(2R,3S)-2-Acetoxy-3-cyclohex-1-enyl-butyric acid ethyl ester

Base Information

• Chemical Name: (2R,3S)-2-Acetoxy-3-cyclohex-1-enyl-butyric acid ethyl ester
• CAS No.: 669715-02-0
• Molecular Formula: C₁₄H₂₂O₄
• Molecular Weight: 254.326
• Mol file: 669715-02-0.mol

Synonyms:(2R,3S)-2-Acetoxy-3-cyclohex-1-enyl-butyric acid ethyl ester

Chemical Property of (2R,3S)-2-Acetoxy-3-cyclohex-1-enyl-butyric acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3S)-2-Acetoxy-3-cyclohex-1-enyl-butyric acid ethyl ester

There total 1 articles about (2R,3S)-2-Acetoxy-3-cyclohex-1-enyl-butyric acid ethyl ester 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: 43.0%

vinyl acetate (108-05-4,9003-20-7) + (2S,3R)-2-Acetoxy-3-cyclohex-1-enyl-butyric acid ethyl ester → (2S,3R)-3-Cyclohex-1-enyl-2-hydroxy-butyric acid ethyl ester + (2R,3S)-2-Acetoxy-3-cyclohex-1-enyl-butyric acid ethyl ester (669715-02-0)

Guidance literature:

With Altus 20; In toluene; at 20 ℃; for 48h;

DOI:10.1002/jccs.200300129

Reference yield: 87.0%

(2R,3S)-2-Acetoxy-3-cyclohex-1-enyl-butyric acid ethyl ester (669715-02-0) → (2R,3S)-3-Cyclohex-1-enyl-2-hydroxy-butyric acid ethyl ester (669715-04-2)

Guidance literature:

With ethanol; potassium carbonate; at 20 ℃; for 5h;

DOI:10.1002/jccs.200300129

Reference yield:

(2R,3S)-2-Acetoxy-3-cyclohex-1-enyl-butyric acid ethyl ester (669715-02-0) → (R)-3-Cyclohex-1-enyl-butyraldehyde (669715-08-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 87 percent / K₂CO₃; EtOH / 5 h / 20 °C

2: 89 percent / pyridine / CH₂Cl₂ / 12 h / 0 °C

3: 88 percent / LiAlH₄ / tetrahydrofuran / 0 - 20 °C

4: 84 percent / PCC / CH₂Cl₂ / 2 h / 20 °C

With pyridine; lithium aluminium tetrahydride; ethanol; potassium carbonate; pyridinium chlorochromate; In tetrahydrofuran; dichloromethane;

DOI:10.1002/jccs.200300129

upstream raw materials:

vinyl acetate

Downstream raw materials:

(2R,3S)-3-Cyclohex-1-enyl-2-hydroxy-butyric acid ethyl ester

(R)-3-Cyclohex-1-enyl-butyraldehyde

(R)-3-Cyclohex-1-enyl-butan-1-ol

2-((R)-3-Cyclohex-1-enyl-butyl)-3-hydroxy-cyclopent-2-enone