(E)-N-(2,3,4,5,6-Penta-O-acetyl-D-gluconoyl)-DL-2-phenylglycin-cinnamylester

Base Information

• Chemical Name: (E)-N-(2,3,4,5,6-Penta-O-acetyl-D-gluconoyl)-DL-2-phenylglycin-cinnamylester
• CAS No.: 103669-73-4
• Molecular Formula: C₃₃H₃₇NO₁₃
• Molecular Weight: 655.656
• Mol file: 103669-73-4.mol

Synonyms:(E)-N-(2,3,4,5,6-Penta-O-acetyl-D-gluconoyl)-DL-2-phenylglycin-cinnamylester

Chemical Property of (E)-N-(2,3,4,5,6-Penta-O-acetyl-D-gluconoyl)-DL-2-phenylglycin-cinnamylester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-N-(2,3,4,5,6-Penta-O-acetyl-D-gluconoyl)-DL-2-phenylglycin-cinnamylester

There total 4 articles about (E)-N-(2,3,4,5,6-Penta-O-acetyl-D-gluconoyl)-DL-2-phenylglycin-cinnamylester 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: 92.5%

(E)-DL-2-Phenylglycin-cinnamylester-hydrochlorid (103670-06-0) + 2,3-Dihydro-3-oxo-4-(2,3,4,5,6-penta-O-acetyl-D-gluconoyloxy)-2,5-diphenylthiophen-1,1-dioxid (103670-01-5) → (E)-N-(2,3,4,5,6-Penta-O-acetyl-D-gluconoyl)-DL-2-phenylglycin-cinnamylester (103669-73-4)

Guidance literature:

With triethylamine; In dichloromethane; at 25 ℃;

Reference yield:

penta-O-acetyl-D-gluconic acid (17430-71-6) → (E)-N-(2,3,4,5,6-Penta-O-acetyl-D-gluconoyl)-DL-2-phenylglycin-cinnamylester (103669-73-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 83 percent / pyridine / CH₂Cl₂ / 2 h / 25 °C

2: 92.5 percent / triethylamine / CH₂Cl₂ / 25 °C

With pyridine; triethylamine; In dichloromethane;

Reference yield:

N-(2-Nitrophenylsulfenyl)-DL-2-phenylglycin-dicyclohexylammoniumsalz (16690-96-3) → (E)-N-(2,3,4,5,6-Penta-O-acetyl-D-gluconoyl)-DL-2-phenylglycin-cinnamylester (103669-73-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 2.) HCl / 1.) THF, 15 h, reflux 2.) ether, 1 h, -30 deg C

2: 92.5 percent / triethylamine / CH₂Cl₂ / 25 °C

With hydrogenchloride; triethylamine; In dichloromethane;

upstream raw materials:

(E)-DL-2-Phenylglycin-cinnamylester-hydrochlorid

2,3-Dihydro-3-oxo-4-(2,3,4,5,6-penta-O-acetyl-D-gluconoyloxy)-2,5-diphenylthiophen-1,1-dioxid

penta-O-acetyl-D-gluconic acid

N-(2-Nitrophenylsulfenyl)-DL-2-phenylglycin-dicyclohexylammoniumsalz

Downstream raw materials:

(E)-2-Cinnamyl-2-(1,2,3,4,5-Pentaacetoxy-D-gluco-pentyl)-4-phenyl-5(2H)-oxazolon

Acetic acid (E)-(1S,2R)-2-acetoxy-3-oxo-6-phenyl-1-((1R,2R)-1,2,3-triacetoxy-propyl)-hex-5-enyl ester