| Identification | Back Directory | [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 | [CAS]
4959-88-0 | [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)- | [Molecular Formula]
C21H21NO4 | [MOL File]
4959-88-0.mol | [Molecular Weight]
351.4 |
| Hazard Information | Back Directory | [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) |
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