(8'aR)-2',3',8',8'a-Tetrahydro-5',6'-dimethoxyspiro[2,5-cyclohexadiene-1,7'(1'H)-cyclopenta[ij]isoquinoline]-4-one

CAS No.
2810-21-1
Chemical Name:
(8'aR)-2',3',8',8'a-Tetrahydro-5',6'-dimethoxyspiro[2,5-cyclohexadiene-1,7'(1'H)-cyclopenta[ij]isoquinoline]-4-one
Synonyms
Stepharine;(+)-Stepharine;(+)-Stepharine;(8'aR)-2',3',8',8'a-Tetrahydro-5',6'-dimethoxyspiro[2,5-cyclohexadiene-1,7'(1'H)-cyclopent[ij]isoquinolin]-4-one;(8'aR)-2',3',8',8'a-Tetrahydro-5',6'-dimethoxyspiro[2,5-cyclohexadiene-1,7'(1'H)-cyclopenta[ij]isoquinoline]-4-one;Spiro[2,5-cyclohexadiene-1,7'(1'H)-cyclopent[ij]isoquinolin]-4-one, 2',3',8',8'a-tetrahydro-5',6'-dimethoxy-, (8'aR)-
CBNumber:
CB52323100
Molecular Formula:
C18H19NO3
Molecular Weight:
297.34836
MDL Number:
MFCD34550031
MOL File:
2810-21-1.mol
Last updated:2023-05-21 10:59:17

(8'aR)-2',3',8',8'a-Tetrahydro-5',6'-dimethoxyspiro[2,5-cyclohexadiene-1,7'(1'H)-cyclopenta[ij]isoquinoline]-4-one Properties

Melting point 179-181 °C
Boiling point 487.1±45.0 °C(Predicted)
Density 1.27±0.1 g/cm3(Predicted)
storage temp. 4°C, protect from light
pka 8.08±0.20(Predicted)

(8'aR)-2',3',8',8'a-Tetrahydro-5',6'-dimethoxyspiro[2,5-cyclohexadiene-1,7'(1'H)-cyclopenta[ij]isoquinoline]-4-one Chemical Properties,Uses,Production

Description

A spiroisoquinoline alkaloid from Stephania glabra, the base has [α]26D + 143° (c 1.88, CHCI3). It contains two methoxyl groups and an imino group and yields a crystalline N-acetyl derivative, m.p. 234-5°C; [α]24D- 80° (c 1.57, CHCI3). The N-methyl compound has been shown to be identical with Pronuciferine (q.v.).

References

Cava et al., Chern. Ind., 282 (1964)
Tomita et al., Tetrahedron Lett., 2825 (1965)
Baldwin et al., J. Chern. Soc., C, 154 (1967)
Circular dichroism: Snatzke, Wollenberg., J. Chern. Soc., C, 1681 (1966)

(8'aR)-2',3',8',8'a-Tetrahydro-5',6'-dimethoxyspiro[2,5-cyclohexadiene-1,7'(1'H)-cyclopenta[ij]isoquinoline]-4-one Preparation Products And Raw materials

Raw materials

Preparation Products

(8'aR)-2',3',8',8'a-Tetrahydro-5',6'-dimethoxyspiro[2,5-cyclohexadiene-1,7'(1'H)-cyclopenta[ij]isoquinoline]-4-one Suppliers

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Wuhan Huangzhen Biochemical Co., Ltd 13795480948 13795480948 3450865996@qq.com China 4958 58
(+)-Stepharine (8'aR)-2',3',8',8'a-Tetrahydro-5',6'-dimethoxyspiro[2,5-cyclohexadiene-1,7'(1'H)-cyclopent[ij]isoquinolin]-4-one (8'aR)-2',3',8',8'a-Tetrahydro-5',6'-dimethoxyspiro[2,5-cyclohexadiene-1,7'(1'H)-cyclopenta[ij]isoquinoline]-4-one Stepharine Spiro[2,5-cyclohexadiene-1,7'(1'H)-cyclopent[ij]isoquinolin]-4-one, 2',3',8',8'a-tetrahydro-5',6'-dimethoxy-, (8'aR)- (+)-Stepharine 2810-21-1