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inquiryBlack Pepper Extract [Product Name]Black pepper extract [Botanical Name] Piper Nigrum L. [Part Used] Seed [Active Ingredients] Piperine [CAS No.] 94-62-2 [Molecular Formula] C17H19NO3 [Molecular Weight] 285.34 [Specfication]90%-
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inquiryItems Standard Result Appearance Light yellow to 0ff white powder Complies Odor Characte
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inquiryPiperine CAS: 94-62-2 Molecular Formula: C17H19NO3 Home Product Category Essence and spice Natural flavor 94-62-2 94-62-2 - Names and Identifiers Name Piperine Synonyms PIPERINE Piperine FEMA 2909 Bioperin
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Name: Piperine Alias: 1-Piperylpiperidine English Name:Piperine CSA: 94-62-2 Molecular formula: C17H19NO3 Molecular weight: 285.3377 Packaging Specification: 25kg/drum high purity 99%min stock Hubei DiBo Chemical Co., Ltd. was founded in 2
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inquiryPiperine Basic information Product Name: Piperine Synonyms: PIPERINE;N-PIPEROYLPIPERIDIN;(E,E)-1-[5-(1,3-Benzodioxol-5-yl)-1-oxo-2,4-pentadienyl]-piperidine;FEMA 2909;5-BENZO[1,3]DIOXOL-
Density: 1.0864 (rough estimate) Melting point: 131-135 ° C (lit.) Boiling point: 427.77 ° C (rough estimate) Flash point: 255.298 ° C Water solubility: 40 mg/L (18 º C) Steam pressure: 0mmHg at 25 ° C Solubility: 0.04g/l Refract
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inquiryAppearance:Off-white to tan or yellow-tan powder Storage:room temperature Package:25kg/drum Application:The alkaloid which gives pepper its spiciness, and has been used as an organic insecticide. Transportation:Express/Sea/Air Port:any port in chin
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Cas:94-62-2
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Cas:94-62-2
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Cas:94-62-2
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inquiryConditions | Yield |
---|---|
With Aliquat 336; potassium carbonate In toluene at 90℃; for 10h; | 95% |
With potassium hydroxide; N-benzyl-N,N,N-triethylammonium chloride In dimethyl sulfoxide 1) 15 min, 25 deg C 2) 2 h, 60-65 deg C; | 88% |
Stage #1: piperonal With sodium hydroxide In water; dimethyl sulfoxide for 0.5h; Stage #2: 1-crotonoylpiperidine In water; dimethyl sulfoxide at 20℃; | 75.3% |
With potassium hydroxide; N-benzyl-N,N,N-triethylammonium chloride In dimethyl sulfoxide at 60 - 65℃; for 2h; Product distribution; various solvents; | |
With N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide In water; dimethyl sulfoxide at 25 - 30℃; | 89 g |
Conditions | Yield |
---|---|
Stage #1: piperic acid With thionyl chloride In dichloromethane at 20℃; Schlenk technique; Stage #2: piperidine In dichloromethane at 20℃; for 1h; Schlenk technique; Inert atmosphere; stereoselective reaction; | 95% |
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 8h; | 93% |
With N,N-bis[2-oxo-3-oxazolidinyl]phosphorodiamidic chloride; triethylamine In dichloromethane at 20 - 25℃; for 1h; | 90% |
With dmap; dicyclohexyl-carbodiimide Amidation; | 72% |
With dmap; dicyclohexyl-carbodiimide In dichloromethane for 18h; Inert atmosphere; | 71% |
piperidine
Bestmann ylide
(E)-3,4-methylenedioxycinnamaldehyde
Piperine
Conditions | Yield |
---|---|
In tetrahydrofuran for 24h; Heating; | 90% |
Conditions | Yield |
---|---|
With dipotassium peroxodisulfate In water at 100℃; for 0.166667h; Microwave irradiation; Green chemistry; | 83% |
1-[(E)-3,4-(methylenedioxy)cinnamylsulfonyl]acetyl-piperidine
Piperine
Conditions | Yield |
---|---|
With aluminum oxide; potassium hydroxide; dibromodifluoromethane In dichloromethane at 20℃; for 1h; | 82% |
Conditions | Yield |
---|---|
Stage #1: 3,4-methylenedioxy-trans-cinnamic acid With N-Bromosuccinimide; tetrabutylammonium trifluoroacetate In 1,2-dichloro-ethane at 20℃; for 4h; Decarboxylation; bromination; Hunsdiecker reaction; Stage #2: N-acrylpiperidine With palladium diacetate; triphenylantimony; triethylamine In 1,2-dichloro-ethane for 20h; Heck reaction; | 51% |
Conditions | Yield |
---|---|
With palladium diacetate; triethylamine; triphenylphosphine; lithium chloride In acetonitrile at 70 - 80℃; for 18h; | 38% |
(E)-5-(3-bromoprop-1-en-1-yl)benzo[d][1,3]dioxole
N-<1-oxo-2-(3,6-diisopropyl-2-pyrazinylsulfinyl)ethyl>piperidine
Piperine
Conditions | Yield |
---|---|
With potassium diisopropylamide 1.) THF, hexane, RT, 1 h, 2.) THF, hexane, reflux; Yield given. Multistep reaction; |
Conditions | Yield |
---|---|
1.) BF3OEt2 in refluxing toluene; 2.) oxidation (m-chloroperbenzoic acid, CH2Cl2,-78 grad C); 3.) reflux in toluene; Yield given. Multistep reaction; |
Acetic acid 1-(benzenesulfonyl-benzo[1,3]dioxol-5-yl-methyl)-4-oxo-4-piperidin-1-yl-butyl ester
A
piperine
B
Piperine
Conditions | Yield |
---|---|
With potassium tert-butylate In tert-butyl alcohol for 12h; Ambient temperature; Yield given. Yields of byproduct given; |
Conditions | Yield |
---|---|
In diethyl ether | |
In diethyl ether 1.) -60 deg C to 10 deg C, 2.) 10 deg C, 1 h; Yield given; | |
In tetrahydrofuran at 20℃; | |
In dichloromethane at 60℃; |
Conditions | Yield |
---|---|
With benzene |
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: 100 percent / acetone / 20 °C 2.1: KOH / methanol / 0.17 h / 0 °C 2.2: 85 percent / methanol / 1 h / 0 °C 3.1: 92 percent / oxone / methanol; H2O / 0 °C 4.1: 82 percent / KOH; Al2O3; CBr2F2 / CH2Cl2 / 1 h / 20 °C View Scheme |
thioacetic acid S-(3-benzo[1,3]dioxol-5-yl-allyl) ester
Piperine
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: KOH / methanol / 0.17 h / 0 °C 1.2: 85 percent / methanol / 1 h / 0 °C 2.1: 92 percent / oxone / methanol; H2O / 0 °C 3.1: 82 percent / KOH; Al2O3; CBr2F2 / CH2Cl2 / 1 h / 20 °C View Scheme |
1-[(E)-3,4-(methylenedioxy)cinnamylthio]acetyl-piperidine
Piperine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 92 percent / oxone / methanol; H2O / 0 °C 2: 82 percent / KOH; Al2O3; CBr2F2 / CH2Cl2 / 1 h / 20 °C View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: KOH / methanol / 0.17 h / 0 °C 1.2: 85 percent / methanol / 1 h / 0 °C 2.1: 92 percent / oxone / methanol; H2O / 0 °C 3.1: 82 percent / KOH; Al2O3; CBr2F2 / CH2Cl2 / 1 h / 20 °C View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1.1: benzene / 4 h / Heating 2.1: LiAlH4; AlCl3 / tetrahydrofuran / 1 h / 0 °C 3.1: 83 percent / DIAD; Ph3P / benzene / 1 h / 20 °C 4.1: KOH / methanol / 0.17 h / 0 °C 4.2: 85 percent / methanol / 1 h / 0 °C 5.1: 92 percent / oxone / methanol; H2O / 0 °C 6.1: 82 percent / KOH; Al2O3; CBr2F2 / CH2Cl2 / 1 h / 20 °C View Scheme |
(E)-3-(benzo[d][1,3]dioxol-5-yl)prop-2-en-1-ol
Piperine
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: 83 percent / DIAD; Ph3P / benzene / 1 h / 20 °C 2.1: KOH / methanol / 0.17 h / 0 °C 2.2: 85 percent / methanol / 1 h / 0 °C 3.1: 92 percent / oxone / methanol; H2O / 0 °C 4.1: 82 percent / KOH; Al2O3; CBr2F2 / CH2Cl2 / 1 h / 20 °C View Scheme | |
Multi-step reaction with 2 steps 1: 55 percent / PDC / CH2Cl2 / 20 °C 2: 90 percent / tetrahydrofuran / 24 h / Heating View Scheme | |
Multi-step reaction with 2 steps 1: PBr3 / CH2Cl2 / 0.5 h / -5 °C 2: 1.) potassium diisopropylamide (KDA) / 1.) THF, hexane, RT, 1 h, 2.) THF, hexane, reflux View Scheme |
ethyl (E)-3-(benzo[d][1,3]dioxol-5-yl)acrylate
Piperine
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: LiAlH4; AlCl3 / tetrahydrofuran / 1 h / 0 °C 2.1: 83 percent / DIAD; Ph3P / benzene / 1 h / 20 °C 3.1: KOH / methanol / 0.17 h / 0 °C 3.2: 85 percent / methanol / 1 h / 0 °C 4.1: 92 percent / oxone / methanol; H2O / 0 °C 5.1: 82 percent / KOH; Al2O3; CBr2F2 / CH2Cl2 / 1 h / 20 °C View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 94 percent / benzene / 24 h / Heating 2: 87 percent / DIBAL-H / tetrahydrofuran; hexane / 6 h / -10 - 20 °C 3: 55 percent / PDC / CH2Cl2 / 20 °C 4: 90 percent / tetrahydrofuran / 24 h / Heating View Scheme | |
Multi-step reaction with 4 steps 2: 1) alkali, 2) acid 3: oxalyl chloride / benzene 4: diethyl ether View Scheme | |
Multi-step reaction with 2 steps 1: 71 percent 2: 1.) BF3OEt2 in refluxing toluene; 2.) oxidation (m-chloroperbenzoic acid, CH2Cl2,-78 grad C); 3.) reflux in toluene View Scheme | |
Multi-step reaction with 3 steps 1: lithium hydroxide / tetrahydrofuran / 4 h / Reflux 2: sodium hydroxide / methanol / 8 h / 20 °C 3: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 8 h / 20 °C View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 65 percent / SeO2 / dioxane / 16 h / Heating 2: 90 percent / tetrahydrofuran / 24 h / Heating View Scheme |
methyl (2E)-3-(1,3-benzodioxol-5-yl)acrylate
Piperine
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 87 percent / DIBAL-H / tetrahydrofuran; hexane / 6 h / -10 - 20 °C 2: 55 percent / PDC / CH2Cl2 / 20 °C 3: 90 percent / tetrahydrofuran / 24 h / Heating View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: Et3N; hydroquinone / benzene / 5 h / 20 °C 2.1: N-bromosuccinimide; tetrabutylammonium trifluoroacetate / 1,2-dichloro-ethane / 4 h / 20 °C 2.2: 51 percent / Pd(OAc)2; Ph3Sb; Et3N / 1,2-dichloro-ethane / 20 h View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: methanol / 15 h / 20 °C 2: 80 percent / tetrahydrofuran / 2 h / 20 °C 3: 75 percent / NaClO2; NaH2PO4 / 2-methyl-propan-2-ol 4: 72 percent / DCC; DMAP View Scheme |
furfural tosylhydrazone
Piperine
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 80 percent / tetrahydrofuran / 2 h / 20 °C 2: 75 percent / NaClO2; NaH2PO4 / 2-methyl-propan-2-ol 3: 72 percent / DCC; DMAP View Scheme |
(2E,4E)-5-(3,4-methylenedioxyphenyl)-2,4-pentadienal
Piperine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 75 percent / NaClO2; NaH2PO4 / 2-methyl-propan-2-ol 2: 72 percent / DCC; DMAP View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 73 percent / N-iodosuccinimide, tetrabutylammonium trifluoroacetate / 1,2-dichloro-ethane / Ambient temperature 2: 38 percent / palladium acetate, triphenylphosphine, lithium chloride, triethylamine / acetonitrile / 18 h / 70 - 80 °C View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: (COCl)2 / CH2Cl2 / 3 h / Ambient temperature 2: diethyl ether / 1.) -60 deg C to 10 deg C, 2.) 10 deg C, 1 h View Scheme | |
Multi-step reaction with 2 steps 1: oxalyl chloride / benzene 2: diethyl ether View Scheme | |
Multi-step reaction with 2 steps 1: thionyl chloride / dichloromethane / 2 h / Inert atmosphere; Cooling with ice 2: dichloromethane / 60 °C View Scheme |
Piperine
tetrahydropiperine
Conditions | Yield |
---|---|
With zinc copper In methanol for 3h; Heating; | 98% |
With 5% Pd/C; hydrogen under 2068.65 Torr; for 4h; | 98.5% |
With 5% Pd(II)/C(eggshell); hydrogen In dichloromethane for 12h; | 97% |
Conditions | Yield |
---|---|
With water; potassium hydroxide In ethanol for 18h; Reflux; | 96.4% |
With potassium hydroxide In methanol at 150℃; for 24h; | 94% |
Stage #1: Piperine With potassium hydroxide In ethanol for 20h; Reflux; Stage #2: With hydrogenchloride In water pH=3; | 94.5% |
Piperine
(E)-5-(benzo[1,3]dioxol-5-yl)-1-(piperidin-1-yl)pent-3-en-1-one
Conditions | Yield |
---|---|
With methanol; magnesium at 20℃; for 2h; Reduction; | 96% |
With methanol; magnesium at 20℃; for 2h; | 95% |
Piperine
A
(E)-5-(benzo[1,3]dioxol-5-yl)-1-(piperidin-1-yl)pent-3-en-1-one
Conditions | Yield |
---|---|
With acetic acid; zinc for 2h; Ambient temperature; | A 95% B n/a |
With ethylene dibromide; sodium iodide; (2,2'-bipyridine)nickel(II) dibromide In water; N,N-dimethyl-formamide Electrochemical reaction; | A 80 % Chromat. B 20 % Chromat. |
Piperine
(2E,4E)-5-(1,3-benzodioxol-5-yl)-1-(piperidin-1-yl)-2,4-pentadien-1-thione
Conditions | Yield |
---|---|
With Lawessons reagent In tetrahydrofuran at 20℃; for 20h; | 85% |
Piperine
Conditions | Yield |
---|---|
With silica gel In neat (no solvent, solid phase) at 200℃; for 3h; Reagent/catalyst; Solvent; Temperature; Time; Diels-Alder Cycloaddition; regioselective reaction; | 82% |
Piperine
Conditions | Yield |
---|---|
With 1,1'-bis-(diphenylphosphino)ferrocene; rac-3-octanol; cobalt(II) chloride at 170℃; for 72h; Diels-Alder reaction; Further byproducts given; | A 2% B 12% C 81% D 4% |
Piperine
Conditions | Yield |
---|---|
Stage #1: Piperine With bis(triphenylphosphine)iridium(I) carbonyl chloride In toluene at 20℃; for 0.0833333h; Stage #2: With 1,1,3,3-Tetramethyldisiloxane In toluene at 20℃; for 0.0833333h; Stage #3: With trimethylsilyl cyanide In toluene at 20℃; for 0.5h; | 81% |
diethyl 2-chloromalonate
Piperine
(3R,6S)-3-Benzo[1,3]dioxol-5-yl-6-(piperidine-1-carbonyl)-3,6-dihydro-thiopyran-2,2-dicarboxylic acid diethyl ester
Conditions | Yield |
---|---|
With caesium carbonate; sulfur In acetonitrile Heating; | 80% |
Piperine
Conditions | Yield |
---|---|
With diisobutylaluminium hydride In toluene at -10℃; for 0.5h; | 80% |
With lithium aluminium tetrahydride In tetrahydrofuran for 72h; Inert atmosphere; | 34% |
With sodium tetrahydroborate; iodine In tetrahydrofuran at 0℃; for 48h; | 13% |
With lithium aluminium tetrahydride In diethyl ether for 24h; Reduction; Heating; | |
With sodium tetrahydroborate; iodine In tetrahydrofuran at 0℃; for 48h; Inert atmosphere; |
Piperine
Conditions | Yield |
---|---|
With boron tribromide In dichloromethane at 20℃; for 48h; | 76.2% |
With boron tribromide In dichloromethane at -15 - 20℃; for 24h; | 53% |
With boron tribromide In dichloromethane at 0 - 20℃; for 16h; | 50% |
Piperine
Conditions | Yield |
---|---|
With dihydrogen peroxide at 37℃; for 18h; Horseradish peroxidase, 0,1M sodium phosphate buffer, pH 6,5; | 75% |
Piperine
Conditions | Yield |
---|---|
With sodium tetrahydroborate; iodine In tetrahydrofuran at 0℃; for 0.333333h; | 74% |
Piperine
Conditions | Yield |
---|---|
With rac-3-octanol; triphenylphosphine; cobalt(II) chloride at 170℃; for 72h; Diels-Alder reaction; Further byproducts given; | A 11% B 74% C 9% D 4% |
With rac-3-octanol; cobalt(II) chloride at 170℃; for 72h; Diels-Alder reaction; | A 15% B 41% C 3% D 41% |
With cobalt(II) chloride In various solvent(s) at 177℃; for 72h; Diels-Alder reaction; | A 4.2% B 11.5% C 1% D 11.5% |
Piperine
sodium piperonyl pentadienoate
Conditions | Yield |
---|---|
With sodium hydroxide In ethanol at 86.5℃; for 24h; Concentration; Temperature; Time; | 70.03% |
Multi-step reaction with 3 steps 1: potassium hydroxide / ethanol / Reflux 2: sulfuric acid / water 3: sodium hydroxide / ethanol / 1 h / 80.5 °C View Scheme |
diethyl 2-chloromalonate
Piperine
A
1,1,2,2-tetracarboethoxy-ethylene
(3R,6S)-3-Benzo[1,3]dioxol-5-yl-6-(piperidine-1-carbonyl)-3,6-dihydro-selenopyran-2,2-dicarboxylic acid diethyl ester
Conditions | Yield |
---|---|
With selenium; caesium carbonate In acetonitrile Heating; | A 70% B 24% |
Conditions | Yield |
---|---|
With rac-3-octanol; triphenylphosphine; cobalt(II) chloride at 170℃; for 72h; Diels-Alder reaction; Further byproducts given; | A 2% B 3% C 2% D 62% |
Piperine
A
tetrahydropiperine
Conditions | Yield |
---|---|
With sodium tetrahydroborate; iodine In tetrahydrofuran at 0℃; for 0.333333h; | A 58% B 14% |
Piperine
Conditions | Yield |
---|---|
In toluene at 70 - 80℃; chemoselective reaction; | 58% |
Conditions | Yield |
---|---|
In toluene at 70 - 80℃; chemoselective reaction; | 49% |
Piperine
Conditions | Yield |
---|---|
Stage #1: Piperine With sulfur In dimethyl sulfoxide at 20℃; Sealed tube; Stage #2: With ammonium carbonate In dimethyl sulfoxide at 80℃; for 12h; Sealed tube; | 48% |
Piperine
Conditions | Yield |
---|---|
Stage #1: Piperine With potassium osmate(VI) dihydrate; (DHQ)2PHAL; potassium carbonate; potassium hexacyanoferrate(III) In water; tert-butyl alcohol at 20℃; for 24h; Stage #2: With sodium sulfite In water; tert-butyl alcohol at 20℃; for 12h; | 44.5% |
With potassium osmate(VI) dihydrate; potassium carbonate; hydroquinidein 1,4-phthalazinediyl diether; potassium hexacyanoferrate(III) In water; tert-butyl alcohol at 20℃; for 24h; | 44.5% |
Piperine
Conditions | Yield |
---|---|
Stage #1: Piperine With potassium osmate(VI) dihydrate; (DHQD)2PHAL; potassium carbonate; potassium hexacyanoferrate(III) In water; tert-butyl alcohol at 20℃; for 24h; Stage #2: With sodium sulfite In water; tert-butyl alcohol at 20℃; for 12h; | 44.4% |
With potassium osmate(VI) dihydrate; potassium carbonate; hydroquinidein 1,4-phthalazinediyl diether; potassium hexacyanoferrate(III) In water; tert-butyl alcohol at 20℃; for 24h; | 44.4% |
Piperine
Conditions | Yield |
---|---|
at 130℃; for 72h; Diels-Alder reaction; | A 9.7% B 41% C 6.3% |
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