2-chloro-5-methoxy-3-(1,2,4a-trimethyl-5-methylene-decahydro-naphthalen-1-ylmethyl)-[1,4]benzoquinone

Base Information

Chemical Name:2-chloro-5-methoxy-3-(1,2,4a-trimethyl-5-methylene-decahydro-naphthalen-1-ylmethyl)-[1,4]benzoquinone
CAS No.:162407-21-8
Molecular Formula:C₂₂H₂₉ClO₃
Molecular Weight:376.923
Hs Code.:

Synonyms:2-chloro-5-methoxy-3-(1,2,4a-trimethyl-5-methylene-decahydro-naphthalen-1-ylmethyl)-[1,4]benzoquinone

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Chemical Property of 2-chloro-5-methoxy-3-(1,2,4a-trimethyl-5-methylene-decahydro-naphthalen-1-ylmethyl)-[1,4]benzoquinone

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Technology Process of 2-chloro-5-methoxy-3-(1,2,4a-trimethyl-5-methylene-decahydro-naphthalen-1-ylmethyl)-[1,4]benzoquinone

There total 7 articles about 2-chloro-5-methoxy-3-(1,2,4a-trimethyl-5-methylene-decahydro-naphthalen-1-ylmethyl)-[1,4]benzoquinone 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: 72.0%

: 162407-20-7
(1R,2S,4aS,8aS)-1-(2-Chloro-3,5-dimethoxy-benzyl)-1,2,4a-trimethyl-5-methylene-decahydro-naphthalene

: 162407-21-8
2-chloro-5-methoxy-3-(1,2,4a-trimethyl-5-methylene-decahydro-naphthalen-1-ylmethyl)-[1,4]benzoquinone

Guidance literature:: With ammonium cerium(IV) nitrate; In water; acetonitrile;
DOI:10.1021/jo00110a010

Reference yield:

: 41722-49-0
(S)-1,4a-dimethyl-4,4a,7,8-tetrahydronaphthalene-2,5(3H,6H)-dione

: 162407-21-8
2-chloro-5-methoxy-3-(1,2,4a-trimethyl-5-methylene-decahydro-naphthalen-1-ylmethyl)-[1,4]benzoquinone

Guidance literature:: Multi-step reaction with 7 steps

1: 95 percent / NaBH₄ / ethanol

2: 75 percent / Li, NH₃

3: 71 percent / dimethylsulfoxide

4: 60 percent / H₂ / PtO₂ / CH₂Cl₂

5: 95 percent / PCC / CH₂Cl₂

6: 82 percent / dimethylsulfoxide

7: 72 percent / cerium ammonium nitrate / acetonitrile; H₂O

With sodium tetrahydroborate; ammonium cerium(IV) nitrate; ammonia; hydrogen; lithium; pyridinium chlorochromate; platinum(IV) oxide; In ethanol; dichloromethane; water; dimethyl sulfoxide; acetonitrile;
DOI:10.1021/jo00110a010

Reference yield:

: 38405-15-1
(4aS,5S)-4,4a,5,6,7,8-hexahydro-5-hydroxy-1,4a-dimethylnaphthalen-2(3H)-one

: 162407-21-8
2-chloro-5-methoxy-3-(1,2,4a-trimethyl-5-methylene-decahydro-naphthalen-1-ylmethyl)-[1,4]benzoquinone

Guidance literature:: Multi-step reaction with 6 steps

1: 75 percent / Li, NH₃

2: 71 percent / dimethylsulfoxide

3: 60 percent / H₂ / PtO₂ / CH₂Cl₂

4: 95 percent / PCC / CH₂Cl₂

5: 82 percent / dimethylsulfoxide

6: 72 percent / cerium ammonium nitrate / acetonitrile; H₂O

With ammonium cerium(IV) nitrate; ammonia; hydrogen; lithium; pyridinium chlorochromate; platinum(IV) oxide; In dichloromethane; water; dimethyl sulfoxide; acetonitrile;
DOI:10.1021/jo00110a010