(1R,2S,5R)-2-[1-((3aR,5S,7aS)-5-Ethyl-1,3,3a,4,5,7a-hexahydro-isoindol-2-yl)-1-methyl-ethyl]-5-methyl-cyclohexanol

Base Information

• Chemical Name: (1R,2S,5R)-2-[1-((3aR,5S,7aS)-5-Ethyl-1,3,3a,4,5,7a-hexahydro-isoindol-2-yl)-1-methyl-ethyl]-5-methyl-cyclohexanol
• CAS No.: 237058-24-1
• Molecular Formula: C₂₀H₃₅NO
• Molecular Weight: 305.504

Synonyms:(1R,2S,5R)-2-[1-((3aR,5S,7aS)-5-Ethyl-1,3,3a,4,5,7a-hexahydro-isoindol-2-yl)-1-methyl-ethyl]-5-methyl-cyclohexanol

Chemical Property of (1R,2S,5R)-2-[1-((3aR,5S,7aS)-5-Ethyl-1,3,3a,4,5,7a-hexahydro-isoindol-2-yl)-1-methyl-ethyl]-5-methyl-cyclohexanol

Chemical Property:

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Technology Process of (1R,2S,5R)-2-[1-((3aR,5S,7aS)-5-Ethyl-1,3,3a,4,5,7a-hexahydro-isoindol-2-yl)-1-methyl-ethyl]-5-methyl-cyclohexanol

There total 5 articles about (1R,2S,5R)-2-[1-((3aR,5S,7aS)-5-Ethyl-1,3,3a,4,5,7a-hexahydro-isoindol-2-yl)-1-methyl-ethyl]-5-methyl-cyclohexanol 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: 78.0%

(2S,4aS,4bS,5aR,7R,9aS,11aR)-2-Ethyl-7,10,10-trimethyl-1,4a,4b,6,7,8,9,9a,10,11a-decahydro-2H,5aH-5-oxa-10a-aza-benzo[b]fluoren-11-one (237058-16-1) → (1R,2S,5R)-2-[1-((3aR,5S,7aS)-5-Ethyl-1,3,3a,4,5,7a-hexahydro-isoindol-2-yl)-1-methyl-ethyl]-5-methyl-cyclohexanol (237058-24-1)

Guidance literature:

With lithium aluminium tetrahydride; aluminium trichloride; In tetrahydrofuran; at -10 ℃; for 0.0833333h;

DOI:10.1021/jo9904462

Reference yield:

(2E,4E)-hepta-2,4-dienal (4313-03-5) → (1R,2S,5R)-2-[1-((3aR,5S,7aS)-5-Ethyl-1,3,3a,4,5,7a-hexahydro-isoindol-2-yl)-1-methyl-ethyl]-5-methyl-cyclohexanol (237058-24-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 90 percent / 4 Angstroem MS / benzene / Ambient temperature

2: TMDA / hexane / 0 °C

3: hexane / 96 h / 20 °C

4: 78 percent / LiAlH₄, AlCl₃ / tetrahydrofuran / 0.08 h / -10 °C

With lithium aluminium tetrahydride; aluminium trichloride; 4 Angstroem MS; In tetrahydrofuran; hexane; benzene;

DOI:10.1021/jo9904462

Reference yield:

(-)-aminomenthol (55179-51-6) → (1R,2S,5R)-2-[1-((3aR,5S,7aS)-5-Ethyl-1,3,3a,4,5,7a-hexahydro-isoindol-2-yl)-1-methyl-ethyl]-5-methyl-cyclohexanol (237058-24-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 90 percent / 4 Angstroem MS / benzene / Ambient temperature

2: TMDA / hexane / 0 °C

3: hexane / 96 h / 20 °C

4: 78 percent / LiAlH₄, AlCl₃ / tetrahydrofuran / 0.08 h / -10 °C

With lithium aluminium tetrahydride; aluminium trichloride; 4 Angstroem MS; In tetrahydrofuran; hexane; benzene;

DOI:10.1021/jo9904462

upstream raw materials:

(2S,4aS,4bS,5aR,7R,9aS,11aR)-2-Ethyl-7,10,10-trimethyl-1,4a,4b,6,7,8,9,9a,10,11a-decahydro-2H,5aH-5-oxa-10a-aza-benzo[b]fluoren-11-one

(2E,4E)-hepta-2,4-dienal

(-)-aminomenthol

2α-(E,E-2',4'-heptadienyl)-4,4,7α-trimethyl-trans-octahydro-1,3-benzoxazine

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