diethyl (4R)-trans-2-phenyl-2-(5-oxooct-4-yl)-1,3-dioxolan-4,5-dicarboxylate

Base Information

• Chemical Name: diethyl (4R)-trans-2-phenyl-2-(5-oxooct-4-yl)-1,3-dioxolan-4,5-dicarboxylate
• CAS No.: 140630-66-6
• Molecular Formula: C₂₃H₃₂O₇
• Molecular Weight: 420.503
• Mol file: 140630-66-6.mol

Synonyms:diethyl (4R)-trans-2-phenyl-2-(5-oxooct-4-yl)-1,3-dioxolan-4,5-dicarboxylate

Chemical Property of diethyl (4R)-trans-2-phenyl-2-(5-oxooct-4-yl)-1,3-dioxolan-4,5-dicarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of diethyl (4R)-trans-2-phenyl-2-(5-oxooct-4-yl)-1,3-dioxolan-4,5-dicarboxylate

There total 4 articles about diethyl (4R)-trans-2-phenyl-2-(5-oxooct-4-yl)-1,3-dioxolan-4,5-dicarboxylate 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: 90.0%

Trimethyl-((E)-1-propyl-pent-1-enyloxy)-silane (96454-28-3) + diethyl (4R)-trans-2-methoxy-2-phenyl-1,3-dioxolan-4,5-dicarboxylate (134745-03-2) → diethyl (4R)-trans-2-phenyl-2-(5-oxooct-4-yl)-1,3-dioxolan-4,5-dicarboxylate (140630-66-6)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at -60 ℃; for 3h;

DOI:10.1039/c39910000391

Reference yield:

diethyl (2R,3R)-tartrate (87-91-2) → diethyl (4R)-trans-2-phenyl-2-(5-oxooct-4-yl)-1,3-dioxolan-4,5-dicarboxylate (140630-66-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 65 percent / conc. H₂SO₄ / benzene / 80 °C

2: 90 percent Chromat_. / BF₃*OEt₂ / CH₂Cl₂ / 5 h / -60 °C

With sulfuric acid; boron trifluoride diethyl etherate; In dichloromethane; benzene;

DOI:10.1016/S0040-4020(01)90792-6

Reference yield:

(E)-4-Bromo-4-octene (24291-80-3) → diethyl (4R)-trans-2-phenyl-2-(5-oxooct-4-yl)-1,3-dioxolan-4,5-dicarboxylate (140630-66-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) s-BuLi

2: 90 percent Chromat_. / BF₃*OEt₂ / CH₂Cl₂ / 5 h / -60 °C

With boron trifluoride diethyl etherate; sec.-butyllithium; In dichloromethane;

DOI:10.1016/S0040-4020(01)90792-6

upstream raw materials:

Trimethyl-((E)-1-propyl-pent-1-enyloxy)-silane

diethyl (4R)-trans-2-methoxy-2-phenyl-1,3-dioxolan-4,5-dicarboxylate

diethyl (2R,3R)-tartrate

(E)-4-Bromo-4-octene