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[ CAS No. 95484-17-6 ] {[proInfo.proName]}

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3d Animation Molecule Structure of 95484-17-6
Chemical Structure| 95484-17-6
Chemical Structure| 95484-17-6
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Quality Control of [ 95484-17-6 ]

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Product Details of [ 95484-17-6 ]

CAS No. :95484-17-6 MDL No. :MFCD26516661
Formula : C12H15NO3 Boiling Point : -
Linear Structure Formula :- InChI Key :QVWVVHRNMKYYBJ-UHFFFAOYSA-N
M.W : 221.25 Pubchem ID :11368024
Synonyms :

Calculated chemistry of [ 95484-17-6 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 16
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.33
Num. rotatable bonds : 7
Num. H-bond acceptors : 3.0
Num. H-bond donors : 1.0
Molar Refractivity : 60.12
TPSA : 55.4 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : Yes
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -6.88 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.41
Log Po/w (XLOGP3) : 1.09
Log Po/w (WLOGP) : 1.74
Log Po/w (MLOGP) : 1.45
Log Po/w (SILICOS-IT) : 1.92
Consensus Log Po/w : 1.72

Druglikeness

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

Water Solubility

Log S (ESOL) : -1.71
Solubility : 4.27 mg/ml ; 0.0193 mol/l
Class : Very soluble
Log S (Ali) : -1.85
Solubility : 3.16 mg/ml ; 0.0143 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -3.7
Solubility : 0.0446 mg/ml ; 0.000201 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 2.04

Safety of [ 95484-17-6 ]

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

Application In Synthesis of [ 95484-17-6 ]

* 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 [ 95484-17-6 ]

[ 95484-17-6 ] Synthesis Path-Downstream   1~26

  • 1
  • [ 55-27-6 ]
  • [ 95484-17-6 ]
  • {3-[2-(3,4-Dihydroxy-phenyl)-2-hydroxy-ethylamino]-butyl}-carbamic acid benzyl ester; hydrochloride [ No CAS ]
YieldReaction ConditionsOperation in experiment
47% With sodium cyanoborohydride In methanol at 50℃;
  • 2
  • [ 76197-40-5 ]
  • [ 100-51-6 ]
  • [ 95484-17-6 ]
YieldReaction ConditionsOperation in experiment
In benzene for 17h; Heating; Yield given;
  • 3
  • [ 621-84-1 ]
  • [ 78-94-4 ]
  • [ 95484-17-6 ]
YieldReaction ConditionsOperation in experiment
88% In dichloromethane at 20℃; for 14h;
83% With Nafion(R) SAC-13 In acetonitrile at 20℃; for 12h;
76% at 20℃;
60% With dichloro bis(acetonitrile) palladium(II) In dichloromethane at 20℃; for 24h; Inert atmosphere;

  • 4
  • [ 621-84-1 ]
  • [ 78-94-4 ]
  • [ 95484-17-6 ]
  • bis-(3-oxo-butyl)-carbamic acid benzyl ester [ No CAS ]
YieldReaction ConditionsOperation in experiment
1: 81% 2: 18% In acetonitrile at 20℃; for 4h;
  • 5
  • [ 867-13-0 ]
  • [ 95484-17-6 ]
  • [ 612065-56-2 ]
YieldReaction ConditionsOperation in experiment
78% Stage #1: diethoxyphosphoryl-acetic acid ethyl ester With sodium hydride In tetrahydrofuran at 0℃; for 0.5h; Stage #2: 4-N-(benzyloxycarbonyl)-butan-2-one In tetrahydrofuran at 20℃;
  • 6
  • [ 7396-44-3 ]
  • [ 95484-17-6 ]
  • [ 612065-80-2 ]
  • 7
  • [ 612065-83-5 ]
  • [ 95484-17-6 ]
YieldReaction ConditionsOperation in experiment
85% With oxalyl dichloride; dimethyl sulfoxide In dichloromethane at -60℃;
  • 8
  • [ 65564-05-8 ]
  • [ 95484-17-6 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 77 percent / tetrahydrofuran / -78 °C 2: 85 percent / (COCl)2; DMSO / CH2Cl2 / -60 °C
  • 9
  • [ 34637-22-4 ]
  • [ 95484-17-6 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: 83 percent / (COCl)2; DMSO / CH2Cl2 / -60 °C 2: 77 percent / tetrahydrofuran / -78 °C 3: 85 percent / (COCl)2; DMSO / CH2Cl2 / -60 °C
  • 10
  • [ 501-53-1 ]
  • [ 95484-17-6 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: 92 percent / Na2CO3 / H2O 2: 83 percent / (COCl)2; DMSO / CH2Cl2 / -60 °C 3: 77 percent / tetrahydrofuran / -78 °C 4: 85 percent / (COCl)2; DMSO / CH2Cl2 / -60 °C
  • 11
  • [ 95484-17-6 ]
  • 2-hydroxy-(6-methyl-2-oxo-[1,3]oxazinan-6-yl)acetic acid ethyl ester [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1.1: NaH / tetrahydrofuran / 0.5 h / 0 °C 1.2: 78 percent / tetrahydrofuran / 20 °C 2.1: 71 percent / m-CPBA / CH2Cl2 / 24 h / Heating 3.1: 80 percent / BF3*Et2O / CH2Cl2 / 2 h / -78 °C 4.1: 100 percent / hydrogen / Pd-C / ethanol / 12 h / 760 Torr
  • 12
  • [ 95484-17-6 ]
  • (1R,6R)-6-Methyl-2-oxo-7-oxa-3-aza-bicyclo[4.1.0]heptane-3-carboxylic acid benzyl ester [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1.1: NaH / tetrahydrofuran / 0.5 h / 0 °C 1.2: 78 percent / tetrahydrofuran / 20 °C 2.1: 94 percent / AD-mix-β; CH3SO2NH2 / 2-methyl-propan-2-ol; H2O / 0 °C 3.1: 83 percent / Et3N / CH2Cl2 4.1: 90 percent / K2CO3 / ethanol 5.1: NaH / dimethylformamide
  • 13
  • [ 95484-17-6 ]
  • (2R,3R)-3-(2-Benzyloxycarbonylamino-ethyl)-3-methyl-oxirane-2-carboxylic acid ethyl ester [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1.1: NaH / tetrahydrofuran / 0.5 h / 0 °C 1.2: 78 percent / tetrahydrofuran / 20 °C 2.1: 94 percent / AD-mix-β; CH3SO2NH2 / 2-methyl-propan-2-ol; H2O / 0 °C 3.1: 83 percent / Et3N / CH2Cl2 4.1: 90 percent / K2CO3 / ethanol
  • 14
  • [ 95484-17-6 ]
  • 3-(2-benzyloxycarbonylaminoethyl)-3-methyloxirane-2-carboxylic acid ethyl ester [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1.1: NaH / tetrahydrofuran / 0.5 h / 0 °C 1.2: 78 percent / tetrahydrofuran / 20 °C 2.1: 71 percent / m-CPBA / CH2Cl2 / 24 h / Heating
  • 15
  • [ 95484-17-6 ]
  • (S)-Benzyloxy-((S)-6-methyl-2-oxo-[1,3]oxazinan-6-yl)-acetic acid ethyl ester [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1.1: NaH / tetrahydrofuran / 0.5 h / 0 °C 1.2: 78 percent / tetrahydrofuran / 20 °C 2.1: 71 percent / m-CPBA / CH2Cl2 / 24 h / Heating 3.1: 80 percent / BF3*Et2O / CH2Cl2 / 2 h / -78 °C
  • 16
  • [ 95484-17-6 ]
  • [ 612065-57-3 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1.1: NaH / tetrahydrofuran / 0.5 h / 0 °C 1.2: 78 percent / tetrahydrofuran / 20 °C 2.1: 94 percent / AD-mix-β; CH3SO2NH2 / 2-methyl-propan-2-ol; H2O / 0 °C
  • 17
  • [ 95484-17-6 ]
  • (6-methyl-2-oxo-[1,3]oxazinan-6-yl)(toluene-4-sulfonyloxy)acetic acid ethyl ester [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1.1: NaH / tetrahydrofuran / 0.5 h / 0 °C 1.2: 78 percent / tetrahydrofuran / 20 °C 2.1: 71 percent / m-CPBA / CH2Cl2 / 24 h / Heating 3.1: 80 percent / BF3*Et2O / CH2Cl2 / 2 h / -78 °C 4.1: 100 percent / hydrogen / Pd-C / ethanol / 12 h / 760 Torr 5.1: 92 percent / pyridine / 20 °C
  • 18
  • [ 95484-17-6 ]
  • (2R,3R)-3-(2-Benzyloxycarbonylamino-ethyl)-3-methyl-oxirane-2-carboxylic acid benzyl ester [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1.1: NaH / dimethylformamide / 0 °C 1.2: 80 percent / dimethylformamide / 20 °C 2.1: AD-mix-β; CH3SO2NH2 / 2-methyl-propan-2-ol; H2O / 0 °C 3.1: Et3N / CH2Cl2 4.1: DBU
  • 19
  • [ 95484-17-6 ]
  • [ 612065-81-3 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1.1: NaH / dimethylformamide / 0 °C 1.2: 80 percent / dimethylformamide / 20 °C 2.1: AD-mix-β; CH3SO2NH2 / 2-methyl-propan-2-ol; H2O / 0 °C
  • 20
  • [ 95484-17-6 ]
  • (2R,3S)-5-Benzyloxycarbonylamino-2,3-dihydroxy-3-methyl-pentanoic acid benzyl ester [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1.1: NaH / dimethylformamide / 0 °C 1.2: 80 percent / dimethylformamide / 20 °C 2.1: AD-mix-β; CH3SO2NH2 / 2-methyl-propan-2-ol; H2O / 0 °C
  • 21
  • [ 95484-17-6 ]
  • [ 612065-82-4 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1.1: NaH / tetrahydrofuran / 0.5 h / 0 °C 1.2: 78 percent / tetrahydrofuran / 20 °C 2.1: 94 percent / AD-mix-β; CH3SO2NH2 / 2-methyl-propan-2-ol; H2O / 0 °C 3.1: 83 percent / Et3N / CH2Cl2
  • 22
  • [ 95484-17-6 ]
  • (2S,3R)-5-Benzyloxycarbonylamino-3-hydroxy-3-methyl-2-(toluene-4-sulfonyloxy)-pentanoic acid benzyl ester [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1.1: NaH / dimethylformamide / 0 °C 1.2: 80 percent / dimethylformamide / 20 °C 2.1: AD-mix-β; CH3SO2NH2 / 2-methyl-propan-2-ol; H2O / 0 °C 3.1: Et3N / CH2Cl2
  • 23
  • benzyl (3-(methoxy(methyl)amino)-3-oxopropyl)carbamate [ No CAS ]
  • [ 75-16-1 ]
  • [ 95484-17-6 ]
YieldReaction ConditionsOperation in experiment
In tetrahydrofuran; diethyl ether at 0℃;
  • 24
  • [ 14150-94-8 ]
  • [ 95484-17-6 ]
  • [ 1119103-51-3 ]
  • [ 1119103-57-9 ]
  • 25
  • [ 95484-17-6 ]
  • [ 149-73-5 ]
  • benzyl 3,3-dimethoxybutylcarbamate [ No CAS ]
YieldReaction ConditionsOperation in experiment
69% With toluene-4-sulfonic acid In methanol at 45℃; for 3.5h; Inert atmosphere;
  • 26
  • [ 22065-57-2 ]
  • [ 95484-17-6 ]
  • 1-benzyl 2-ethyl cis-3-hydroxy-3-methyl-2-phenylpyrrolidine-1,2-dicarboxylate [ No CAS ]
YieldReaction ConditionsOperation in experiment
96% With bis{rhodium[3,3'-(1,3-phenylene)bis(2,2-dimethylpropanoic acid)] In dichloromethane for 1.5h; Reflux; Inert atmosphere; diastereoselective reaction;
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Technical Information

• 1,4-Addition of an Amine to a Conjugated Enone • 1,4-Addition of an Amine to a Conjugated Enone • 1,4-Additions of Organometallic Reagents • Acetal Formation • Acid-Catalyzed α -Halogenation of Ketones • Acyl Group Substitution • Add Hydrogen Cyanide to Aldehydes and Ketones to Produce Alcohols • Alcohol Syntheses from Aldehydes, Ketones and Organometallics • Aldehydes and Ketones Form Hemiacetals Reversibly • Aldehydes May Made by Terminal Alkynes Though Hydroboration-oxidation • Aldol Addition • Aldol Condensation • Alkenes React with Ozone to Produce Carbonyl Compounds • Alkylation of Aldehydes or Ketones • Alkylation of Enolate Ions • Amide Hydrolysis • Amide Hydrolysis • Amides Can Be Converted into Aldehydes • Amine Synthesis from Nitriles • Amine Synthesis from Nitriles • Amines Convert Acyl Chlorides into Amides • Amines Convert Esters into Amides • Azide Reduction by LiAlH4 • Azide Reduction by LiAlH4 • Baeyer-Villiger Oxidation • Barbier Coupling Reaction • Base-Catalyzed Hydration of α,β -Unsaturated Aldehydes and Ketones • Basicity of Amines • Baylis-Hillman Reaction • Benzylic Oxidation • Birch Reduction • Birch Reduction of Benzene • Blanc Chloromethylation • Bucherer-Bergs Reaction • Buchwald-Hartwig C-N Bond and C-O Bond Formation Reactions • Chan-Lam Coupling Reaction • Chichibabin Reaction • Claisen Condensations Produce β-Dicarbonyl Compounds • Claisen Condensations Produce β-Dicarbonyl Compounds • Clemmensen Reduction • Complete Benzylic Oxidations of Alkyl Chains • Complete Benzylic Oxidations of Alkyl Chains • Complex Metal Hydride Reductions • Conjugated Enone Takes Part in 1,4-Additions • Conversion of Amino with Nitro • Corey-Bakshi-Shibata (CBS) Reduction • Corey-Chaykovsky Reaction • Cyanohydrins can be Convert to Carbonyl Compounds under Basic Conditions • Decarboxylation of 3-Ketoacids Yields Ketones • Decarboxylation of Substituted Propanedioic • Deoxygenation of the Carbonyl Group • Deprotonation of a Carbonyl Compound at the α -Carbon • Deprotonation of Methylbenzene • Diazotization Reaction • DIBAL Attack Nitriles to Give Ketones • Diorganocuprates Convert Acyl Chlorides into Ketones • Directing Electron-Donating Effects of Alkyl • Dithioacetal Formation • Electrophilic Chloromethylation of Polystyrene • Enamine Formation • Enamines Can Be Used to Prepare Alkylated Aldehydes • Enol-Keto Equilibration • Enolate Ions Are Protonated to Form ketones • Exclusive 1,4-Addition of a Lithium Organocuprate • Fischer Indole Synthesis • Formation of an Amide from an Amine and a Carboxylic Acid • Formation of an Amide from an Amine and a Carboxylic Acid • Friedel-Crafts Alkylation of Benzene with Acyl Chlorides • Friedel-Crafts Alkylation of Benzene with Carboxylic Anhydrides • Friedel-Crafts Alkylation Using Alkenes • Friedel-Crafts Alkylations of Benzene Using Alkenes • Friedel-Crafts Alkylations Using Alcohols • Friedel-Crafts Reaction • Furan Hydrolyzes to Dicarbonyl Compounds • Geminal Diols and Acetals Can Be Hydrolyzed to Carbonyl Compounds • Grignard Reaction • Groups that Withdraw Electrons Inductively Are Deactivating and Meta Directing • Halogenation of Benzene • Hantzsch Pyridine Synthesis • Hemiaminal Formation from Amines and Aldehydes or Ketones • Hemiaminal Formation from Amines and Aldehydes or Ketones • Henry Nitroaldol Reaction • HIO4 Oxidatively Degrades Vicinal Diols to Give Carbonyl Derivatives • Hofmann Elimination • Hofmann Rearrangement • Horner-Wadsworth-Emmons Reaction • Hydration of the Carbonyl Group • Hydride Reductions • Hydride Reductions of Aldehydes and Ketones to Alcohols • Hydride Reductions of Aldehydes and Ketones to Alcohols • Hydrogenation by Palladium on Carbon Gives the Saturated Carbonyl Compound • Hydrogenation to Cyclohexane • Hydrogenolysis of Benzyl Ether • Hydrolysis of Imines to Aldehydes and Ketones • Imine Formation from Amines and Aldehydes or Ketones • Isomerization of β, γ -Unsaturated Carbonyl Compounds • Ketone Synthesis from Nitriles • Ketones Undergo Mixed Claisen Reactions to Form β-Dicarbonyl Compounds • Lawesson's Reagent • Leuckart-Wallach Reaction • Lithium Organocuprate may Add to the α ,β -Unsaturated Carbonyl Function in 1,4-Fashion • Mannich Reaction • Mannich Reaction • McMurry Coupling • Meerwein-Ponndorf-Verley Reduction • Mercury Ions Catalyze Alkynes to Ketones • Methylation of Ammonia • Methylation of Ammonia • Michael Addition • Nitration of Benzene • Nitrosation of Amines • Nucleophilic Aromatic Substitution • Nucleophilic Aromatic Substitution with Amine • Oxidation of Alcohols to Carbonyl Compounds • Oxidation of Alkyl-substituted Benzenes Gives Aromatic Ketones • Passerini Reaction • Paternò-Büchi Reaction • Peptide Bond Formation with DCC • Petasis Reaction • Peterson Olefination • Phenylhydrazone and Phenylosazone Formation • Pictet-Spengler Tetrahydroisoquinoline Synthesis • Preparation of Aldehydes and Ketones • Preparation of Alkylbenzene • Preparation of Amines • Preparation of LDA • Prins Reaction • Pyrroles, Furans, and Thiophenes are Prepared from γ-Dicarbonyl Compounds • Reactions of Aldehydes and Ketones • Reactions of Amines • Reactions of Benzene and Substituted Benzenes • Reduction of an Amide to an Amine • Reduction of an Amide to an Amine • Reductive Amination • Reductive Amination • Reductive Removal of a Diazonium Group • Reformatsky Reaction • Reverse Sulfonation——Hydrolysis • Ring Opening of Azacyclopropanes • Ring Opening of Azacyclopropanes • Ring Opening of Oxacyclobutanes • Robinson Annulation • Schlosser Modification of the Wittig Reaction • Schmidt Reaction • Specialized Acylation Reagents-Carbodiimides and Related Reagents • Specialized Acylation Reagents-Ketenes • Specialized Acylation Reagents-Vilsmeier Reagent • Stobbe Condensation • Strecker Synthesis • Sulfonation of Benzene • Synthesis of 2-Amino Nitriles • Tebbe Olefination • The Acylium Ion Attack Benzene to Form Phenyl Ketones • The Claisen Rearrangement • The Nitro Group Conver to the Amino Function • The Reaction of Alkynyl Anions with Carbonyl Derivatives • The Wittig Reaction • Thiazolium Salt Catalysis in Aldehyde Coupling • Thiazolium Salts Catalyze Aldehyde Coupling • Thiazolium Salts Catalyze Aldehyde Coupling • Ugi Reaction • Use 1,3-dithiane to Prepare of α-Hydroxyketones • Vilsmeier-Haack Reaction • Wittig Reaction • Wolff-Kishner Reduction
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; ;