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
- 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
(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