(E)-2-Cinnamyl-2-<(5S)-methyl-2,3,4-tri-O-acetyl-α-L-arabinopyranosid-5-yl>-4-phenyl-5(2H)-oxazolon

Base Information

• Chemical Name: (E)-2-Cinnamyl-2-<(5S)-methyl-2,3,4-tri-O-acetyl-α-L-arabinopyranosid-5-yl>-4-phenyl-5(2H)-oxazolon
• CAS No.: 103669-96-1
• Molecular Formula: C₃₀H₃₁NO₁₀
• Molecular Weight: 565.577
• Mol file: 103669-96-1.mol

Synonyms:(E)-2-Cinnamyl-2-<(5S)-methyl-2,3,4-tri-O-acetyl-α-L-arabinopyranosid-5-yl>-4-phenyl-5(2H)-oxazolon

Chemical Property of (E)-2-Cinnamyl-2-<(5S)-methyl-2,3,4-tri-O-acetyl-α-L-arabinopyranosid-5-yl>-4-phenyl-5(2H)-oxazolon

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-2-Cinnamyl-2-<(5S)-methyl-2,3,4-tri-O-acetyl-α-L-arabinopyranosid-5-yl>-4-phenyl-5(2H)-oxazolon

There total 5 articles about (E)-2-Cinnamyl-2-<(5S)-methyl-2,3,4-tri-O-acetyl-α-L-arabinopyranosid-5-yl>-4-phenyl-5(2H)-oxazolon 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: 86.0%

(E)-N-(Methyl-2,3,4-tri-O-acetyl-β-D-galactopyranosiduronoyl)-DL-2-phenylglycin-cinnamylester (103669-76-7) → (E)-2-Cinnamyl-2-<(5S)-methyl-2,3,4-tri-O-acetyl-α-L-arabinopyranosid-5-yl>-4-phenyl-5(2H)-oxazolon (103669-96-1)

Guidance literature:

With hexachloroethane; triethylamine; triphenylphosphine; In acetonitrile; at 95 - 100 ℃; for 1h;

Reference yield:

Methyl-2,3,4-tri-O-acetyl-β-D-galactopyranosiduronsaeure (103670-00-4) → (E)-2-Cinnamyl-2-<(5S)-methyl-2,3,4-tri-O-acetyl-α-L-arabinopyranosid-5-yl>-4-phenyl-5(2H)-oxazolon (103669-96-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 87 percent / pyridine / CH₂Cl₂ / 2 h / 25 °C

2: 86 percent / triethylamine / CH₂Cl₂ / 25 °C

3: 86 percent / triphenylphosphane, triethylamine, C₂Cl₆ / acetonitrile / 1 h / 95 - 100 °C

With pyridine; hexachloroethane; triethylamine; triphenylphosphine; In dichloromethane; acetonitrile;

Reference yield:

2,3-Dihydro-4-(methyl-2,3,4-tri-O-acetyl-β-D-galactopyranosiduronoyloxy)-3-oxo-2,5-diphenylthiophen-1,1-dioxid (103670-02-6) → (E)-2-Cinnamyl-2-<(5S)-methyl-2,3,4-tri-O-acetyl-α-L-arabinopyranosid-5-yl>-4-phenyl-5(2H)-oxazolon (103669-96-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 86 percent / triethylamine / CH₂Cl₂ / 25 °C

2: 86 percent / triphenylphosphane, triethylamine, C₂Cl₆ / acetonitrile / 1 h / 95 - 100 °C

With hexachloroethane; triethylamine; triphenylphosphine; In dichloromethane; acetonitrile;

upstream raw materials:

(E)-N-(Methyl-2,3,4-tri-O-acetyl-β-D-galactopyranosiduronoyl)-DL-2-phenylglycin-cinnamylester

Methyl-2,3,4-tri-O-acetyl-β-D-galactopyranosiduronsaeure

2,3-Dihydro-4-(methyl-2,3,4-tri-O-acetyl-β-D-galactopyranosiduronoyloxy)-3-oxo-2,5-diphenylthiophen-1,1-dioxid

Brom-2,3,4-tri-O-acetyl-α-D-galactopyranosiduronsaeure

Downstream raw materials:

<(E)-Cinnamyl><(5S)-methyl-2,3,4-tri-O-acetyl-α-L-arabinopyranosid-5-yl>keton