C₁₄H₂₀O₆

Base Information

• Chemical Name: C₁₄H₂₀O₆
• CAS No.: 1446467-05-5
• Molecular Formula: C₁₄H₂₀O₆
• Molecular Weight: 284.309
• Mol file: 1446467-05-5.mol

Synonyms:C₁₄H₂₀O₆

Chemical Property of C₁₄H₂₀O₆

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₁₄H₂₀O₆

There total 1 articles about C₁₄H₂₀O₆ 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: 49.4%

vinyl acetate (108-05-4,9003-20-7) + ethyl 5-hydroxy-3,4-isopropylidenedioxycyclohex-1-enecarboxylate → C14H20O6 (1446467-05-5) + ethyl (3R,4S,5S)-3,4-isopropylidenedioxy-5-hydroxy-cyclohex-1-ene-1-carboxylate (136994-78-0)

Guidance literature:

With Burkholderia cepacia lipase (Amano PS-IM); at 20 ℃; for 8h; Reagent/catalyst; Time; enantioselective reaction; Enzymatic reaction;

DOI:10.1016/j.tet.2013.05.004

Reference yield: 87.0%

C14H20O6 (1446467-05-5) → ethyl (3S,4S,5R)-5-acetoxy-3,4-dihydroxycyclohex-1-enecarboxylate (1446467-08-8)

Guidance literature:

With iron(III) chloride hexahydrate; In dichloromethane; at 20 ℃; for 6h;

DOI:10.1016/j.tet.2013.05.004

Reference yield:

C14H20O6 (1446467-05-5) → (3R,4S,5R)-3,4,5-trihydroxycyclohex-1-ene-1-carboxylic acid ethyl ester (101769-63-5)

Guidance literature:

Multi-step reaction with 6 steps

1: iron(III) chloride hexahydrate / dichloromethane / 6 h / 20 °C

2: triethylamine; thionyl chloride / tetrahydrofuran / 0.5 h / 0 °C

3: 12 h / 40 °C

4: pyridine; dmap / dichloromethane / 0.5 h / 0 °C

5: potassium nitrite / N,N-dimethyl-formamide / 3 h / 20 °C

6: sulfuric acid / ethanol / 14 h / 20 °C

With pyridine; dmap; thionyl chloride; potassium nitrite; iron(III) chloride hexahydrate; sulfuric acid; triethylamine; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.tet.2013.05.004

upstream raw materials:

vinyl acetate

Downstream raw materials:

(3R,4S,5R)-3,4,5-trihydroxycyclohex-1-ene-1-carboxylic acid ethyl ester

ethyl (3S,4S,5R)-5-acetoxy-3,4-dihydroxycyclohex-1-enecarboxylate

C₁₃H₁₈O₇

C₁₄H₁₇F₃O₉S

Refernces