(1R,2S,5R)-1-cyclopentadienyl-cis-5-methyl-trans-2-(2-propyl)cyclohexane

Base Information

• Chemical Name: (1R,2S,5R)-1-cyclopentadienyl-cis-5-methyl-trans-2-(2-propyl)cyclohexane
• CAS No.: 139756-61-9
• Molecular Formula: C₁₅H₂₄
• Molecular Weight: 204.356
• Mol file: 139756-61-9.mol

Synonyms:(1R,2S,5R)-1-cyclopentadienyl-cis-5-methyl-trans-2-(2-propyl)cyclohexane

Chemical Property of (1R,2S,5R)-1-cyclopentadienyl-cis-5-methyl-trans-2-(2-propyl)cyclohexane

Chemical Property:

Purity/Quality:

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Technology Process of (1R,2S,5R)-1-cyclopentadienyl-cis-5-methyl-trans-2-(2-propyl)cyclohexane

There total 2 articles about (1R,2S,5R)-1-cyclopentadienyl-cis-5-methyl-trans-2-(2-propyl)cyclohexane 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:

Neomenthol (2216-52-6) → (1R,2S,5R)-1-cyclopentadienyl-cis-5-methyl-trans-2-(2-propyl)cyclohexane (139756-61-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) n-BuLi / 1.) THF, hexane, 30 min, 2.) THF, hexane, from -20 to -5 deg C, 9 h

2: tetrahydrofuran; hexane / 16 h / -5 - 20 °C

With n-butyllithium; In tetrahydrofuran; hexane;

DOI:10.1021/ja00101a047

Reference yield:

(1S,2S,5R)-(+)-2-isopropyl-5-methylcyclohexyl tosylate (2230-82-2,2230-91-3,7212-65-9,14539-75-4,14539-76-5,60183-51-9,63559-37-5,2230-77-5) + sodium cyclopentadienide → (1R,2S,5R)-1-cyclopentadienyl-cis-5-methyl-trans-2-(2-propyl)cyclohexane (139756-61-9)

Guidance literature:

In tetrahydrofuran; hexane; at -5 - 20 ℃; for 16h; Yield given;

DOI:10.1021/ja00101a047

Reference yield:

(1R,2S,5R)-1-cyclopentadienyl-cis-5-methyl-trans-2-(2-propyl)cyclohexane (139756-61-9) → trans-2-neomenthyl-6-(5-undecyl-1,3-dioxan-2-yl)azulene

Guidance literature:

Multi-step reaction with 2 steps

1: 1. ) NaH / 1.) THF, 20 deg C, 30 min, 2.) THF, reflux, 16 h

2: ion-exchange resin / ethyl acetate / 1 h / 60 °C

With ion-exchange resin; sodium hydride; In ethyl acetate;

DOI:10.1039/a606139g

upstream raw materials:

(1S,2S,5R)-(+)-2-isopropyl-5-methylcyclohexyl tosylate

Neomenthol