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[ CAS No. 102638-45-9 ] {[proInfo.proName]}

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Chemical Structure| 102638-45-9
Chemical Structure| 102638-45-9
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Product Details of [ 102638-45-9 ]

CAS No. :102638-45-9 MDL No. :MFCD08275208
Formula : C12H17NO2 Boiling Point : -
Linear Structure Formula :- InChI Key :HALKLPHYNWBHPB-UHFFFAOYSA-N
M.W : 207.27 Pubchem ID :19851353
Synonyms :

Safety of [ 102638-45-9 ]

Signal Word:Danger Class:8
Precautionary Statements:P261-P264-P270-P272-P280-P301+P310+P330-P302+P352-P333+P313-P363-P405-P501 UN#:3259
Hazard Statements:H302-H312-H315-H318-H332-H335 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 102638-45-9 ]

* 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 [ 102638-45-9 ]

[ 102638-45-9 ] Synthesis Path-Downstream   1~9

  • 1
  • [ 554448-74-7 ]
  • [ 102638-45-9 ]
  • [ 86652-64-4 ]
  • C51H57N3O7 [ No CAS ]
YieldReaction ConditionsOperation in experiment
1,1-Dimethylethyl 3-[(3R,6/?)-3-(2,3-dihydro-1H-inden-2-yl)-6-(1-ethylpropyl)-2,5- dioxo-1-piperazinyl]methyl}benzoate 1 ,1-Dimethylethyl-3-(aminomethyl)benzoate (2.69 g, 12.98 mmol) was dissolved in methanol (15 ml) and 2-ethylbutanal (1.6 ml, 13 mmol) was added followed by (2R)-2,3- dihydro-1/-/-inden-2-yl([(phenylmethyl)oxy]carbonyl}amino)ethanoic acid (4.225 g, 12.99 mmol). The mixture was stirred for 11 minutes before 2-[(phenylmethyl)oxy]phenyl isocyanide (2.73 g, 13 mmol) was added. The mixture was stirred at room temperature for 1.8 hours and then left to stand over the weekend (65 hours) before the solvent was evaporated under reduced pressure to leave a sandy foam. The foam in solution in ethanol (90 ml) containing acetic acid (1.5 ml) was hydrogenated at room temperature and pressure over 10 % Pd/carbon (1.42 g) for 18.5 hours. The reaction was filtered through glass fibre filters and the solvent removed in vacuo to give a pale brown foam. The foam was stirred in chloroform (50 ml) and treated with glacial acetic acid (2ml). The mixture was stirred overnight (21.5 hours) at room temperature. Then the reaction mixture was diluted with chloroform (100 ml) and washed with 2M hydrochloric acid (40 ml) followed by saturated aqueous sodium bicarbonate solution (40 ml). The phases were separated by hydrophobic frit and the organic phase was evaporated under reduced pressure and dried in vacuo to leave a brown solid. The solid was loaded in dichloromethane onto a 12Og flash silica chromatography column (pre-eluted with 10% ethyl acetate in cyclohexane). The column was eluted with 10% to 100% ethyl acetate in cyclohexane to afford 1 ,1-dimethylethyl 3-[(3R,6R)-3-(2,3-(ihydro-'H-nden-2-y)-6-(-- ethylpropyl)-2,5-dioxo-1-piperazinyl]methyl}benzoate as a pale yellow solid (2.115 g). LCMS (A) Rt = 3.77 minutes; m/z [IvRH]+ = 508.
  • 2
  • [ 1258285-76-5 ]
  • [ 102638-45-9 ]
  • 3
  • [ 102638-45-9 ]
  • [ 814-68-6 ]
  • [ 1258285-77-6 ]
  • 4
  • [ 102638-45-9 ]
  • methyl (R)-3-((1-ethyl-1H-1,2,3-triazol-4-yl)methoxy)-3-(3-(hydroxymethyl)-4-methylphenyl)-2,2-dimethylpropanoate [ No CAS ]
  • [ 98-09-9 ]
  • tert-butyl (R)-3-((N-(5-(1-((1-ethyl-1H-1,2,3-triazol-4-yl)methoxy)-3-methoxy-2,2-dimethyl-3-oxopropyl)-2-methylbenzyl)phenylsulfonamido)methyl)benzoate [ No CAS ]
YieldReaction ConditionsOperation in experiment
50.1% To the mixture of methyl (R)-3-((1 -ethyl-1 H-1 , 2,3-triazol-4-yl)methoxy)-3-(3-(hydroxymethyl)- 4-methylphenyl)-2,2-dimethylpropanoate (100 mg, 0.277 mmol in dichloromethane (1 ml.) was added SOCI2 (0.101 ml_, 1.383 mmol). The resulting reaction mixture was stirred at ambient temperature for 30 min then was evaporated down under vacuum. The residue was dissolved in acetonitrile (4 mL) after which was added <strong>[102638-45-9]tert-butyl 3-(aminomethyl)benzoate</strong> (86 mg, 0.415 mmol) and DIEA (0.193 mL, 1.107 mmol). The resulting reaction mixture was heated with microwave at 100 C for 1 h after which was added benzenesulfonyl chloride (0.054 mL, 0.415 mmol). The resulting reaction mixture was stirred at ambient temperature for 1 h before was quenched with water (0.2 mL), evaporated down under vacuum, purified via flash chromatography over silica gel to give the title compound (95.7 mg, 0.139 mmol, 50.1 % yield). LC/MS: m/z 691.4 (M+H)+, 1 .47 min (ret. time).
  • 5
  • [ 102638-45-9 ]
  • [ 63555-50-0 ]
  • methyl (R)-3-(3-(chloromethyl)-4-methylphenyl)-2,2-dimethyl-3-((1-propyl-1H-1,2,3-triazol-4-yl)methoxy)propanoate [ No CAS ]
  • tert-butyl (R)-3-(((N-(5-(3-methoxy-2,2-dimethyl-3-oxo-1-((1-propyl-1H-1,2,3-triazol-4-yl)methoxy)propyl)-2-methylbenzyl)-3-(methoxycarbonyl)phenyl)sulfonamido)methyl)benzoate [ No CAS ]
YieldReaction ConditionsOperation in experiment
103.6 mg To the mixture of methyl (R)-3-(3-(chloromethyl)-4-methylphenyl)-2,2-dimethyl-3-((1-propyl- 1 H-1 ,2,3-triazol-4-yl)methoxy)propanoate (90 mg, 0.228 mmol) in acetonitrile (3 ml.) was added tert-butyl 3-(aminomethyl)benzoate (71 .0 mg, 0.343 mmol) and DIEA (0.160 ml_, 0.914 mmol). The resulting reaction mixture was heated with microwave at 100 C for 1 h after which was added methyl 3-(chlorosulfonyl)benzoate (80 mg, 0.343 mmol). The resulting reaction mixture was stirred at ambient temperature for 23 h then was evaporated down under vacuum, purified via flash chromatography over silica gel to give the title compound (103.6 mg, 0.136 mmol, 59.4% yield). LC/MS: m/z 763.5 (M+H)+, 1.48 min (ret. time).
  • 6
  • [ 383185-76-0 ]
  • [ 102638-45-9 ]
YieldReaction ConditionsOperation in experiment
With formic acid; palladium on activated charcoal; triethylamine; In tetrahydrofuran; at 40℃; for 4h;Inert atmosphere; A mixture of HCOOH and TEA (25 mL, V:V=5:1) followed by Pd/C (1.1 g) was slowly added to asolution of compound 43a in THF (25 mL) under Ar atmosphere. The mixture was stirred at 40 C for4 h and filtered. The filtrate was neutralized with saturated NaHCO3 and concentrated to remove THF.The residue was extracted with EA. The combined organic layer was washed with saturated NaCl,dried (Na2SO4), and concentrated to give compound 43b. GC-MS m/z 207 [M]+.
  • 7
  • [ 1877-72-1 ]
  • [ 102638-45-9 ]
  • 8
  • [ 102638-45-9 ]
  • (Z)-4-(2-(1-cyano-2-methoxy-2-oxoethylidene)-4-oxothiazolidin-3-yl)benzoic acid [ No CAS ]
  • (Z)-3-((4-(2-(1-cyano-2-methoxy-2-oxoethylidene)-4-oxothiazolidin-3-yl)benzamido)methyl) benzoic acid [ No CAS ]
  • 9
  • [ 102638-45-9 ]
  • (Z)-4-(2-(1-cyano-2-methoxy-2-oxoethylidene)-4-oxothiazolidin-3-yl)benzoic acid [ No CAS ]
  • C26H25N3O6S [ No CAS ]
YieldReaction ConditionsOperation in experiment
68% With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20℃; Compound 43b (2 mmol), IM (2 mmol), and 4-dimethylaminopyridine (DMAP, 20 mg) wasadded to DCM (20 mL). Then 1-ethyl-(3-dimethylaminopropyl)carbonyldiimide hydrochloride (EDCI,4 mmol) was added. The mixture was stirred at room temperature until the reaction was completed,and concentrated. The residue was purified by column chromatography (PE/EA=4:3, V/V) to give 43cin yield of 68%. 1H-NMR (DMSO-d6): 9.28 (t, J = 6.0 Hz, 1H), 8.02 (d, J = 8.8 Hz, 2H), 7.89 (s, 1H),7.79 (d, J = 7.6 Hz, 1H), 7.60 (d, J = 8.0 Hz, 1H), 7.54 (d, J = 8.8 Hz, 2H), 7.48 (d, J = 8.0 Hz, 1H), 4.55 (d,J = 6.0 Hz, 2H), 4.09 (s, 2H), 3.71 (s, 3H), 1.54 (s, 9H) ppm.
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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 • Acyl Group Substitution • Alcohols Convert Acyl Chlorides into Esters • Alcoholysis of Anhydrides • 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 • Basicity of Amines • Benzylic Oxidation • Birch Reduction • Birch Reduction of Benzene • Blanc Chloromethylation • Bouveault-Blanc Reduction • Buchwald-Hartwig C-N Bond and C-O Bond Formation Reactions • Catalytic Hydrogenation • Chan-Lam Coupling Reaction • Chichibabin Reaction • Claisen Condensations Produce β-Dicarbonyl Compounds • Claisen Condensations Produce β-Dicarbonyl Compounds • Complete Benzylic Oxidations of Alkyl Chains • Complete Benzylic Oxidations of Alkyl Chains • Complex Metal Hydride Reductions • Conversion of Amino with Nitro • Convert Esters into Aldehydes Using a Milder Reducing Agent • Decarboxylation of 3-Ketoacids Yields Ketones • Deprotection of Cbz-Amino Acids • Deprotonation of Methylbenzene • Diazotization Reaction • DIBAL Attack Nitriles to Give Ketones • Directing Electron-Donating Effects of Alkyl • Electrophilic Chloromethylation of Polystyrene • Enamine Formation • Ester Cleavage • Ester Hydrolysis • 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 • Grignard Reagents Transform Esters into Alcohols • 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 • Hofmann Elimination • Hofmann Rearrangement • Hydride Reductions • Hydrogenation to Cyclohexane • Hydrogenolysis of Benzyl Ether • Hydrolysis of Imines to Aldehydes and Ketones • Imine Formation from Amines and Aldehydes or Ketones • Ketones Undergo Mixed Claisen Reactions to Form β-Dicarbonyl Compounds • Leuckart-Wallach Reaction • Mannich Reaction • Methylation of Ammonia • Methylation of Ammonia • Nitration of Benzene • Nitrosation of Amines • Nucleophilic Aromatic Substitution • Nucleophilic Aromatic Substitution with Amine • Oxidation of Alkyl-substituted Benzenes Gives Aromatic Ketones • Peptide Bond Formation with DCC • Petasis Reaction • Preparation of Alkylbenzene • Preparation of Amines • Preparation of LDA • Reactions of Amines • Reactions of Benzene and Substituted Benzenes • Reactions with Organometallic Reagents • Reduction of an Amide to an Amine • Reduction of an Amide to an Amine • Reduction of an Ester to an Alcohol • Reduction of an Ester to an Aldehyde • Reductive Amination • Reductive Amination • Reductive Removal of a Diazonium Group • Reverse Sulfonation——Hydrolysis • Ring Opening of Azacyclopropanes • Ring Opening of Azacyclopropanes • Ring Opening of Oxacyclobutanes • Specialized Acylation Reagents-Carbodiimides and Related Reagents • Specialized Acylation Reagents-Vilsmeier Reagent • Strecker Synthesis • Sulfonation of Benzene • Synthesis of 2-Amino Nitriles • The Acylium Ion Attack Benzene to Form Phenyl Ketones • The Claisen Rearrangement • The Cycloaddition of Dienes to Alkenes Gives Cyclohexenes • The Nitro Group Conver to the Amino Function • Transesterification • Ugi Reaction • Vilsmeier-Haack Reaction
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