4-Oxo-pentanoic acid (4aR,6R,7R,8R,8aS)-7-hydroxy-2-phenyl-6-(2-tetradecyl-hexadecyloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester

Base Information

• Chemical Name: 4-Oxo-pentanoic acid (4aR,6R,7R,8R,8aS)-7-hydroxy-2-phenyl-6-(2-tetradecyl-hexadecyloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester
• CAS No.: 196204-51-0
• Molecular Formula: C₄₈H₈₂O₈
• Molecular Weight: 787.174
• Mol file: 196204-51-0.mol

Synonyms:4-Oxo-pentanoic acid (4aR,6R,7R,8R,8aS)-7-hydroxy-2-phenyl-6-(2-tetradecyl-hexadecyloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester

Chemical Property of 4-Oxo-pentanoic acid (4aR,6R,7R,8R,8aS)-7-hydroxy-2-phenyl-6-(2-tetradecyl-hexadecyloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-Oxo-pentanoic acid (4aR,6R,7R,8R,8aS)-7-hydroxy-2-phenyl-6-(2-tetradecyl-hexadecyloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester

There total 3 articles about 4-Oxo-pentanoic acid (4aR,6R,7R,8R,8aS)-7-hydroxy-2-phenyl-6-(2-tetradecyl-hexadecyloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-8-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: 93.0%

levulinic anhydride (40608-06-8) + (4aR,6R,7R,8R,8aR)-2-Phenyl-6-(2-tetradecyl-hexadecyloxy)-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol (196204-50-9) → 4-Oxo-pentanoic acid (4aR,6R,7R,8R,8aS)-7-hydroxy-2-phenyl-6-(2-tetradecyl-hexadecyloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester (196204-51-0)

Guidance literature:

With dmap; In pyridine; at -50 ℃; for 1h;

DOI:10.1271/bbb.61.1615

Reference yield:

benzaldehyde dimethyl acetal (1125-88-8) → 4-Oxo-pentanoic acid (4aR,6R,7R,8R,8aS)-7-hydroxy-2-phenyl-6-(2-tetradecyl-hexadecyloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester (196204-51-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 78 percent / 10-camphorsulfonic acid / dimethylformamide / 0.75 h / 45 °C

2: 93 percent / DMAP / pyridine / 1 h / -50 °C

With dmap; (1S)-10-camphorsulfonic acid; In pyridine; N,N-dimethyl-formamide;

DOI:10.1271/bbb.61.1615

Reference yield:

2-(tetradecyl)hexadecyl β-D-galactopyranoside (171733-54-3) → 4-Oxo-pentanoic acid (4aR,6R,7R,8R,8aS)-7-hydroxy-2-phenyl-6-(2-tetradecyl-hexadecyloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester (196204-51-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 78 percent / 10-camphorsulfonic acid / dimethylformamide / 0.75 h / 45 °C

2: 93 percent / DMAP / pyridine / 1 h / -50 °C

With dmap; (1S)-10-camphorsulfonic acid; In pyridine; N,N-dimethyl-formamide;

DOI:10.1271/bbb.61.1615

upstream raw materials:

levulinic anhydride

(4aR,6R,7R,8R,8aR)-2-Phenyl-6-(2-tetradecyl-hexadecyloxy)-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol

benzaldehyde dimethyl acetal

2-(tetradecyl)hexadecyl β-D-galactopyranoside

Downstream raw materials:

4-Oxo-pentanoic acid (4aR,6R,7R,8S,8aS)-2-phenyl-6-(2-tetradecyl-hexadecyloxy)-7-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester