(5R,6R)-6-[(3E,7E)-9-bromo-3,7-dimethylnona-3,7-dienyl]-1,5,6-trimethylcyclohex-1-ene

Base Information

• Chemical Name: (5R,6R)-6-[(3E,7E)-9-bromo-3,7-dimethylnona-3,7-dienyl]-1,5,6-trimethylcyclohex-1-ene
• CAS No.: 126225-08-9
• Molecular Formula: C₂₀H₃₃Br
• Molecular Weight: 353.386

Synonyms:(5R,6R)-6-[(3E,7E)-9-bromo-3,7-dimethylnona-3,7-dienyl]-1,5,6-trimethylcyclohex-1-ene

Chemical Property of (5R,6R)-6-[(3E,7E)-9-bromo-3,7-dimethylnona-3,7-dienyl]-1,5,6-trimethylcyclohex-1-ene

Chemical Property:

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Technology Process of (5R,6R)-6-[(3E,7E)-9-bromo-3,7-dimethylnona-3,7-dienyl]-1,5,6-trimethylcyclohex-1-ene

There total 12 articles about (5R,6R)-6-[(3E,7E)-9-bromo-3,7-dimethylnona-3,7-dienyl]-1,5,6-trimethylcyclohex-1-ene 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: 93.0%

(2E,6E)-3,7-dimethyl-9-[(1S,6R)-1,2,6-trimethylcyclohex-2-enyl]nona-2,6-dien-1-ol (1107508-48-4) → (5R,6R)-6-[(3E,7E)-9-bromo-3,7-dimethylnona-3,7-dienyl]-1,5,6-trimethylcyclohex-1-ene (126225-08-9)

Guidance literature:

With phosphorus tribromide; In diethyl ether; at 0 ℃; for 3h;

DOI:10.1016/j.tet.2008.10.081

Reference yield:

((2E,6E)-7-Bromo-3-methyl-octa-2,6-dienyloxymethyl)-benzene (127891-09-2) → (5R,6S)-6-((3E,7E)-9-Bromo-3,7-dimethyl-nona-3,7-dienyl)-1,5,6-trimethyl-cyclohexene (126225-08-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) t-BuLi, ZnBr₂ / 2.) PdCl₂dppf (3 molpercent) / 1.) Et₂O, THF

2: Li / liquid ammonia

3: PBr₃, C₅H₅N / liquid ammonia

With pyridine; tert.-butyl lithium; phosphorus tribromide; lithium; zinc dibromide; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In ammonia;

DOI:10.1016/S0040-4039(01)93906-1

Reference yield:

(5R,6S)-6-(2-Iodo-ethyl)-1,5,6-trimethyl-cyclohexene (127891-07-0) → (5R,6S)-6-((3E,7E)-9-Bromo-3,7-dimethyl-nona-3,7-dienyl)-1,5,6-trimethyl-cyclohexene (126225-08-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) t-BuLi, ZnBr₂ / 2.) PdCl₂dppf (3 molpercent) / 1.) Et₂O, THF

2: Li / liquid ammonia

3: PBr₃, C₅H₅N / liquid ammonia

With pyridine; tert.-butyl lithium; phosphorus tribromide; lithium; zinc dibromide; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In ammonia;

DOI:10.1016/S0040-4039(01)93906-1

upstream raw materials:

(2E,6E)-3,7-Dimethyl-9-((1S,6R)-1,2,6-trimethyl-cyclohex-2-enyl)-nona-2,6-dien-1-ol

(5R,6S)-6-(2-Iodo-ethyl)-1,5,6-trimethyl-cyclohexene

(2R,3S)-2-(2-Benzyloxy-ethyl)-1,2,3-trimethyl-cyclohexanol

((2E,6E)-7-Bromo-3-methyl-octa-2,6-dienyloxymethyl)-benzene

Downstream raw materials:

ageline A

N₆-{(2'E,6'E)-3,7-dimethyl-9-[(1R,6S)-1,2,6-trimethylcyclohex-2-enyl]nona-2,6-dienyl}-N₆-tert-butoxy-9-methyl-9H-purin-6-amine

7-{(2'E,6'E)-3,7-dimethyl-9-[(1R,6S)-1,2,6-trimethylcyclohex-2-enyl]nona-2,6-dienyl}-6-tert-butoxyamino-9-methyl-7H-purinium

2-{2-[(2E,6E)-3,7-Dimethyl-9-((1S,6R)-1,2,6-trimethyl-cyclohex-2-enyl)-nona-2,6-diene-1-sulfonyl]-ethyl}-isoindole-1,3-dione

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