(R)-2-(3-(2-iodo-6,6-dimethylcyclohex-2-en-1-yl)propyl)-1,3-dioxolane

Base Information

• Chemical Name: (R)-2-(3-(2-iodo-6,6-dimethylcyclohex-2-en-1-yl)propyl)-1,3-dioxolane
• CAS No.: 1321556-48-2
• Molecular Formula: C₁₄H₂₃IO₂
• Molecular Weight: 350.24
• Mol file: 1321556-48-2.mol

Synonyms:(R)-2-(3-(2-iodo-6,6-dimethylcyclohex-2-en-1-yl)propyl)-1,3-dioxolane

Chemical Property of (R)-2-(3-(2-iodo-6,6-dimethylcyclohex-2-en-1-yl)propyl)-1,3-dioxolane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-2-(3-(2-iodo-6,6-dimethylcyclohex-2-en-1-yl)propyl)-1,3-dioxolane

There total 1 articles about (R)-2-(3-(2-iodo-6,6-dimethylcyclohex-2-en-1-yl)propyl)-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: 96.0%

2-(3-bromopropyl)-1,3-dioxolane (62563-07-9) + phosphoric acid diethyl ester (R)-2-iodo-4,4-dimethylcyclohex-2-enyl ester (725739-83-3) → (R)-2-(3-(2-iodo-6,6-dimethylcyclohex-2-en-1-yl)propyl)-1,3-dioxolane (1321556-48-2)

Guidance literature:

2-(3-bromopropyl)-1,3-dioxolane; With magnesium; In tetrahydrofuran; at 70 ℃; Inert atmosphere;

With copper(l) cyanide; In tetrahydrofuran; at -40 - 0 ℃; Inert atmosphere;

phosphoric acid diethyl ester (R)-2-iodo-4,4-dimethylcyclohex-2-enyl ester; In tetrahydrofuran; at -40 ℃; Inert atmosphere;

DOI:10.1021/jo201111w

Reference yield: 82.0%

(R)-2-(3-(2-iodo-6,6-dimethylcyclohex-2-en-1-yl)propyl)-1,3-dioxolane (1321556-48-2) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → (R)-6-(3-(1,3-dioxolan-2-yl)propyl)-5,5-dimethylcyclohex-1-enecarbaldehyde (1321556-50-6)

Guidance literature:

(R)-2-(3-(2-iodo-6,6-dimethylcyclohex-2-en-1-yl)propyl)-1,3-dioxolane; With tert.-butyl lithium; In tetrahydrofuran; pentane; at -78 ℃; for 0.166667h; Inert atmosphere;

N,N-dimethyl-formamide; In tetrahydrofuran; pentane; at -78 - 20 ℃; for 0.166667h; Inert atmosphere;

DOI:10.1021/jo201111w

Reference yield:

(R)-2-(3-(2-iodo-6,6-dimethylcyclohex-2-en-1-yl)propyl)-1,3-dioxolane (1321556-48-2) → (R)-5,5-dimethyl-6-(4-oxobutyl)cyclohex-1-enecarbaldehyde (1321556-47-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: tert.-butyl lithium / tetrahydrofuran; pentane / 0.17 h / -78 °C / Inert atmosphere

1.2: 0.17 h / -78 - 20 °C / Inert atmosphere

2.1: formic acid / tetrahydrofuran; water / 10 h / 50 °C / Inert atmosphere

With formic acid; tert.-butyl lithium; In tetrahydrofuran; water; pentane;

DOI:10.1021/jo201111w

upstream raw materials:

2-(3-bromopropyl)-1,3-dioxolane

phosphoric acid diethyl ester (R)-2-iodo-4,4-dimethylcyclohex-2-enyl ester

Downstream raw materials:

(R)-5,5-dimethyl-6-(4-oxobutyl)cyclohex-1-enecarbaldehyde

(R)-6-(3-(1,3-dioxolan-2-yl)propyl)-5,5-dimethylcyclohex-1-enecarbaldehyde