ChemicalBook >> CAS DataBase List >>(7S)-3',4',6,8-Tetrahydro-7'-methoxy-2'-methyl-6-methylenespiro[7H-indeno[4,5-d]-1,3-dioxole-7,1'(2'H)-isoquinolin]-6'-ol

(7S)-3',4',6,8-Tetrahydro-7'-methoxy-2'-methyl-6-methylenespiro[7H-indeno[4,5-d]-1,3-dioxole-7,1'(2'H)-isoquinolin]-6'-ol

(7S)-3',4',6,8-Tetrahydro-7'-methoxy-2'-methyl-6-methylenespiro[7H-indeno[4,5-d]-1,3-dioxole-7,1'(2'H)-isoquinolin]-6'-ol structure

CAS No.: 4959-88-0

Chemical Name:: (7S)-3',4',6,8-Tetrahydro-7'-methoxy-2'-methyl-6-methylenespiro[7H-indeno[4,5-d]-1,3-dioxole-7,1'(2'H)-isoquinolin]-6'-ol

Synonyms: Ochotensine;(7S)-3',4',6,8-Tetrahydro-7'-methoxy-2'-methyl-6-methylenespiro[7H-indeno[4,5-d]-1,3-dioxole-7,1'(2'H)-isoquinolin]-6'-ol;Spiro[7H-indeno[4,5-d]-1,3-dioxole-7,1'(2'H)-isoquinolin]-6'-ol, 3',4',6,8-tetrahydro-7'-methoxy-2'-methyl-6-methylene-, (7'S)-

CBNumber:: CB32381928

Molecular Formula:: C21H21NO4

Molecular Weight:: 351.4

MDL Number:

MOL File:: 4959-88-0.mol

Last updated:2023-07-14 17:43:55

Request For Quotation

(7S)-3',4',6,8-Tetrahydro-7'-methoxy-2'-methyl-6-methylenespiro[7H-indeno[4,5-d]-1,3-dioxole-7,1'(2'H)-isoquinolin]-6'-ol Properties

Melting point	252°C
Boiling point	500.0±50.0 °C(Predicted)
Density	1.37±0.1 g/cm3(Predicted)
pka	10.48±0.20(Predicted)

(7S)-3',4',6,8-Tetrahydro-7'-methoxy-2'-methyl-6-methylenespiro[7H-indeno[4,5-d]-1,3-dioxole-7,1'(2'H)-isoquinolin]-6'-ol Chemical Properties,Uses,Production

Description

This phenolic alkaloid occurs in Corydalis ochotensis and C. sibirica Pers. It is dextrorotatory with [Q:l~4 + 51.7° (CHCI3) and [o:J~3 + 63.9° (0.1 N/HCI). The methiodide yields tetragonal crystals from MeOH with m.p. 215°C. The 0- methyl ether is ochotensimine (q.v.). The above structure has been confirmed by the total synthesis of the optically inactive form of the alkaloid.

Definition

ChEBI: Ochotensine is a member of isoquinolines.

References

Manske., Can. J. Res., 18B, 75 (1940)
McLean, Mei-Sie Lin, McDonald, Trotter., Tetrahedron Lett., 185 (1966)
McDonald, Trotter., J. Chern. Soc., B, 929 (1966)
Total synthesis: Irie, Kishimoto, Uyeo., J. Chern. Soc., C, 3051 (1968)

(7S)-3',4',6,8-Tetrahydro-7'-methoxy-2'-methyl-6-methylenespiro[7H-indeno[4,5-d]-1,3-dioxole-7,1'(2'H)-isoquinolin]-6'-ol Preparation Products And Raw materials

Raw materials

Preparation Products

(7S)-3',4',6,8-Tetrahydro-7'-methoxy-2'-methyl-6-methylenespiro[7H-indeno[4,5-d]-1,3-dioxole-7,1'(2'H)-isoquinolin]-6'-ol Ochotensine Spiro[7H-indeno[4,5-d]-1,3-dioxole-7,1'(2'H)-isoquinolin]-6'-ol, 3',4',6,8-tetrahydro-7'-methoxy-2'-methyl-6-methylene-, (7'S)- 4959-88-0