desoxy-4 di-O-benzoyl-2,3 α-DL-erythro pentopyrannoside de methyle

Base Information

• Chemical Name: desoxy-4 di-O-benzoyl-2,3 α-DL-erythro pentopyrannoside de methyle
• CAS No.: 81668-72-6
• Molecular Formula: C₂₀H₂₀O₆
• Molecular Weight: 356.375
• Mol file: 81668-72-6.mol

Synonyms:

Chemical Property of desoxy-4 di-O-benzoyl-2,3 α-DL-erythro pentopyrannoside de methyle

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of desoxy-4 di-O-benzoyl-2,3 α-DL-erythro pentopyrannoside de methyle

There total 3 articles about desoxy-4 di-O-benzoyl-2,3 α-DL-erythro pentopyrannoside de methyle 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: 26.0%

sodium benzoate (532-32-1) + Benzoic acid (2S,3S,4R)-2-methoxy-3-trifluoromethanesulfonyloxy-tetrahydro-pyran-4-yl ester (80524-18-1,80524-21-6,105892-86-2) → desoxy-4 di-O-benzoyl-2,3 α-DL-erythro pentopyrannoside de methyle (18930-06-8,81668-72-6,105892-87-3,137600-22-7,137600-23-8) + benzoyl-methyl acetal de l'anhydro-2,5 desoxy-4 O-benzoyl-3 DL ribose (105892-88-4)

Guidance literature:

In N,N,N,N,N,N-hexamethylphosphoric triamide; at 90 ℃; for 5h;

Reference yield:

Methyl-2,3-anhydro-β-L-ribopyranosid (109606-19-1) → di-O-benzoyl-2,3 desoxy-4 β-D,L-erythro-pentopyranoside de methyle (18930-06-8,81668-72-6,105892-87-3,137600-22-7,137600-23-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 82 percent / hexamethylphosphoric acid triamide / 1.5 h / 80 °C

2: 1.) HMPA, 2.) benzoylation

In N,N,N,N,N,N-hexamethylphosphoric triamide;

DOI:10.1016/S0040-4039(01)93030-8

Reference yield:

sodium benzoate (532-32-1) + Toluene-4-sulfonic acid (2S,3S,4R)-3-hydroxy-2-methoxy-tetrahydro-pyran-4-yl ester (81668-68-0,81668-69-1) → di-O-benzoyl-2,3 desoxy-4 β-D,L-erythro-pentopyranoside de methyle (18930-06-8,81668-72-6,105892-87-3,137600-22-7,137600-23-8)

Guidance literature:

Yield given. Multistep reaction; 1.) HMPA, 2.) benzoylation;

DOI:10.1016/S0040-4039(01)93030-8

upstream raw materials:

sodium benzoate

Toluene-4-sulfonic acid (2S,3S,4R)-3-hydroxy-2-methoxy-tetrahydro-pyran-4-yl ester

Methyl-2,3-anhydro-β-L-ribopyranosid

Benzoic acid (2S,3S,4R)-2-methoxy-3-trifluoromethanesulfonyloxy-tetrahydro-pyran-4-yl ester