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ChemicalBook >  Product Catalog >  Natural Products >  Alkaloids >  (16R)-17-(Acetoxy)-2α,5α-epoxy-1,2-dihydroakuammilan-16-carboxylic acid methyl ester

(16R)-17-(Acetoxy)-2α,5α-epoxy-1,2-dihydroakuammilan-16-carboxylic acid methyl ester

Basic information Safety Supplier Related

(16R)-17-(Acetoxy)-2α,5α-epoxy-1,2-dihydroakuammilan-16-carboxylic acid methyl ester Basic information

Product Name:
(16R)-17-(Acetoxy)-2α,5α-epoxy-1,2-dihydroakuammilan-16-carboxylic acid methyl ester
Synonyms:
  • (16R)-17-(Acetoxy)-2α,5α-epoxy-1,2-dihydroakuammilan-16-carboxylic acid methyl ester
  • Picraline
  • 2H,12H-6,12a-Epoxy-2,7a-methanoindolo[2,3-a]quinolizine-14-carboxylic acid, 14-[(acetyloxy)methyl]-3-ethylidene-1,3,4,6,7,12b-hexahydro-, methyl ester, (2S,3E,6S,7aS,12aR,12bS,14R)-
  • (16R)-17-(Acetoxy)-2α,5α-epoxy-1,2-dihydroakuammilan-16-carboxylic acid methyl ester
CAS:
2671-32-1
MF:
C23H26N2O5
MW:
410.46
Mol File:
2671-32-1.mol
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(16R)-17-(Acetoxy)-2α,5α-epoxy-1,2-dihydroakuammilan-16-carboxylic acid methyl ester Chemical Properties

Melting point:
160-162 °C
Boiling point:
548.0±50.0 °C(Predicted)
Density 
1.38±0.1 g/cm3(Predicted)
solubility 
Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
form 
Powder
pka
3.89±0.40(Predicted)
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(16R)-17-(Acetoxy)-2α,5α-epoxy-1,2-dihydroakuammilan-16-carboxylic acid methyl ester Usage And Synthesis

Description

This alkaloid which structurally resembles the Alstonia bases, is found in Picralima Klaineana and forms clusters of colourless needles from C6H6-pentane. It has [α]25D - 124° (EtOH) and is characterized as the picrate, yellow prisms when recrystallized from MeOH, m.p. 162-4°C.

target

SGLT

References

Olivieretal., Ann. Pharm., 20,361 (1962) Olivier et al., Bull. Soc. Chim. Fr., 646 (1963)
Britten, Smith., 1. Chem. Soc., 3856 (1963)
Britten, Smith, Spiteller., Chem. & Ind., 1492 (1963)

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