(+)-(R)-methyl 3-[3,4-bis(acetoxy)phenyl]-2-acetoxypropanoate

Base Information

• Chemical Name: (+)-(R)-methyl 3-[3,4-bis(acetoxy)phenyl]-2-acetoxypropanoate
• CAS No.: 1162198-76-6
• Molecular Formula: C₁₆H₁₈O₈
• Molecular Weight: 338.314
• Mol file: 1162198-76-6.mol

Synonyms:(+)-(R)-methyl 3-[3,4-bis(acetoxy)phenyl]-2-acetoxypropanoate

Chemical Property of (+)-(R)-methyl 3-[3,4-bis(acetoxy)phenyl]-2-acetoxypropanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+)-(R)-methyl 3-[3,4-bis(acetoxy)phenyl]-2-acetoxypropanoate

There total 4 articles about (+)-(R)-methyl 3-[3,4-bis(acetoxy)phenyl]-2-acetoxypropanoate 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: 95.0%

(-)-(R)-methyl 3-(3,4-dihydroxyphenyl)-2-hydroxypropanoate (457893-80-0) + acetic anhydride (108-24-7) → (+)-(R)-methyl 3-[3,4-bis(acetoxy)phenyl]-2-acetoxypropanoate (1162198-76-6)

Guidance literature:

With pyridine; In dichloromethane; at 0 - 20 ℃; for 24h; Inert atmosphere;

DOI:10.1002/ejoc.201200689

Reference yield: 89.0%

(Z)-methyl 2-acetoxy-3-(3,4-diacetoxyphenyl)acrylate → (+)-(R)-methyl 3-[3,4-bis(acetoxy)phenyl]-2-acetoxypropanoate (1162198-76-6)

Guidance literature:

With bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate; C₃₆H₃₂N₃O₃P; hydrogen; In dichloromethane; at 20 ℃; for 24h; under 45603.1 Torr; optical yield given as %ee; enantioselective reaction; Autoclave;

DOI:10.1016/j.bmc.2009.02.065

Reference yield:

(-)-(2R,3S)-methyl (3-[3,4-bis(tert-butyldimethylsilyloxy)phenyl]-2,3-dihydroxy)propanoate → (+)-(R)-methyl 3-[3,4-bis(acetoxy)phenyl]-2-acetoxypropanoate (1162198-76-6)

Guidance literature:

Multi-step reaction with 3 steps

1: triethylsilane; boron trifluoride diethyl etherate / dichloromethane / 2 h / -78 °C / Inert atmosphere

2: triethylamine hydrofluoride / pyridine / 0.5 h / 20 °C / Inert atmosphere

3: pyridine / dichloromethane / 24 h / 0 - 20 °C / Inert atmosphere

With pyridine; triethylsilane; boron trifluoride diethyl etherate; triethylamine hydrofluoride; In pyridine; dichloromethane;

DOI:10.1002/ejoc.201200689

upstream raw materials:

(-)-(R)-methyl 3-(3,4-dihydroxyphenyl)-2-hydroxypropanoate

acetic anhydride

methyl 3-[3,4-bis(tertbutyldimethylsilyloxy)phenyl]propenoate