Tetradecanoic acid (2R,4aR,6S,7R,8S,8aR)-6-methoxy-2-phenyl-7-tetradecanoyloxy-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester

Base Information

• Chemical Name: Tetradecanoic acid (2R,4aR,6S,7R,8S,8aR)-6-methoxy-2-phenyl-7-tetradecanoyloxy-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester
• CAS No.: 345900-61-0
• Molecular Formula: C₄₂H₇₀O₈
• Molecular Weight: 703.013
• Mol file: 345900-61-0.mol

Synonyms:

Chemical Property of Tetradecanoic acid (2R,4aR,6S,7R,8S,8aR)-6-methoxy-2-phenyl-7-tetradecanoyloxy-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 Tetradecanoic acid (2R,4aR,6S,7R,8S,8aR)-6-methoxy-2-phenyl-7-tetradecanoyloxy-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester

There total 4 articles about Tetradecanoic acid (2R,4aR,6S,7R,8S,8aR)-6-methoxy-2-phenyl-7-tetradecanoyloxy-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:

n-tetradecanoic acid (544-63-8) + 4,6-O-benzylidene-1-O-methyl-α-D-glucopyranoside (3162-96-7) → Tetradecanoic acid (2R,4aR,6S,7R,8S,8aR)-6-methoxy-2-phenyl-7-tetradecanoyloxy-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester (345900-61-0)

Guidance literature:

With dmap; diisopropyl-carbodiimide; In dichloromethane; at 35 ℃; Inert atmosphere;

DOI:10.1039/d0ob02192j

Reference yield:

methyl 2,3-di-O-(oxo(phenyl)acetyl)-4,6-O-benzylidene-α-D-glucopyranoside → Tetradecanoic acid (2R,4aR,6S,7R,8S,8aR)-6-methoxy-2-phenyl-7-tetradecanoyloxy-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester (345900-61-0)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine; methanol / 35 °C / Inert atmosphere

2: diisopropyl-carbodiimide; dmap / dichloromethane / 35 °C / Inert atmosphere

With methanol; dmap; triethylamine; diisopropyl-carbodiimide; In dichloromethane;

DOI:10.1039/d0ob02192j

Reference yield:

benzaldehyde dimethyl acetal (1125-88-8) → Tetradecanoic acid (2R,4aR,6S,7R,8S,8aR)-6-methoxy-2-phenyl-7-tetradecanoyloxy-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester (345900-61-0)

Guidance literature:

Multi-step reaction with 2 steps

1: camphor-10-sulfonic acid / acetonitrile / 4 h / 35 °C / Inert atmosphere

2: diisopropyl-carbodiimide; dmap / dichloromethane / 35 °C / Inert atmosphere

With dmap; camphor-10-sulfonic acid; diisopropyl-carbodiimide; In dichloromethane; acetonitrile;

DOI:10.1039/d0ob02192j

upstream raw materials:

tetradecanoyl chloride

4,6-O-benzylidene-1-O-methyl-α-D-glucopyranoside

n-tetradecanoic acid

benzaldehyde dimethyl acetal