(1S,2S,5R)-1-(E-2-phenylethenyl)-2-iso-propyl-5-methylcyclohexan-1-ol

Base Information

• Chemical Name: (1S,2S,5R)-1-(E-2-phenylethenyl)-2-iso-propyl-5-methylcyclohexan-1-ol
• CAS No.: 217321-02-3
• Molecular Formula: C₁₈H₂₆O
• Molecular Weight: 258.404
• Mol file: 217321-02-3.mol

Synonyms:(1S,2S,5R)-1-(E-2-phenylethenyl)-2-iso-propyl-5-methylcyclohexan-1-ol

Chemical Property of (1S,2S,5R)-1-(E-2-phenylethenyl)-2-iso-propyl-5-methylcyclohexan-1-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,2S,5R)-1-(E-2-phenylethenyl)-2-iso-propyl-5-methylcyclohexan-1-ol

There total 8 articles about (1S,2S,5R)-1-(E-2-phenylethenyl)-2-iso-propyl-5-methylcyclohexan-1-ol 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: 73.0%

(2R,5S)-menthone (10458-14-7,14073-97-3,17627-49-5,7786-64-3) + β-styrylmagnesium bromide (30094-01-0,35672-47-0,56516-81-5) → (1S,2S,5R)-1-(E-2-phenylethenyl)-2-iso-propyl-5-methylcyclohexan-1-ol (217321-02-3) + (1R,2S,5R)-2-Isopropyl-5-methyl-1-((Z)-styryl)-cyclohexanol

Guidance literature:

(2R,5S)-menthone; With cerium(III) chloride; In tetrahydrofuran; at 20 ℃; for 0.666667h;

β-styrylmagnesium bromide; In tetrahydrofuran; at 20 ℃; for 2h;

DOI:10.1016/S0957-4166(01)00206-3

Reference yield:

(2R,5S)-menthone (10458-14-7,14073-97-3,17627-49-5,7786-64-3) → (1S,2S,5R)-1-(E-2-phenylethenyl)-2-iso-propyl-5-methylcyclohexan-1-ol (217321-02-3)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrahydrofuran / -78 °C

2: Red-Al / tetrahydrofuran

With sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran;

DOI:10.1021/ja982525l

Reference yield:

lithium phenylacetylide (4440-01-1) → (1S,2S,5R)-1-(E-2-phenylethenyl)-2-iso-propyl-5-methylcyclohexan-1-ol (217321-02-3)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrahydrofuran / -78 °C

2: Red-Al / tetrahydrofuran

With sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran;

DOI:10.1021/ja982525l

upstream raw materials:

(2R,5S)-menthone

(E)-2-phenylethenyllithium

β-styrylmagnesium bromide

phenylacetylene

Downstream raw materials:

Carbonic acid (1R,2S,5R)-2-isopropyl-5-methyl-1-((E)-styryl)-cyclohexyl ester methyl ester

{(R)-1-[(2S,5R)-2-Isopropyl-5-methyl-cyclohex-(E)-ylidenemethyl]-2,2-dimethyl-propyl}-benzene

(R)-3,3-Dimethyl-2-phenyl-1-butanol