methyl (1S,4aS,8aS)-2,5,5,8a-tetramethyl-1,4,4a,5,6,7,8,8a-octahydronaphthalene-1-carboxylate

Base Information

• Chemical Name: methyl (1S,4aS,8aS)-2,5,5,8a-tetramethyl-1,4,4a,5,6,7,8,8a-octahydronaphthalene-1-carboxylate
• CAS No.: 111319-83-6
• Molecular Formula: C₁₆H₂₆O₂
• Molecular Weight: 250.381

Synonyms:1-Naphthalenecarboxylicacid, 1,4,4a,5,6,7,8,8a-octahydro-2,5,5,8a-tetramethyl-, methyl ester, [1S-(1a,4ab,8aa)]-

Chemical Property of methyl (1S,4aS,8aS)-2,5,5,8a-tetramethyl-1,4,4a,5,6,7,8,8a-octahydronaphthalene-1-carboxylate

Chemical Property:

• Vapor Pressure: 0.00124mmHg at 25°C
• Boiling Point: 298.8°C at 760 mmHg
• Flash Point: 127.1°C
• Density: 0.961g/cm³

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of methyl (1S,4aS,8aS)-2,5,5,8a-tetramethyl-1,4,4a,5,6,7,8,8a-octahydronaphthalene-1-carboxylate

There total 1 articles about methyl (1S,4aS,8aS)-2,5,5,8a-tetramethyl-1,4,4a,5,6,7,8,8a-octahydronaphthalene-1-carboxylate 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: 86.0%

methyl (E,E)-farnesoate (3675-00-1) → Methyl (E)-3-methyl-5-(2,6,6-trimethylcyclohexen-1-yl)-2-pentenoate (4179-00-4) + (+/-)-drim-7-en-11-oic acid methyl ester (34053-22-0,38142-33-5,64750-23-8,71493-11-3,82462-60-0,105479-55-8,111319-83-6)

Guidance literature:

With fluorosulphonic acid; 1-butyl-3-methylimidazolium Tetrafluoroborate; In dichloromethane; at -45 ℃; for 0.5h;

DOI:10.1007/s10600-006-0175-6

Reference yield: 90.0%

Methyl bicyclofarnesate (34053-22-0,38142-33-5,64750-23-8,71493-11-3,82462-60-0,105479-55-8,111319-83-6) → Bicyclofarnesic acid (468-70-2,783-57-3,6799-19-5,64838-16-0,84072-17-3,111319-84-7)

Guidance literature:

With potassium hydroxide; In ethanol; for 16h; Heating;

DOI:10.1055/s-1982-29808

Reference yield:

(4aR,8aR)-2,5,5,8a-Tetramethyl-1,4,4a,5,6,7,8,8a-octahydro-naphthalene-1-carboxylic acid methyl ester (34053-22-0,38142-33-5,64750-23-8,71493-11-3,82462-60-0,105479-55-8,111319-83-6) → epi-drimenol (468-68-8,19078-37-6,54750-55-9,84108-05-4,84108-08-7,90457-95-7,90457-96-8) + (+/-)-drim-7-en-11-ol (468-68-8,19078-37-6,54750-55-9,84108-05-4,84108-08-7,90457-95-7,90457-96-8)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 12h; Yield given. Yields of byproduct given; Heating;

upstream raw materials:

methyl (E,E)-farnesoate

Downstream raw materials:

(-)-Uvidin C

Bicyclofarnesic acid

(+/-)-altiloxin A

(1aS,3S,4S,4aS,8aR)-3-Hydroxy-3,4a,8,8-tetramethyl-octahydro-1-oxa-cyclopropa[d]naphthalene-4-carboxylic acid methyl ester

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