(25β)-16,28-Seco-5α-solanid-22(28)-ene-3β,16α-diol

(25β)-16,28-Seco-5α-solanid-22(28)-ene-3β,16α-diol structure

CAS No.: 2385-18-4

Chemical Name:: (25β)-16,28-Seco-5α-solanid-22(28)-ene-3β,16α-diol

Synonyms: Solafloridine;(25β)-16,28-Seco-5α-solanid-22(28)-ene-3β,16α-diol;Pregnane-3,16-diol, 20-[(5R)-3,4,5,6-tetrahydro-5-methyl-2-pyridinyl]-, (3β,5α,16α,20S)- (9CI)

CBNumber:: CB42192189

Molecular Formula:: C27H45NO2

Molecular Weight:: 415.65

MDL Number:

MOL File:: 2385-18-4.mol

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(25β)-16,28-Seco-5α-solanid-22(28)-ene-3β,16α-diol Properties

Melting point	162-5°C (172-5°C)
Boiling point	534.0±15.0 °C(Predicted)
Density	1.25±0.1 g/cm3(Predicted)
pka	15.08±0.70(Predicted)

(25β)-16,28-Seco-5α-solanid-22(28)-ene-3β,16α-diol Chemical Properties,Uses,Production

Description

This alkaloid, obtained from Solanum congestijlorum Dun. DC., has the lower of the above two melting points when crystallized rapidly and the higher when crystallized slowly from organic solvents. It is dextrorotatory with [α]²⁰_D + 122.7° (c 1.15, CHC1₃). Treatment with AC₂0 in pyridine gives the tracetate which is not crystallizable. Hydrogenation over Pt0₂ yields the dihydro derivative, m.p. 282-5°C; [α]²⁰_D + 25.9° (c 0.424, CHCl₃).

References

Sato et al., J. Org. Chem., 34, 1577 (1969)

(25β)-16,28-Seco-5α-solanid-22(28)-ene-3β,16α-diol Preparation Products And Raw materials

Raw materials

Preparation Products

(25β)-16,28-Seco-5α-solanid-22(28)-ene-3β,16α-diol Solafloridine Pregnane-3,16-diol, 20-[(5R)-3,4,5,6-tetrahydro-5-methyl-2-pyridinyl]-, (3β,5α,16α,20S)- (9CI) 2385-18-4