a magnetic stirrer bar were added 3-cyclohexyl-2-oxopropanoic acid (1j) (0.0510 g, 0.30 mmol), 2,2-diphenylglycine (2) (0.0681 g, 0.30 mmol), chiral pyridoxamine 6g (0.0195 g, 0.030 mmol), and MeOH-H2O (8:2) (3.0 mL). The mixture was stirred at 20 °C for 3 days. The reaction mixture was transferred to a 25 mL round-bottom flask and MeOH was added until all the solid was dissolved. Then silica gel (0.50 g) was added. After removal of the solvent in vacuo at 20 °C, the resulting residue was submitted to column chromatography on silica gel (EtOH/ethyl acetate/25-28percent ammonia solution =100:58:16) to give compound 3j (0.0401 g, 78percent yield, 52percent ee) as a white solid. The enantiomeric excesses of 3b-k were deteremined by HPLC analysis after being converted to N-benzoyl methyl esters by treatment with thionyl chloride in methanol and subsequent reaction benzoyl chloride.7 The enantiomeric excess of 3a was deteremined by HPLC analysis after being converted to its methyl ester by treatment with CH2N2 in methanol.
References: [1] Tetrahedron Letters, 2016, vol. 57, # 41, p. 4612 - 4615.
  • 5
  • [ 34906-87-1 ]
  • [ 57224-50-7 ]
  • [ 88319-43-1 ]
References: [1] Organic Letters, 2015, vol. 17, # 23, p. 5784 - 5787.
 

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