4aR,5R,8aR-decahydro-1,1,4a-trimethyl-6-methylene-5-[(2,3,5,6-tetramethoxyphenyl)methyl]naphthalene

Base Information

• Chemical Name: 4aR,5R,8aR-decahydro-1,1,4a-trimethyl-6-methylene-5-[(2,3,5,6-tetramethoxyphenyl)methyl]naphthalene
• CAS No.: 619300-78-6
• Molecular Formula: C₂₅H₃₈O₄
• Molecular Weight: 402.574

Synonyms:4aR,5R,8aR-decahydro-1,1,4a-trimethyl-6-methylene-5-[(2,3,5,6-tetramethoxyphenyl)methyl]naphthalene

Chemical Property of 4aR,5R,8aR-decahydro-1,1,4a-trimethyl-6-methylene-5-[(2,3,5,6-tetramethoxyphenyl)methyl]naphthalene

Chemical Property:

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Technology Process of 4aR,5R,8aR-decahydro-1,1,4a-trimethyl-6-methylene-5-[(2,3,5,6-tetramethoxyphenyl)methyl]naphthalene

There total 3 articles about 4aR,5R,8aR-decahydro-1,1,4a-trimethyl-6-methylene-5-[(2,3,5,6-tetramethoxyphenyl)methyl]naphthalene 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: 80.0%

1R,4aR,8aR-decahydro-5,5,8a-trimethyl-2-methylene-α-(2,3,5,6-tetramethoxyphenyl)naphthalene-1-methanol (619300-76-4) → 4aR,5R,8aR-decahydro-1,1,4a-trimethyl-6-methylene-5-[(2,3,5,6-tetramethoxyphenyl)methyl]naphthalene (619300-78-6)

Guidance literature:

With lithium; In tetrahydrofuran; ammonia; at -78 ℃; for 0.25h;

DOI:10.1002/hlca.200390158

Reference yield:

1,2,4,5-tetramethoxybenzene (2441-46-5) → 4aR,5R,8aR-decahydro-1,1,4a-trimethyl-6-methylene-5-[(2,3,5,6-tetramethoxyphenyl)methyl]naphthalene (619300-78-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: BuLi; tetramethylethylenediamine / tetrahydrofuran; hexane / 0.5 h / -78 °C

1.2: 85 percent / tetrahydrofuran; hexane / 0.5 h

2.1: 80 percent / Li / tetrahydrofuran; liquid ammonia / 0.25 h / -78 °C

With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; lithium; In tetrahydrofuran; hexane; ammonia;

DOI:10.1002/hlca.200390158

Reference yield:

(8aR)-albicanal (293309-97-4) → 4aR,5R,8aR-decahydro-1,1,4a-trimethyl-6-methylene-5-[(2,3,5,6-tetramethoxyphenyl)methyl]naphthalene (619300-78-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: BuLi; tetramethylethylenediamine / tetrahydrofuran; hexane / 0.5 h / -78 °C

1.2: 85 percent / tetrahydrofuran; hexane / 0.5 h

2.1: 80 percent / Li / tetrahydrofuran; liquid ammonia / 0.25 h / -78 °C

With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; lithium; In tetrahydrofuran; hexane; ammonia;

DOI:10.1002/hlca.200390158

upstream raw materials:

1R,4aR,8aR-decahydro-5,5,8a-trimethyl-2-methylene-α-(2,3,5,6-tetramethoxyphenyl)naphthalene-1-methanol

1,2,4,5-tetramethoxybenzene

(8aR)-albicanal

Downstream raw materials:

3-{[(1R,4aR,5R,8aR)-decahydro-5,5,8a-trimethyl-2-methylenenaphthalen-1-yl]methyl}-2,5-dimethoxycyclohexa-2,5-diene-1,4-dione

3-{[(1R,4aR,5R,8aR)-decahydro-5,5,8a-trimethyl-2-methylenenaphthalen-1-yl]methyl}-4,5-dimethoxycyclohexa-3,5-diene-1,2-dione

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