5,6,7,9,10-penta-O-acetyl-4,8-anhydro-2-O-[bis(benzyloxy)phosphoryl]-1,3-dideoxy-D-ribo-L-manno-decitol

Base Information

• Chemical Name: 5,6,7,9,10-penta-O-acetyl-4,8-anhydro-2-O-[bis(benzyloxy)phosphoryl]-1,3-dideoxy-D-ribo-L-manno-decitol
• CAS No.: 848421-28-3
• Molecular Formula: C₃₄H₄₃O₁₅P
• Molecular Weight: 722.68
• Mol file: 848421-28-3.mol

Synonyms:

Chemical Property of 5,6,7,9,10-penta-O-acetyl-4,8-anhydro-2-O-[bis(benzyloxy)phosphoryl]-1,3-dideoxy-D-ribo-L-manno-decitol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5,6,7,9,10-penta-O-acetyl-4,8-anhydro-2-O-[bis(benzyloxy)phosphoryl]-1,3-dideoxy-D-ribo-L-manno-decitol

There total 2 articles about 5,6,7,9,10-penta-O-acetyl-4,8-anhydro-2-O-[bis(benzyloxy)phosphoryl]-1,3-dideoxy-D-ribo-L-manno-decitol 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:

Acetic acid (2R,3R,4R,5R,6S)-4,5-diacetoxy-2-((R)-1,2-diacetoxy-ethyl)-6-(2-hydroxy-propyl)-tetrahydro-pyran-3-yl ester → 5,6,7,9,10-penta-O-acetyl-4,8-anhydro-2-O-[bis(benzyloxy)phosphoryl]-1,3-dideoxy-D-ribo-L-manno-decitol (848421-28-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 1-H-tetrazole / CH₂Cl₂; acetonitrile / 3 h / 20 °C

2: 31 percent / tert-butyl hydroperoxide; di-tert-butyl peroxide / CH₂Cl₂ / 12 h / 20 °C

With 1H-tetrazole; tert.-butylhydroperoxide; di-tert-butyl peroxide; In dichloromethane; acetonitrile;

DOI:10.1016/j.tetasy.2004.11.065

Reference yield:

Dibenzyl N,N-diisopropylphosphoramidite (108549-23-1) → 5,6,7,9,10-penta-O-acetyl-4,8-anhydro-2-O-[bis(benzyloxy)phosphoryl]-1,3-dideoxy-D-ribo-L-manno-decitol (848421-28-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 1-H-tetrazole / CH₂Cl₂; acetonitrile / 3 h / 20 °C

2: 31 percent / tert-butyl hydroperoxide; di-tert-butyl peroxide / CH₂Cl₂ / 12 h / 20 °C

With 1H-tetrazole; tert.-butylhydroperoxide; di-tert-butyl peroxide; In dichloromethane; acetonitrile;

DOI:10.1016/j.tetasy.2004.11.065

upstream raw materials:

Dibenzyl N,N-diisopropylphosphoramidite