(3S)-(+)-3-tert-butylcyclohexene

Base Information

• Chemical Name: (3S)-(+)-3-tert-butylcyclohexene
• CAS No.: 77242-41-2
• Molecular Formula: C₁₀H₁₈
• Molecular Weight: 138.253
• Mol file: 77242-41-2.mol

Synonyms:(3S)-(+)-3-tert-butylcyclohexene

Chemical Property of (3S)-(+)-3-tert-butylcyclohexene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (3S)-(+)-3-tert-butylcyclohexene

There total 7 articles about (3S)-(+)-3-tert-butylcyclohexene 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:

tert-butylmagnesium bromide (2259-30-5) + rac-3-bromocyclohexene (1521-51-3,113667-32-6) → (3S)-(+)-3-tert-butylcyclohexene (77242-41-2) + (R)-3-tert-butylcyclohex-1-ene

Guidance literature:

With O,O'-(S)-(1,1'-dinaphthyl-2,2'-diyl)-N,N-di-(S,S)-[2-phenylethylphosphoramidite]; copper(I) thiophene-2-carboxylate; In diethyl ether; dichloromethane; at -78 ℃; for 1h; optical yield given as %ee; Inert atmosphere;

DOI:10.1039/b907722g

Reference yield:

3-tert-butylphenyol (585-34-2) → (3S)-(+)-3-tert-butylcyclohexene (77242-41-2)

Guidance literature:

Multi-step reaction with 4 steps

1: hydrogen / PtO₂ / acetic acid

2: Jones oxidation

3: NAD⁺-HLAD / ethanol / 1008 h

4: H₃PO₄

With phosphoric acid; NAD⁺-HLAD; hydrogen; platinum(IV) oxide; In ethanol; acetic acid;

Reference yield:

3-tert-butylcyclohexanol (4534-70-7) → (3S)-(+)-3-tert-butylcyclohexene (77242-41-2)

Guidance literature:

Multi-step reaction with 3 steps

1: Jones oxidation

2: NAD⁺-HLAD / ethanol / 1008 h

3: H₃PO₄

With phosphoric acid; NAD⁺-HLAD; In ethanol;

upstream raw materials:

4-(1,1-dimethylethyl)-cyclohexanol

(1S,3S)-trans-3-tert-butylcyclohexanol

2-tert-butylcyclohexan-1-ol

3-tert-butylphenyol

Refernces

• 1、 Langlois, Jean-Baptiste,Alexakis, Alexandre. "Dynamic kinetic asymmetric transformation in copper catalyzed allylic alkylation". supporting information; experimental part. p. 3868 - 3870. Retrieved 2010/01/06.