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[ CAS No. 158261-95-1 ] {[proInfo.proName]}

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3d Animation Molecule Structure of 158261-95-1
Chemical Structure| 158261-95-1
Chemical Structure| 158261-95-1
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Quality Control of [ 158261-95-1 ]

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Product Details of [ 158261-95-1 ]

CAS No. :158261-95-1 MDL No. :MFCD09864547
Formula : C8H17NO Boiling Point : -
Linear Structure Formula :- InChI Key :FKCMGWYAPOCAKE-UHFFFAOYSA-N
M.W : 143.23 Pubchem ID :10012019
Synonyms :

Calculated chemistry of [ 158261-95-1 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 10
Num. arom. heavy atoms : 0
Fraction Csp3 : 1.0
Num. rotatable bonds : 3
Num. H-bond acceptors : 2.0
Num. H-bond donors : 1.0
Molar Refractivity : 46.43
TPSA : 23.47 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : No
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -6.56 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.2
Log Po/w (XLOGP3) : 0.86
Log Po/w (WLOGP) : 0.47
Log Po/w (MLOGP) : 0.9
Log Po/w (SILICOS-IT) : 1.25
Consensus Log Po/w : 1.14

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 1.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -1.07
Solubility : 12.1 mg/ml ; 0.0848 mol/l
Class : Very soluble
Log S (Ali) : -0.94
Solubility : 16.6 mg/ml ; 0.116 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -0.97
Solubility : 15.3 mg/ml ; 0.107 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.62

Safety of [ 158261-95-1 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P301+P312-P302+P352-P304+P340-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 158261-95-1 ]

* 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 [ 158261-95-1 ]

[ 158261-95-1 ] Synthesis Path-Downstream   1~11

  • 1
  • [ 158261-95-1 ]
  • [ 91767-44-1 ]
  • 4-isopropoxy-2,6-dimethyl-benzoic acid-(3-pyrrolidino-butyl ester) [ No CAS ]
  • 2
  • [ 158261-95-1 ]
  • [ 91767-43-0 ]
  • 2,6-dimethyl-4-propoxy-benzoic acid-(3-pyrrolidino-butyl ester) [ No CAS ]
  • 3
  • [ 158261-95-1 ]
  • [ 36823-82-2 ]
  • 4-isopropoxy-benzoic acid-(3-pyrrolidino-butyl ester) [ No CAS ]
  • 4
  • [ 158261-95-1 ]
  • [ 40782-58-9 ]
  • 4-propoxy-benzoic acid-(3-pyrrolidino-butyl ester) [ No CAS ]
  • 5
  • [ 158261-95-1 ]
  • [ 73331-32-5 ]
  • 2-cyclopentyl-valeric acid-(3-pyrrolidino-butyl ester) [ No CAS ]
  • 6
  • [ 158261-95-1 ]
  • [ 73331-33-6 ]
  • cyclopent-2-enyl-phenyl-acetic acid-(3-pyrrolidino-butyl ester) [ No CAS ]
  • 7
  • 3-pyrrolidino-butyric acid butyl ester [ No CAS ]
  • [ 158261-95-1 ]
  • 8
  • [ 70526-06-6 ]
  • [ 158261-95-1 ]
  • 9
  • [ 158261-95-1 ]
  • [ 79-44-7 ]
  • dimethyl-carbamic acid 3-pyrrolidin-1-yl-butyl ester [ No CAS ]
  • 10
  • [ 42980-67-6 ]
  • [ 158261-95-1 ]
YieldReaction ConditionsOperation in experiment
73% Intermediate 25: 3-Pyrrolidin-1-yl-butan-1-ol; [] Pyrrolidine (28.15g, 0.4mol), toluene (200ml), catalytic p-TsOH (200mg) and ethyl acetoacetate (20g, 0.15mol) were refluxed together in a Dean-Stark apparatus under N2 for 3hours. The reaction was cooled to room temperature and concentrated in vacuo. NaBH4 (3.1 g, 82mmol) was dissolved in MeOH (50ml) and cooled to 0-5C. A portion of the previous crude reaction (5g, 27mmol) in MeOH (25ml) was added to the reaction mixture and stirred for 72hours. The reaction was quenched with an aqueous solution of NaOH (1%w/w, 50ml) and concentrated in vacuo. The aqueous phase was extracted with TBME (3 x 50ml). The combined organic extracts were dried over MgSO4, filtered, washed with TBME and concentrated in vacuo to give a mixture of the title compound, 3-pyrrolidin-1-yl-butanoic acid ethyl ester and residual TBME (3.5g). The mixture (3.5g) in THF (20ml) was added to a solution of LiALH4 (1 M in THF, 33.5ml, 33.5mmol) at 0-5C under N2. The reaction was allowed to warm to room temperature and stirred for 3hours. The reaction was quenched with an aqueous solution of NaOH (1%w/w, 50ml) at 0-5C, filtered and washed with THF (3 x 20ml). The combined organic layers were dried over MgSO4, filtered, washed with THF and concentrated in vacuo to give the title compound as a yellow oil (2g, 73%th).1H NMR (400MHz, CDCl3) δ5.98 (br s, 1 H), 3.90 (ddd, 1 H), 3.77 (ddd, 1 H), 2.90 (m, 1 H), 2.70-2.55 (m, 4H), 1.80-1.56 (m, 6H), 1.09 (d, 3H).;
  • 11
  • [ 158261-95-1 ]
  • [ 868849-67-6 ]
YieldReaction ConditionsOperation in experiment
100% With thionyl chloride; In dichloromethane; at 0 - 20℃; Step 2:; 3-Pyrrolidin-1-yl-butan-1-ol (1.0g, 7mmol) was dissolved in DCM (20ml). The reaction was cooled to 0-5C and thionyl chloride (1.65g, 14mmol) was added slowly. The reaction was allowed to warm to room temperature and stirred overnight. The reaction was concentrated in vacuo and azeo-dried with DCM (20ml) to give the title compound (1.4g, 100%th) as a brown oil.1H NMR (400MHz, CDCl3) δ12.45 (br s, 1 H), 3.84-3.71 (m, 3H), 3.56 (m, 1H), 3.38 (m, 1 H), 2.92-2.79 (m, 2H), 2.45-1.99 (m, 6H), 1.51 (d, 3H).
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Technical Information

• Add Hydrogen Cyanide to Aldehydes and Ketones to Produce Alcohols • Alcohol Syntheses from Aldehydes, Ketones and Organometallics • Alcohols are Weakly Basic • Alcohols as Acids • Alcohols Convert Acyl Chlorides into Esters • Alcohols from Haloalkanes by Acetate Substitution-Hydrolysis • Alcohols React with PX3 • Alcoholysis of Anhydrides • Aldehydes and Ketones Form Hemiacetals Reversibly • Aldol Addition • Alkene Hydration • Alkene Hydration • Appel Reaction • Base-Catalyzed Hydration of α,β -Unsaturated Aldehydes and Ketones • Buchwald-Hartwig C-N Bond and C-O Bond Formation Reactions • Carboxylic Acids React with Alcohols to Form Esters • Chloroalkane Synthesis with SOCI2 • Chromium Reagents for Alcohol Oxidation • Chugaev Reaction • Claisen Condensations Produce β-Dicarbonyl Compounds • Claisen Condensations Produce β-Dicarbonyl Compounds • Convert Esters into Aldehydes Using a Milder Reducing Agent • Convert Haloalkanes into Alcohols by SN2 • Corey-Kim Oxidation • Decarboxylation of 3-Ketoacids Yields Ketones • Decomposition of Lithium Aluminum Hydride by Protic Solvents • Dess-Martin Oxidation • Esters Are Reduced by LiAlH4 to Give Alcohols • Esters Hydrolyze to Carboxylic Acids and Alcohols • Ether Synthesis by Oxymercuration-Demercuration • Ethers Synthesis from Alcohols with Strong Acids • Friedel-Crafts Alkylations Using Alcohols • Geminal Diols and Acetals Can Be Hydrolyzed to Carbonyl Compounds • Grignard Reagents Transform Esters into Alcohols • Grignard Reagents Transform Esters into Alcohols • Haloalcohol Formation from an Alkene Through Electrophilic Addition • Halogen and Alcohols Add to Alkenes by Electrophilic Attack • Halogen and Alcohols Add to Alkenes by Electrophilic Attack • Hemiaminal Formation from Amines and Aldehydes or Ketones • Hemiaminal Formation from Amines and Aldehydes or Ketones • HIO4 Oxidatively Degrades Vicinal Diols to Give Carbonyl Derivatives • Hydration of the Carbonyl Group • Hydride Reductions • Hydride Reductions of Aldehydes and Ketones to Alcohols • Hydride Reductions of Aldehydes and Ketones to Alcohols • Hydroboration-Oxidation • Hydroboration-Oxidation • Hydrolysis of Haloalkanes • Jones Oxidation • Ketones Undergo Mixed Claisen Reactions to Form β-Dicarbonyl Compounds • Martin's Sulfurane Dehydrating Reagent • Mitsunobu Reaction • Moffatt Oxidation • Osmium Tetroxide Reacts with Alkenes to Give Vicinal Diols • Osmium TetroxideReacts with Alkenes to Give Vicinal Diols • Oxidation of Alcohols by DMSO • Oxymercuration-Demercuration • Preparation of Alcohols • Preparation of Alkenes by Dehydration of Alcohols • Preparation of Alkenes by Dehydration of Alcohols • Preparation of Alkoxides with Alkyllithium • Preparation of Amines • Primary Ether Cleavage with Strong Nucleophilic Acids • Reactions of Alcohols • Reactions with Organometallic Reagents • Reduction of an Ester to an Alcohol • Reduction of Carboxylic Acids by LiAlH4 • Reduction of Carboxylic Acids by Lithium Aluminum Hydride • Reduction of Carboxylic Acids by Lithium Aluminum Hydride • Ring Opening of an Oxacyclopropane by Lithium Aluminum Hydride • Ritter Reaction • Sharpless Olefin Synthesis • Swern Oxidation • Synthesis of Alcohols from Tertiary Ethers • Synthesis of an Alkyl Sulfonate • The Nucleophilic Opening of Oxacyclopropanes • Thiazolium Salt Catalysis in Aldehyde Coupling • Thiazolium Salts Catalyze Aldehyde Coupling • Thiazolium Salts Catalyze Aldehyde Coupling • Transesterification • Use 1,3-dithiane to Prepare of α-Hydroxyketones • Vicinal Anti Dihydroxylation of Alkenes • Williamson Ether Syntheses
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