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Rhynchophylline

  • CAS No.: 76-66-4
  • Purity: 99%
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Manufacturer supply high quality Rhynchophylline 76-66-4 with GMP standards

  • Molecular Formula: C22H28N2O4
  • Molecular Weight: 384.475
  • Appearance/Colour: Red brown or white fine powder 
  • Vapor Pressure: 1.32E-12mmHg at 25°C 
  • Melting Point: 216°; mp 197-199° (Ban et al., loc. cit.) 
  • Refractive Index: 1.596 
  • Boiling Point: 560.8 °C at 760 mmHg 
  • PKA: 6.4(at 25℃) 
  • Flash Point: 293 °C 
  • PSA: 67.87000 
  • Density: 1.23 g/cm3 
  • LogP: 2.77610 

Rhynchophylline(Cas 76-66-4) Usage

InChI:InChI=1/C22H28N2O4/c1-4-14-12-24-10-9-22(17-7-5-6-8-18(17)23-21(22)26)19(24)11-15(14)16(13-27-2)20(25)28-3/h5-8,13-15,19H,4,9-12H2,1-3H3,(H,23,26)/b16-13-/t14-,15-,19?,22?/m0/s1

76-66-4 Relevant articles

Total synthesis of the spirocyclic oxindole alkaloids corynoxine, corynoxine B, corynoxeine, and rhynchophylline

Wanner, Martin J.,Ingemann, Steen,Van Maarseveen, Jan H.,Hiemstra, Henk

, p. 1100 - 1106 (2013/03/29)

Racemic total syntheses of four spirocyc...

Process for the production of specific isomer mixtures from oxindole alkaloids

-

, (2008/06/13)

To produce defined isomer mixtures of co...

76-66-4 Process route

(±)-corynoxeine
630-94-4,51014-29-0

(±)-corynoxeine

rhynchophylline
76-66-4,6859-01-4,6877-32-3,17391-18-3,39032-61-6,39032-62-7

rhynchophylline

Conditions
Conditions Yield
With palladium 10% on activated carbon; hydrogen; In ethyl acetate; for 18h; under 760.051 Torr;
97%
C<sub>25</sub>H<sub>29</sub>N<sub>3</sub>O<sub>8</sub>S

C25 H29 N3 O8 S

rhynchophylline
76-66-4,6859-01-4,6877-32-3,17391-18-3,39032-61-6,39032-62-7

rhynchophylline

Conditions
Conditions Yield
Multi-step reaction with 6 steps
1.1: thiophenol; potassium carbonate / dimethyl sulfoxide / 2.15 h
2.1: triethylamine / acetonitrile / 2.33 h / 20 °C
3.1: caesium carbonate; N-ethyl-N,N-diisopropylamine; 1,2-bis-(diphenylphosphino)ethane; bis(η3-allyl-μ-chloropalladium(II)) / tetrahydrofuran / 8 h / Inert atmosphere
4.1: 6 h / 0 °C
5.1: tetrahydrofuran / 0.08 h / 20 °C
5.2: -78 - 20 °C
5.3: 20 h / 20 °C
6.1: hydrogen; palladium 10% on activated carbon / ethyl acetate / 18 h / 760.05 Torr
With bis(η3-allyl-μ-chloropalladium(II)); palladium 10% on activated carbon; hydrogen; potassium carbonate; caesium carbonate; thiophenol; triethylamine; N-ethyl-N,N-diisopropylamine; 1,2-bis-(diphenylphosphino)ethane; In tetrahydrofuran; dimethyl sulfoxide; ethyl acetate; acetonitrile; 5.2: |Wittig Olefination;
Multi-step reaction with 6 steps
1.1: thiophenol; potassium carbonate / dimethyl sulfoxide / 2.15 h
2.1: triethylamine / acetonitrile / 2.33 h / 20 °C
3.1: caesium carbonate; N-ethyl-N,N-diisopropylamine; 1,2-bis-(diphenylphosphino)ethane; bis(η3-allyl-μ-chloropalladium(II)) / tetrahydrofuran / 8 h / Inert atmosphere
4.1: 6 h / 0 °C
5.1: tetrahydrofuran / 0.08 h / 20 °C
5.2: -78 - 20 °C
6.1: hydrogen; palladium 10% on activated carbon / ethyl acetate / 18 h / 760.05 Torr
With bis(η3-allyl-μ-chloropalladium(II)); palladium 10% on activated carbon; hydrogen; potassium carbonate; caesium carbonate; thiophenol; triethylamine; N-ethyl-N,N-diisopropylamine; 1,2-bis-(diphenylphosphino)ethane; In tetrahydrofuran; dimethyl sulfoxide; ethyl acetate; acetonitrile; 5.2: |Wittig Olefination;

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