(R)-(-)-4-(4'-methyl-2'-oxocyclohex-3'-en-1'-yl)butyraldehyde dimethyl acetal

Base Information

• Chemical Name: (R)-(-)-4-(4'-methyl-2'-oxocyclohex-3'-en-1'-yl)butyraldehyde dimethyl acetal
• CAS No.: 176980-51-1
• Molecular Formula: C₁₃H₂₂O₃
• Molecular Weight: 226.316
• Mol file: 176980-51-1.mol

Synonyms:(R)-(-)-4-(4'-methyl-2'-oxocyclohex-3'-en-1'-yl)butyraldehyde dimethyl acetal

Chemical Property of (R)-(-)-4-(4'-methyl-2'-oxocyclohex-3'-en-1'-yl)butyraldehyde dimethyl acetal

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-(-)-4-(4'-methyl-2'-oxocyclohex-3'-en-1'-yl)butyraldehyde dimethyl acetal

There total 3 articles about (R)-(-)-4-(4'-methyl-2'-oxocyclohex-3'-en-1'-yl)butyraldehyde dimethyl acetal 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: 86.0%

[(R)-6-(4,4-Dimethoxy-butyl)-3-methyl-cyclohex-2-en-(Z)-ylidene]-((S)-2-methoxymethyl-pyrrolidin-1-yl)-amine → (R)-(-)-4-(4'-methyl-2'-oxocyclohex-3'-en-1'-yl)butyraldehyde dimethyl acetal (176980-51-1)

Guidance literature:

With ozone; In dichloromethane; at -78 ℃;

DOI:10.1021/jo9600417

Reference yield:

4-iodobutyraldehyde dimethyl acetal (91988-32-8) → (R)-(-)-4-(4'-methyl-2'-oxocyclohex-3'-en-1'-yl)butyraldehyde dimethyl acetal (176980-51-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) diisopropylamine, lithium chloride, n-butyllithium / 1.) THF, -95 deg C, 4 h, 2.) THF, 30 min

2: 86 percent / ozone / CH₂Cl₂ / -78 °C

With n-butyllithium; ozone; diisopropylamine; lithium chloride; In dichloromethane;

DOI:10.1021/jo9600417

Reference yield:

((S)-2-Methoxymethyl-pyrrolidin-1-yl)-[3-methyl-cyclohex-2-en-(Z)-ylidene]-amine → (R)-(-)-4-(4'-methyl-2'-oxocyclohex-3'-en-1'-yl)butyraldehyde dimethyl acetal (176980-51-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) diisopropylamine, lithium chloride, n-butyllithium / 1.) THF, -95 deg C, 4 h, 2.) THF, 30 min

2: 86 percent / ozone / CH₂Cl₂ / -78 °C

With n-butyllithium; ozone; diisopropylamine; lithium chloride; In dichloromethane;

DOI:10.1021/jo9600417

upstream raw materials:

4-iodobutyraldehyde dimethyl acetal

Downstream raw materials:

(E)-6-((R)-4-Methyl-2-oxo-cyclohex-3-enyl)-hex-2-enoic acid methyl ester

(R)-(-)-4-(4'-methyl-2'-oxocyclohex-3'-en-1'-yl)butyraldehyde