1-Phenyl-1,2,3,4-tetrahydro-isoquinoline

  • CAS:22990-19-8
  • MF:C15H15N
  • Purity:99%
  • Molecular Weight:209.291
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Product Details

  • CAS: 22990-19-8
  • MF: C15H15N
  • Manufacturer supply top purity 1-Phenyl-1,2,3,4-tetrahydro-isoquinoline 22990-19-8 with GMP standards

    • Molecular Formula:C15H15N
    • Molecular Weight:209.291
    • Vapor Pressure:9.87E-05mmHg at 25°C 
    • Melting Point:96-98 °C 
    • Refractive Index:1.589 
    • Boiling Point:338.4 °C at 760 mmHg 
    • PKA:8.91±0.40(Predicted) 
    • Flash Point:166.9 °C 
    • PSA:12.03000 
    • Density:1.065 g/cm3 
    • LogP:3.25050 

    1-Phenyl-1,2,3,4-tetrahydro-isoquinoline(Cas 22990-19-8) Usage

    InChI:InChI=1/C15H15N/c1-2-7-13(8-3-1)15-14-9-5-4-6-12(14)10-11-16-15/h1-9,15-16H,10-11H2

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    22990-19-8 Process route

    1-phenyl-3,4-dihydroisoquinoline
    52250-50-7

    1-phenyl-3,4-dihydroisoquinoline

    (S)-1-phenyl-1,2,3,4-tetrahydroisoquinoline
    22990-19-8,96719-89-0,118864-75-8

    (S)-1-phenyl-1,2,3,4-tetrahydroisoquinoline

    (R)-(-)-1-phenyl-1,2,3,4-tetrahydroisoquinoline
    180272-45-1

    (R)-(-)-1-phenyl-1,2,3,4-tetrahydroisoquinoline

    Conditions
    Conditions Yield
    With sodium tetrahydroborate; In ethanol; at 20 ℃; for 60h;
    With hydrogen; bis(1,5-cyclooctadiene)diiridium(I) dichloride; (S)-(1,1'-binaphthalene)-2,2'-diylbis(diphenylphosphine); In tetrahydrofuran; 1,1-dichloroethane; at 20 - 50 ℃; under 22502.3 Torr; Product distribution / selectivity; Inert atmosphere;
    50 % ee
    With 1,1'-bis-(diphenylphosphino)ferrocene; bis(1,5-cyclooctadiene)diiridium(I) dichloride; hydrogen; iodine; In dichloromethane; at 20 ℃; for 24h; under 38002.6 Torr; optical yield given as %ee; enantioselective reaction; Inert atmosphere; Autoclave;
    With bis(1,5-cyclooctadiene)diiridium(I) dichloride; (R)-3,5-diMe-Synphos; hydrogen; In 1,4-dioxane; at 40 ℃; for 18h; under 22502.3 Torr; optical yield given as %ee; enantioselective reaction; Inert atmosphere;
    With formic acid; [RuCl(η6-benzene)(1R,2R)-N-(naphthalene-1-sulfonyl)-1,2-diphenylethylenediamine]; triethylamine; In acetonitrile; at 30 ℃; Reagent/catalyst;
    39 % ee
    With (2S,3R)-2-amino-3-hydroxybutanamide; streptavidin biotin-wild type; C42H64Cl4Ir2N6O4S2; In dimethyl sulfoxide; at 30 - 50 ℃; for 18h; pH=7.8; Reagent/catalyst; Overall yield = 96 %; enantioselective reaction;
    63 % ee
    With C42H64Cl4Ir2N6O4S2; D-Phenylalaninamide; In dimethyl sulfoxide; at 30 - 50 ℃; for 18.25h; pH=7.8; Reagent/catalyst; Overall yield = 99 %; enantioselective reaction;
    16 % ee
    With [N-[(1S,2S)-2-(amino-κN)-1,2-diphenylethyl]-4-methylbenzenesulfonamidato-κN]chloro[(1,2,3,4,5,6-η)-1,3,5-trimethylbenzene]ruthenium; formic acid; triethylamine; In acetonitrile; for 1.16667h; Optical yield = 2 %ee;
    With [N-[(1S,2S)-2-(amino-κN)-1,2-diphenylethyl]-4-methylbenzenesulfonamidato-κN]chloro[(1,2,3,4,5,6-η)-1,3,5-trimethylbenzene]ruthenium; formic acid; triethylamine; In isopropyl alcohol; at 30 ℃; for 16h; Overall yield = 90 %; enantioselective reaction; Inert atmosphere;
    29 % ee
    With N-[(1S,2S)-1,2-diphenyl-2-(3-phenylpropylamino)ethyl]-4-methylbenzene sulfonamide ammonium chloride ruthenium; hydrogen; trifluoroacetic acid; In methanol; at 40 ℃; for 6h; under 11251.1 Torr; Reagent/catalyst; Autoclave; Sealed tube;
    11 % ee
    With hydrogen; In tetrahydrofuran; toluene; at 30 ℃; for 17h; under 45603.1 Torr; Reagent/catalyst; Solvent; enantioselective reaction; Autoclave;
    24 % ee
    With (pentamethylcyclopentadienyl)IrCl[κ2(N,N')-(S,S)-p-toluenesulfonylNCHPhCHPhNH2]; hydrogen; trifluoroacetic acid; In methanol; for 6h; under 11251.1 Torr; stereoselective reaction;
    71 % ee
    With D-glucose; BmGDH; imine reductase from Stackebrandtia nassauensis; NADP; In aq. phosphate buffer; dimethyl sulfoxide; at 30 ℃; for 12h; pH=7; Overall yield = 81 %; Overall yield = 170 mg; enantioselective reaction; Enzymatic reaction;
    51 % ee
    With formic acid; (1,2,3,4,5-pentamethylcyclopentadienyl)Ir[κ2(N,N')-CH3C6H4SO2NCHPhCHPhNH]; phosphoric acid; triethylamine; In isopropyl alcohol; at 30 ℃; for 3h; Reagent/catalyst; Solvent; Overall yield = 90 %; Overall yield = 28.4 mg; enantioselective reaction; Catalytic behavior; Inert atmosphere; Schlenk technique;
    86 % ee
    With D-Glucose; NADPH; at 30 ℃; for 24h; enantioselective reaction; Enzymatic reaction;
    30 % ee
    Multi-step reaction with 2 steps
    1: borane-ammonia complex
    2: LG-I-D11 / Resolution of racemate; Enzymatic reaction
    With borane-ammonia complex; LG-I-D11;
    With N-Bromosuccinimide; bis(1,5-cyclooctadiene)diiridium(I) dichloride; hydrogen; (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl; In 1,2-dichloro-ethane; at 0 ℃; for 36h; under 25858.1 Torr; Reagent/catalyst; Solvent; Overall yield = 92 %; Overall yield = 57 mg; enantioselective reaction; Catalytic behavior; Glovebox;
    86 % ee
    With Cp*Ir(biot-p-L)Cl; streptavidin S112A-N118P-K121A mutant; In aq. buffer; at 37 ℃; for 4h; enantioselective reaction; Catalytic behavior; Sealed tube; Enzymatic reaction;
    85 % ee
    With Cp*Ir(biot-p-L)Cl; streptavidin S112A-N118P-K121A mutant; In aq. buffer; at 37 ℃; for 4h; Reagent/catalyst; enantioselective reaction; Catalytic behavior; Sealed tube; Enzymatic reaction;
    86 % ee
    With N-Bromosuccinimide; chloro(1,5-cyclooctadiene)rhodium(I) dimer; hydrogen; sodium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In 1,2-dichloro-ethane; at 30 ℃; for 24h; under 25858.1 Torr; enantioselective reaction; Glovebox;
    88 % ee
    With N-Bromosuccinimide; chloro(1,5-cyclooctadiene)rhodium(I) dimer; hydrogen; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In 1,2-dichloro-ethane; at 0 ℃; for 36h; under 25858.1 Torr; Temperature; Reagent/catalyst; Solvent; Overall yield = 92 %; enantioselective reaction; Glovebox;
    82 % ee
    With Cp*Ir(biot-p-L)Cl; streptavidin S112A-N118P-K121A mutant; sodium formate; In aq. buffer; at 37 ℃; for 48h; pH=6; Reagent/catalyst; Temperature; enantioselective reaction; Catalytic behavior;
    86 % ee
    With Cp*Ir(biot-p-L)Cl; streptavidin S112R-N118P-K121A-S122M-L124Y mutant; sodium formate; In aq. buffer; at 37 ℃; for 48h; pH=6; Reagent/catalyst; Temperature; enantioselective reaction; Catalytic behavior;
    78 % ee
    With sodium formate; sodium hydroxide; In aq. buffer; at 37 ℃; for 48h; pH=7; Reagent/catalyst; Catalytic behavior;
    64 % ee
    With recombinant FPD-chimera streptavidin Sav-FPD; [Cp*Ir(biot-p-L)Cl]; In dimethyl sulfoxide; at 25 ℃; for 16h; pH=7; Reagent/catalyst; enantioselective reaction; Catalytic behavior; Enzymatic reaction;
    60 % ee
    With bis(1,5-cyclooctadiene)diiridium(I) dichloride; C42H46FeP2; hydrogen; trifluoroacetic acid; In tetrahydrofuran; at 30 ℃; for 12h; under 38002.6 Torr; Reagent/catalyst; Temperature; Solvent; enantioselective reaction; Catalytic behavior; Autoclave; Schlenk technique;
    85 % ee
    With Cp*Ir(biot-p-L)Cl; MASMTGGQQMGRDQAGITGTWYNQLGSTFIVTAGADGALTGTYESAVGNAESRYVLTGRYDSAPATDGSGTALGWTVAWKNNYRNAHSATTWSGQYVGGAEARINTQWLLTAGTTEANAWASTLVGHDTFTKVKPSAASIDAAKKAGVNNGNPLDAVQQGSGGGNGGGNGGGNGGGNIDGRGGGNASMTGGQQMGRDQAGITGTWYNQLGSTFIVTAGADGALTGTYVTARGNAESRYVLTGRYDSAPATDGSGTALGWTVAWKNNYRNAHSATTWSGQYVGGAEARINTQWLLTAGTTEANAWASTLVGCDTFTKVKPSAASIDAAKKAGVNNGNPLDAVQQ; In dimethyl sulfoxide; at 25 ℃; for 24h; pH=7; Reagent/catalyst; Sealed tube;
    54 % ee
    With Cp*Ir(biot-p-L)Cl; MASMTGGQQMGRDQAGITGTWYNQLGSTFIVTAGADGALTGTYESAVGNAESRYVLTGRYDSAPATDGSGTALGWTVAWKNNYRNAHSATTWSGQYVGGAEARINTQWLLTAGTTEANAWASTLVGHDTFTKVKPSAASIDAAKKAGVNNGNPLDAVQQGSGGGNGGGNGGGNGGGNIDGRGGGNASMTGGQQMGRDQAGITGTWYNQLGSTFIVTAGADGALTGTYVTARGNAESRYVLTGRYDSAPATDGSGTALGWTVAWKNNYRNAHSATTWSGQYVGGAEARINTQWLLTAGTTEANAWKSTLVGCDTFTKVKPSAASIDAAKKAGVNNGNPLDAVQQ; In dimethyl sulfoxide; at 25 ℃; for 24h; pH=7; Reagent/catalyst; Sealed tube;
    17 % ee
    With 1-dodecyl-3-methylimidazolium bis(2,4,4-trimethylpentyl)phosphinate; C31H33ClN2O8RuS3(2-)*2Na(1+); sodium formate; In n-heptane; water; at 60 ℃; Overall yield = 10 percentChromat.; enantioselective reaction; Inert atmosphere;
    26 % ee
    With formic acid; C33H37ClN2O4RuS; triethylamine; In dichloromethane; at 20 ℃; for 96h; Reagent/catalyst; enantioselective reaction; Inert atmosphere; Schlenk technique;
    49 % ee
    4-nitrophenyl-1-phenyl-3,4-dihydroisoquinoline-2(1H)-carboxylate
    881834-78-2

    4-nitrophenyl-1-phenyl-3,4-dihydroisoquinoline-2(1H)-carboxylate

    (S)-1-phenyl-1,2,3,4-tetrahydroisoquinoline
    22990-19-8,96719-89-0,118864-75-8

    (S)-1-phenyl-1,2,3,4-tetrahydroisoquinoline

    (R)-(-)-1-phenyl-1,2,3,4-tetrahydroisoquinoline
    180272-45-1

    (R)-(-)-1-phenyl-1,2,3,4-tetrahydroisoquinoline

    Conditions
    Conditions Yield
    4-nitrophenyl-1-phenyl-3,4-dihydroisoquinoline-2(1H)-carboxylate; With sodium hydroxide; In ethanol; at 75 - 80 ℃;
    With water; Cooling;

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    22990-19-8 Downstream products

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      5-<2-(1-phenyl)tetrahydroisoquinolyl>methylene-2,2-dimethyl-1,3-dioxane-4,6-dione

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      87803-13-2

      Methyl 1-Phenyl-1,2,3,4-tetrahydroisoquinoline-2-carboxylate

    • 120086-31-9
      120086-31-9

      2-(2-ethoxyethyl)-1-phenyl-1,2,3,4-tetrahydroisoquinoline

    Antioxidant BHT 264

    CAS:128-37-0

    Purity:99%

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