(4R,5R)-2-((E)-6-(4-chlorophenyl)-3-methylhex-3-en-1-yl)-4,5-dimethyl-1,3-dioxolane

Base Information

• Chemical Name: (4R,5R)-2-((E)-6-(4-chlorophenyl)-3-methylhex-3-en-1-yl)-4,5-dimethyl-1,3-dioxolane
• CAS No.: 1402736-17-7
• Molecular Formula: C₁₈H₂₅ClO₂
• Molecular Weight: 308.848
• Mol file: 1402736-17-7.mol

Synonyms:(4R,5R)-2-((E)-6-(4-chlorophenyl)-3-methylhex-3-en-1-yl)-4,5-dimethyl-1,3-dioxolane

Chemical Property of (4R,5R)-2-((E)-6-(4-chlorophenyl)-3-methylhex-3-en-1-yl)-4,5-dimethyl-1,3-dioxolane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4R,5R)-2-((E)-6-(4-chlorophenyl)-3-methylhex-3-en-1-yl)-4,5-dimethyl-1,3-dioxolane

There total 1 articles about (4R,5R)-2-((E)-6-(4-chlorophenyl)-3-methylhex-3-en-1-yl)-4,5-dimethyl-1,3-dioxolane 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: 88.0%

(R,R)-2,3-butandiol (24347-58-8) + C18H27ClO2 (1402736-34-8) → (4R,5R)-2-((E)-6-(4-chlorophenyl)-3-methylhex-3-en-1-yl)-4,5-dimethyl-1,3-dioxolane (1402736-17-7)

Guidance literature:

With toluene-4-sulfonic acid; In dichloromethane; at 20 ℃; for 5h;

DOI:10.1002/anie.201202699

Reference yield: 80.0%

(4R,5R)-2-((E)-6-(4-chlorophenyl)-3-methylhex-3-en-1-yl)-4,5-dimethyl-1,3-dioxolane (1402736-17-7) + triisopropyl((2-methylprop-1-en-1-yl)oxy)silane → (((1S,2R,3R,5R)-2-((4-chlorophen)ethyl)-1,4,4-trimethyl-8-oxabicyclo[3.2.1]octan-3-yl)oxy)triisopropylsilane (1402735-96-9)

Guidance literature:

With titanium tetrachloride; In dichloromethane; at -78 ℃; for 10h; optical yield given as %ee; enantioselective reaction; Molecular sieve;

DOI:10.1002/anie.201202699

Reference yield:

(4R,5R)-2-((E)-6-(4-chlorophenyl)-3-methylhex-3-en-1-yl)-4,5-dimethyl-1,3-dioxolane (1402736-17-7) → (1S,2R,3R,5R)-2-((4-chlorophen)ethyl)-1,4,4-trimethyl-8-oxabicyclo[3.2.1]octan-3-ol (1402735-93-6)

Guidance literature:

Multi-step reaction with 2 steps

1: titanium tetrachloride / dichloromethane / 10 h / -78 °C / Molecular sieve

2: tetrabutyl ammonium fluoride / tetrahydrofuran / 12 h / 0 - 20 °C

With tetrabutyl ammonium fluoride; titanium tetrachloride; In tetrahydrofuran; dichloromethane;

DOI:10.1002/anie.201202699

upstream raw materials:

(R,R)-2,3-butandiol

C₁₈H₂₇ClO₂

Downstream raw materials:

(1S,2R,3R,5R)-2-((4-chlorophen)ethyl)-1,4,4-trimethyl-8-oxabicyclo[3.2.1]octan-3-ol

(((1S,2R,3R,5R)-2-((4-chlorophen)ethyl)-1,4,4-trimethyl-8-oxabicyclo[3.2.1]octan-3-yl)oxy)triisopropylsilane