C₁₄H₂₄O₅

Base Information

• Chemical Name: C₁₄H₂₄O₅
• CAS No.: 1449307-34-9
• Molecular Formula: C₁₄H₂₄O₅
• Molecular Weight: 272.342
• Mol file: 1449307-34-9.mol

Synonyms:C₁₄H₂₄O₅

Chemical Property of C₁₄H₂₄O₅

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₁₄H₂₄O₅

There total 1 articles about C₁₄H₂₄O₅ 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: 49.0%

(5R)-(L-menthyloxy)-2(5H)-furanone (112968-75-9,122079-41-8,122079-45-2,135041-07-5,77934-87-3) → C14H24O5 (1449307-34-9)

Guidance literature:

With potassium permanganate; water; In acetone; at -5 - 50 ℃; for 2.67h; Inert atmosphere;

DOI:10.1016/j.tet.2013.05.091

Reference yield: 97.0%

C14H24O5 (1449307-34-9) + acetone (67-64-1) → C17H28O5 (1449307-33-8)

Guidance literature:

With boron trifluoride diethyl etherate; In ethyl acetate; at 0 - 20 ℃; for 8h;

DOI:10.1016/j.tet.2013.05.091

Reference yield:

C14H24O5 (1449307-34-9) → (3S,4R,5R)-3-[(S)-1-hydroxyethyl]-5-{(1R,2S,5R)-[2-isopropyl-5-methylcyclohexyl]oxy}-3,4-(isopropylidenedioxy)-4,5-dihydro-3H-furan-2-one (1449307-00-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: boron trifluoride diethyl etherate / ethyl acetate / 8 h / 0 - 20 °C

2.1: lithium diisopropyl amide / tetrahydrofuran / 0.08 h / -78 °C / Inert atmosphere

2.2: 0.5 h / -78 °C / Inert atmosphere

3.1: trimethyl(benzyl)ammonium fluoride / tetrahydrofuran / 2.3 h / -78 - -10 °C / Molecular sieve; Inert atmosphere

With boron trifluoride diethyl etherate; trimethyl(benzyl)ammonium fluoride; lithium diisopropyl amide; In tetrahydrofuran; ethyl acetate;

DOI:10.1016/j.tet.2013.05.091

upstream raw materials:

(5R)-(L-menthyloxy)-2(5H)-furanone

Downstream raw materials:

(3S,4R,5R)-3-[(S)-1-hydroxyethyl]-5-{(1R,2S,5R)-[2-isopropyl-5-methylcyclohexyl]oxy}-3,4-(isopropylidenedioxy)-4,5-dihydro-3H-furan-2-one

(3R,4R,5R)-3-[(S)-1-(tert-butyldimethylsiloxy)ethyl]-5-{[(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl]oxy}-3,4-(isopropylidenedioxy)-4,5-dihydro-3H-furan-2-one

(3R,4R,5R)-3-(1-hydroxy-1-methylethyl)-5-{[(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl]oxy}-3,4-(isopropylidenedioxy)-4,5-dihydro-3H-furan-2-one

(3R,4S,5R)-5-{(1R,2S,5R)-[2-isopropyl-5-methylcyclohexyl]oxy}-3,4-(isopropylidenedioxy)-3-(trimethylsilyl)-4,5-dihydro-3H-furan-2-one