3-(4-Methoxy-phenyl)-propionic acid (3R,3aS,5R,5aS,8aR)-5-benzyloxy-6-oxo-5-pentyl-tetrahydro-difuro[3,2-b;3',4'-c]furan-3-yl ester

Base Information

• Chemical Name: 3-(4-Methoxy-phenyl)-propionic acid (3R,3aS,5R,5aS,8aR)-5-benzyloxy-6-oxo-5-pentyl-tetrahydro-difuro[3,2-b;3',4'-c]furan-3-yl ester
• CAS No.: 186265-09-8
• Molecular Formula: C₃₀H₃₆O₈
• Molecular Weight: 524.611
• Mol file: 186265-09-8.mol

Synonyms:3-(4-Methoxy-phenyl)-propionic acid (3R,3aS,5R,5aS,8aR)-5-benzyloxy-6-oxo-5-pentyl-tetrahydro-difuro[3,2-b;3',4'-c]furan-3-yl ester

Chemical Property of 3-(4-Methoxy-phenyl)-propionic acid (3R,3aS,5R,5aS,8aR)-5-benzyloxy-6-oxo-5-pentyl-tetrahydro-difuro[3,2-b;3',4'-c]furan-3-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(4-Methoxy-phenyl)-propionic acid (3R,3aS,5R,5aS,8aR)-5-benzyloxy-6-oxo-5-pentyl-tetrahydro-difuro[3,2-b;3',4'-c]furan-3-yl ester

There total 3 articles about 3-(4-Methoxy-phenyl)-propionic acid (3R,3aS,5R,5aS,8aR)-5-benzyloxy-6-oxo-5-pentyl-tetrahydro-difuro[3,2-b;3',4'-c]furan-3-yl ester 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: 78.0%

3-(4-methoxyphenyl)propanoic acid (1929-29-9) + (3R,3aS,5R,5aS,8aR)-5-Benzyloxy-3-hydroxy-5-pentyl-tetrahydro-difuro[3,2-b;3',4'-c]furan-6-one (186265-00-9) → 3-(4-Methoxy-phenyl)-propionic acid (3R,3aS,5R,5aS,8aR)-5-benzyloxy-6-oxo-5-pentyl-tetrahydro-difuro[3,2-b;3',4'-c]furan-3-yl ester (186265-09-8)

Guidance literature:

With dmap; 3-{[(ethylimino)methylene]-amino}-N,N,N-trimethyl-1-propanaminium iodide; In dichloromethane; for 16h; Ambient temperature;

DOI:10.1016/S0031-9422(96)00530-4

Reference yield:

syringolide 1 (147716-82-3) → 3-(4-Methoxy-phenyl)-propionic acid (3R,3aS,5R,5aS,8aR)-5-benzyloxy-6-oxo-5-pentyl-tetrahydro-difuro[3,2-b;3',4'-c]furan-3-yl ester (186265-09-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / Dowex 50W-X₈*HCl / CH₂Cl₂

2: 78 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide methiodide, 4-dimethylaminopyridine / CH₂Cl₂ / 16 h / Ambient temperature

With dmap; Dowex 50W-X₈*HCl; 3-{[(ethylimino)methylene]-amino}-N,N,N-trimethyl-1-propanaminium iodide; In dichloromethane;

DOI:10.1016/S0031-9422(96)00530-4

Reference yield:

benzyl alcohol (100-51-6,185532-71-2) → 3-(4-Methoxy-phenyl)-propionic acid (3R,3aS,5R,5aS,8aR)-5-benzyloxy-6-oxo-5-pentyl-tetrahydro-difuro[3,2-b;3',4'-c]furan-3-yl ester (186265-09-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / Dowex 50W-X₈*HCl / CH₂Cl₂

2: 78 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide methiodide, 4-dimethylaminopyridine / CH₂Cl₂ / 16 h / Ambient temperature

With dmap; Dowex 50W-X₈*HCl; 3-{[(ethylimino)methylene]-amino}-N,N,N-trimethyl-1-propanaminium iodide; In dichloromethane;

DOI:10.1016/S0031-9422(96)00530-4

upstream raw materials:

3-(4-methoxyphenyl)propanoic acid

(3R,3aS,5R,5aS,8aR)-5-Benzyloxy-3-hydroxy-5-pentyl-tetrahydro-difuro[3,2-b;3',4'-c]furan-6-one

syringolide 1

benzyl alcohol