(6R,7R)-3',4',6,8-Tetrahydro-6',7'-dimethoxy-2',6-dimethylspiro[7H-indeno[4,5-d]-1,3-dioxole-7,1'(2'H)-isoquinolin]-6-ol

Base Information

Chemical Name:(6R,7R)-3',4',6,8-Tetrahydro-6',7'-dimethoxy-2',6-dimethylspiro[7H-indeno[4,5-d]-1,3-dioxole-7,1'(2'H)-isoquinolin]-6-ol
CAS No.:59614-35-6
Molecular Formula:C22H25NO5
Molecular Weight:383.4376
Hs Code.:
Mol file:59614-35-6.mol

Synonyms:

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Chemical Property of (6R,7R)-3',4',6,8-Tetrahydro-6',7'-dimethoxy-2',6-dimethylspiro[7H-indeno[4,5-d]-1,3-dioxole-7,1'(2'H)-isoquinolin]-6-ol

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Description A number of new alkaloids have recently been isolated from Corydalis ochotensis var. raddeana and characterized by Japanese workers. This base contains two methoxyl groups, a methylenedioxy group and a tertiary methyl group in the molecule.

Technology Process of (6R,7R)-3',4',6,8-Tetrahydro-6',7'-dimethoxy-2',6-dimethylspiro[7H-indeno[4,5-d]-1,3-dioxole-7,1'(2'H)-isoquinolin]-6-ol

There total 8 articles about (6R,7R)-3',4',6,8-Tetrahydro-6',7'-dimethoxy-2',6-dimethylspiro[7H-indeno[4,5-d]-1,3-dioxole-7,1'(2'H)-isoquinolin]-6-ol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 94.0%

: 102327-43-5
C₂₂H₂₃NO₅

: 59614-35-6,102419-02-3
(+/-)-raddeanamine

Guidance literature:: With hydrogenchloride; sodium cyanoborohydride; In methanol;
DOI:10.1248/cpb.33.4113

Reference yield:

: 102327-39-9
8-methyldihydroprotoberberine

: 59614-35-6,102419-02-3
(+/-)-raddeanamine

Guidance literature:: Multi-step reaction with 6 steps

1: 81 percent / m-chloroperbenzoic acid / CH₂Cl₂

2: 57 percent / methanol / Irradiation

3: sodium borohydride / methanol

4: H₂O; methanol

5: 1.) thionyl chloride; 2.) tri-n-butyltin hydride, azobisisobutyronitrile / 1.) methylene chloride; 2.) THF

6: 94 percent / sodium cyanoborohydride, hydrochloric acid / methanol

With hydrogenchloride; sodium tetrahydroborate; thionyl chloride; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; sodium cyanoborohydride; 3-chloro-benzenecarboperoxoic acid; In methanol; dichloromethane; water;
DOI:10.1248/cpb.33.4113

Reference yield:

: 102327-40-2
C₂₁H₁₉NO₅

: 59614-35-6,102419-02-3
(+/-)-raddeanamine

Guidance literature:: Multi-step reaction with 4 steps

1: sodium borohydride / methanol

2: H₂O; methanol

3: 1.) thionyl chloride; 2.) tri-n-butyltin hydride, azobisisobutyronitrile / 1.) methylene chloride; 2.) THF

4: 94 percent / sodium cyanoborohydride, hydrochloric acid / methanol

With hydrogenchloride; sodium tetrahydroborate; thionyl chloride; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; sodium cyanoborohydride; In methanol; water;
DOI:10.1248/cpb.33.4113