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Chemical Structure| 109583-12-2 Chemical Structure| 109583-12-2

Structure of 109583-12-2

Chemical Structure| 109583-12-2

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Product Details of [ 109583-12-2 ]

CAS No. :109583-12-2
Formula : C8H13NO2
M.W : 155.19
SMILES Code : O=C([C@H]1NC2CCC1CC2)O
MDL No. :MFCD09040768
InChI Key :YDIUZWIFYIATRZ-AHXFUIDQSA-N
Pubchem ID :10866570

Safety of [ 109583-12-2 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H335
Precautionary Statements:P261-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362-P403+P233-P405-P501

Application In Synthesis of [ 109583-12-2 ]

* 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 [ 109583-12-2 ]

[ 109583-12-2 ] Synthesis Path-Downstream   1~54

  • 1
  • [ 67-56-1 ]
  • [ 109583-12-2 ]
  • H-Abo-OMe hydrochloride [ No CAS ]
  • 2
  • [ 28920-43-6 ]
  • [ 109583-12-2 ]
  • (S)-2-Aza-bicyclo[2.2.2]octane-2,3-dicarboxylic acid 2-(9H-fluoren-9-ylmethyl) ester [ No CAS ]
  • 3
  • [ 83029-36-1 ]
  • [ 109583-12-2 ]
  • [ 146144-65-2 ]
  • 4
  • [ 24424-99-5 ]
  • [ 109583-12-2 ]
  • [ 109523-16-2 ]
  • 5
  • [ 37107-48-5 ]
  • [ 109583-12-2 ]
  • (S)-2-((1R,2R)-2-Phenyl-cyclopropanecarbonyl)-2-aza-bicyclo[2.2.2]octane-3-carboxylic acid [ No CAS ]
  • 6
  • [ 109583-12-2 ]
  • [ 115238-33-0 ]
  • 7
  • 2-(1-(R)-phenethyl)-2-(S)-azabicyclo[2.2.2]oct-5-ene-3-carboxylic acid benzyl ester [ No CAS ]
  • [ 109583-12-2 ]
YieldReaction ConditionsOperation in experiment
96% With hydrogen;5%-palladium/activated carbon; In methanol; water; under 2327.23 Torr; for 2.0h; d) 2-Aza-bicyclo[2.2.2]octane-(35)-carboxylic acid[00237] To a solution of 2-((lR)-phenyl-ethyl)-2-aza-bicyclo[2.2.2]oct-5-ene-(35)-carboxylic acid benzyl ester (2.73 g, 7.86 mmol) in methanol (70 mL) was added 5% Pd-C (50% in water, 1 g). The mixture was hydrogenated under a hydrogen atmosphere (45 psi, Parr shaker) for 2 h. The mixture was filtered through Celite and concentrated in vacuo. The resulting solid was suspended in diethyl ether (50 mL), sonicated and collected by vacuum filtration. The solid was washed with diethyl ether (80 mL) and dried in vacuo at 50 0C for 16 h to afford the desired product, 2-aza-bicyclo[2.2.2]octane-(35)-carboxylic acid (1.17 g, 7.54 mmol, 96%), as an off-white solid.
  • 8
  • [ 109583-12-2 ]
  • [ 176797-39-0 ]
  • 9
  • [ 109583-12-2 ]
  • [ 1026041-14-4 ]
  • 10
  • [ 109583-12-2 ]
  • (S)-3-(2,5-Dihydro-pyrrole-1-carbonyl)-2-aza-bicyclo[2.2.2]octane-2-carboxylic acid tert-butyl ester [ No CAS ]
  • 11
  • [ 109583-12-2 ]
  • (S)-3-(Thiazolidine-3-carbonyl)-2-aza-bicyclo[2.2.2]octane-2-carboxylic acid tert-butyl ester [ No CAS ]
  • 12
  • [ 109583-12-2 ]
  • (3S)-2-Aza-2-tert-butyloxycarbonyl 3-[(3-azabicyclo[3.3.0]octane-3 yl) carbonyl]bicyclo[2.2.2]octane [ No CAS ]
  • 13
  • [ 109583-12-2 ]
  • 4-Phenyl-1-[(S)-3-(thiophene-2-carbonyl)-2-aza-bicyclo[2.2.2]oct-2-yl]-butan-1-one [ No CAS ]
  • 14
  • [ 109583-12-2 ]
  • (3S)-2-aza-(6,6-dicyclopropylpentanoyl)-3-(pyrrolidin-1-ylcarbonyl)bicyclo[2.2.2]octane [ No CAS ]
  • 15
  • [ 109583-12-2 ]
  • ((1R,2R)-2-Benzyl-cyclopropyl)-[(S)-3-(pyrrolidine-1-carbonyl)-2-aza-bicyclo[2.2.2]oct-2-yl]-methanone [ No CAS ]
  • 16
  • [ 109583-12-2 ]
  • (3S)-2-aza-(6,6-dicyclopropylhexanoyl)-3-(pyrrolidin-1-ylcarbonyl)bicyclo[2.2.2]octane [ No CAS ]
  • 17
  • [ 109583-12-2 ]
  • (3S)-2-aza-2-(6,6-dicyclopropylhex-4-enoyl)-3-(pyrrolidin-1-ylcarbonyl)bicyclo[2.2.2]octane [ No CAS ]
  • 18
  • [ 109583-12-2 ]
  • (3S)-2-aza-2-(6,6-dicyclopropylhex-5-enoyl)-3-(pyrrolidin-1-ylcarbonyl)bicyclo[2.2.2]octane [ No CAS ]
  • 19
  • [ 109583-12-2 ]
  • ((1R,2R)-2-Phenyl-cyclopropyl)-[(S)-3-(thiazolidine-3-carbonyl)-2-aza-bicyclo[2.2.2]oct-2-yl]-methanone [ No CAS ]
  • 20
  • [ 109583-12-2 ]
  • [(S)-3-(Pyrrolidine-1-carbonyl)-2-aza-bicyclo[2.2.2]oct-2-yl]-((1R,2R)-2-thiophen-2-yl-cyclopropyl)-methanone [ No CAS ]
  • 21
  • [ 109583-12-2 ]
  • [(1R,2R)-2-(4-Fluoro-phenyl)-cyclopropyl]-[(S)-3-(pyrrolidine-1-carbonyl)-2-aza-bicyclo[2.2.2]oct-2-yl]-methanone [ No CAS ]
  • 22
  • [ 109583-12-2 ]
  • [(1R,2R)-2-(4-Methoxy-phenyl)-cyclopropyl]-[(S)-3-(pyrrolidine-1-carbonyl)-2-aza-bicyclo[2.2.2]oct-2-yl]-methanone [ No CAS ]
  • 23
  • [ 109583-12-2 ]
  • ((1R,2R)-2-Naphthalen-2-yl-cyclopropyl)-[(S)-3-(pyrrolidine-1-carbonyl)-2-aza-bicyclo[2.2.2]oct-2-yl]-methanone [ No CAS ]
  • 24
  • [ 109583-12-2 ]
  • N-Dicyclopropylmethyl-4-oxo-4-[(S)-3-(pyrrolidine-1-carbonyl)-2-aza-bicyclo[2.2.2]oct-2-yl]-butyramide [ No CAS ]
  • 25
  • [ 109583-12-2 ]
  • [(S)-3-(Pyrrolidine-1-carbonyl)-2-aza-bicyclo[2.2.2]oct-2-yl]-[(1R,2R)-2-(3-trifluoromethyl-phenyl)-cyclopropyl]-methanone [ No CAS ]
  • 26
  • [ 109583-12-2 ]
  • [ 149681-03-8 ]
  • 27
  • [ 109583-12-2 ]
  • [ 149680-45-5 ]
  • 28
  • [ 109583-12-2 ]
  • 4-Phenyl-1-[(S)-3-(pyrrolidine-1-carbonyl)-2-aza-bicyclo[2.2.2]oct-2-yl]-butan-1-one [ No CAS ]
  • 29
  • [ 109583-12-2 ]
  • (3-Phenyl-cyclobutyl)-[(S)-3-(pyrrolidine-1-carbonyl)-2-aza-bicyclo[2.2.2]oct-2-yl]-methanone [ No CAS ]
  • 30
  • [ 109583-12-2 ]
  • (3-Phenyl-cyclobutyl)-[(S)-3-(pyrrolidine-1-carbonyl)-2-aza-bicyclo[2.2.2]oct-2-yl]-methanone [ No CAS ]
  • 31
  • [ 109583-12-2 ]
  • ((1R,2R)-2-Phenyl-cyclopropyl)-[(S)-3-(pyrrolidine-1-carbonyl)-2-aza-bicyclo[2.2.2]oct-2-yl]-methanone [ No CAS ]
  • 32
  • [ 109583-12-2 ]
  • ((1S,2S)-2-Phenyl-cyclopropyl)-[(S)-3-(pyrrolidine-1-carbonyl)-2-aza-bicyclo[2.2.2]oct-2-yl]-methanone [ No CAS ]
  • 33
  • [ 109583-12-2 ]
  • [ 149151-23-5 ]
  • 34
  • [ 109583-12-2 ]
  • cyclo-<-Asp(OBut)-Abo-> [ No CAS ]
  • 35
  • [ 109583-12-2 ]
  • [ 149151-21-3 ]
  • 36
  • [ 109583-12-2 ]
  • S 15890 [ No CAS ]
  • 37
  • [ 109583-12-2 ]
  • cyclo<-Abo-Asp(D-Trp(Me)-Phe-N(Me)-Bzl)-> [ No CAS ]
  • 38
  • [ 109583-12-2 ]
  • cyclo<-Abo-Asp(D-Trp(For)-Phe-N(Me)-Bzl)-> [ No CAS ]
  • 39
  • [ 109583-12-2 ]
  • cyclo<-Abo-Asp(D-Trp(Ac)-Phe-N(Me)-Bzl)-> [ No CAS ]
  • 40
  • [ 109583-12-2 ]
  • cyclo<-Abo-Asp(D-Trp(OCOMe)-Phe-N(Me)-Bzl)-> [ No CAS ]
  • 41
  • [ 109583-12-2 ]
  • cyclo<-Abo-Asp(D-Trp(OCOtBu)-Phe-N(Me)-Bzl)-> [ No CAS ]
  • 42
  • [ 109583-12-2 ]
  • cyclo<-Abo-Asp(D-Trp(OC(CH2)2COOH)-Phe-N(Me)-Bzl)-> [ No CAS ]
  • 43
  • [ 109583-12-2 ]
  • cyclo<-Abo-Asp(D-Trp(OC(CH2)6CH3)-Phe-N(Me)-Bzl)-> [ No CAS ]
  • 44
  • [ 109583-12-2 ]
  • cyclo<-Abo-Asp(D-Trp(OCOBzl)-Phe-N(Me)-Bzl)-> [ No CAS ]
  • 45
  • [ 109583-12-2 ]
  • [7-(3-{(R)-2-[(S)-1-(Benzyl-methyl-carbamoyl)-2-phenyl-ethylcarbamoyl]-2-[2-((4S,7S)-3,6-dioxo-2,5-diaza-tricyclo[6.2.2.02,7]dodec-4-yl)-acetylamino]-ethyl}-indol-1-yl)-7-oxo-heptyl]-carbamic acid tert-butyl ester [ No CAS ]
  • 46
  • [ 109583-12-2 ]
  • cyclo<-Abo-Asp(D-Trp(OC(CH2)6NH3+Cl-))-Phe-N(Me-Bzl)-> [ No CAS ]
  • 47
  • [ 109583-12-2 ]
  • 3-{(R)-2-[(S)-1-(Benzyl-methyl-carbamoyl)-2-phenyl-ethylcarbamoyl]-2-[2-((4S,7S)-3,6-dioxo-2,5-diaza-tricyclo[6.2.2.02,7]dodec-4-yl)-acetylamino]-ethyl}-indole-1-carboxylic acid 6-(9H-fluoren-9-ylmethoxycarbonylamino)-hexyl ester [ No CAS ]
  • 48
  • [ 109583-12-2 ]
  • cyclo<-Abo-Asp(D-Trp(OCO(CH2)6NH2)Phe-N(Me)-Bzl)-> [ No CAS ]
  • 49
  • [ 109583-12-2 ]
  • (3S)-2-azabicyclo[2.2.2]octane-3-carboxylic acid n-octyl ester hydrochloride [ No CAS ]
YieldReaction ConditionsOperation in experiment
81% With thionyl chloride; Stage A: (3S)-2-Azabicyclo[2.2.2]OCTANE-3-Carboxylic Acid n-Octyl Ester Hydrochloride 9.6 ml of thionyl chloride are added dropwise into a 250 ml round-bottomed flask containing 60 ml of n-octanol cooled to 0 C. After stirring for 10 min at 0 C., 18.6 g of <strong>[109583-12-2](3S)-2-azabicyclo[2.2.2]octane-3-carboxylic acid</strong> (described in Patent FR 2,585,709) are added slowly. The reaction mixture is left stirring overnight at room temperature, then heated for 6 hours at 80 C. and again left overnight at room temperature. After adding 100 ml of anhydrous ether and filtering off the unreacted hydrochloride, the filtrate is condensed and then taken up with a water/ether mixture (50:50). The expected product is obtained after concentration of the aqueous phase and then drying under vacuum. Yield: 81%
  • 50
  • [ 109583-12-2 ]
  • [ 18107-18-1 ]
  • [ 736111-77-6 ]
YieldReaction ConditionsOperation in experiment
83.4% With methanol; In hexane; benzene; at 0 - 25℃; for 2.0h; e) 2-Aza-bicyclo[2.2.2]octane-(35)-carboxylic acid methyl ester[00238] 2-Aza-bicyclo[2.2.2]octane-(3S)-carboxylic acid (1.10 g, 7.09 mmol) was suspended in benzene (30 mL) and methanol (10 mL) and the mixture was cooled to 0 0C. A 2.0 M solution of (trimethylsilyl)diazomethane in hexanes (4.25 mL, 8.5 mmol) was added and the reaction was stirred at 0 0C for 1 h and then at 25 0C for 1 h. The mixture was concentrated in vacuo to afford the crude product, 2- aza-bicyclo[2.2.2]octane-(35)-carboxylic acid methyl ester (1.0 g, 5.91 mmol, 83.4% crude), as a solid, which was used directly in the next step without further purification. LC-MS (ESI) calcd for C9H15NO2 169.11, found 170.1 [M+H+].
  • 51
  • [ 109583-12-2 ]
  • [ 1033766-33-4 ]
  • 52
  • [ 109583-12-2 ]
  • [ 1033766-34-5 ]
  • 53
  • [ 109583-12-2 ]
  • C16H19FN2O2 [ No CAS ]
  • 54
  • [ 109583-12-2 ]
  • [ 1033766-06-1 ]
 

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