rac-(E)-5-((1S,3R)-3-bromo-2,2-dimethyl-6-methylenecyclohexyl)-3-methylpent-2-en-1-yl acetate

Base Information

• Chemical Name: rac-(E)-5-((1S,3R)-3-bromo-2,2-dimethyl-6-methylenecyclohexyl)-3-methylpent-2-en-1-yl acetate
• CAS No.: 81517-82-0
• Molecular Formula: C₁₇H₂₇BrO₂
• Molecular Weight: 343.304
• Mol file: 81517-82-0.mol

Synonyms:rac-(E)-5-((1S,3R)-3-bromo-2,2-dimethyl-6-methylenecyclohexyl)-3-methylpent-2-en-1-yl acetate

Chemical Property of rac-(E)-5-((1S,3R)-3-bromo-2,2-dimethyl-6-methylenecyclohexyl)-3-methylpent-2-en-1-yl acetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of rac-(E)-5-((1S,3R)-3-bromo-2,2-dimethyl-6-methylenecyclohexyl)-3-methylpent-2-en-1-yl acetate

There total 3 articles about rac-(E)-5-((1S,3R)-3-bromo-2,2-dimethyl-6-methylenecyclohexyl)-3-methylpent-2-en-1-yl acetate 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: 12.0%

(2E,6E)-farnesyl acetate (4128-17-0) → Acetic acid (1S,4aR,6S,8aS)-6-bromo-5,5,8a-trimethyl-2-methylene-decahydro-naphthalen-1-ylmethyl ester (81522-26-1) + rac-(E)-5-((1S,3R)-3-bromo-2,2-dimethyl-6-methylenecyclohexyl)-3-methylpent-2-en-1-yl acetate (81517-82-0) + Acetic acid (E)-(S)-6-bromo-6-((2R,5S)-5-bromo-2,6,6-trimethyl-tetrahydro-pyran-2-yl)-3-methyl-hex-2-enyl ester (81517-83-1)

Guidance literature:

With N-Bromosuccinimide; In water; acetone; at 0 ℃; for 12h;

DOI:10.1016/S0040-4039(01)92422-0

Reference yield: 8.0%

(2E,6E)-farnesyl acetate (4128-17-0) → Acetic acid (1S,4aR,6S,8aS)-6-bromo-5,5,8a-trimethyl-2-methylene-decahydro-naphthalen-1-ylmethyl ester (81522-26-1) + rac-(E)-5-((1S,3R)-3-bromo-2,2-dimethyl-6-methylenecyclohexyl)-3-methylpent-2-en-1-yl acetate (81517-82-0)

Guidance literature:

With N-Bromosuccinimide; In acetic acid; tert-butyl alcohol; at 0 ℃; for 24h;

DOI:10.1016/S0040-4039(01)92422-0

Reference yield:

(2E,6E)-farnesyl acetate (4128-17-0) → rac-(E)-5-((1S,5R)-5-bromo-2,6,6-trimethylcyclohex-2-en-1-yl)-3-methylpent-2-en-1-yl acetate + (E)-5-(5-bromo-2,6,6-trimethylcyclohex-1-en-1-yl)-3-methylpent-2-en-1-yl acetate + rac-(E)-5-((1S,3R)-3-bromo-2,2-dimethyl-6-methylenecyclohexyl)-3-methylpent-2-en-1-yl acetate (81517-82-0)

Guidance literature:

With N-Bromosuccinimide; 1,3-bis(3,5-bis(trifluoro-ethyl)phenyl)thiourea; In dichloromethane; at -78 ℃; Inert atmosphere;

DOI:10.1021/acs.orglett.9b00352

upstream raw materials:

(2E,6E)-farnesyl acetate