pentafluorophenyl 4,5,6,8-tetra-O-acetyl-3,7-anhydro-2-deoxy-D-glycero-D-gulo-octonoate

Base Information

• Chemical Name: pentafluorophenyl 4,5,6,8-tetra-O-acetyl-3,7-anhydro-2-deoxy-D-glycero-D-gulo-octonoate
• CAS No.: 312521-48-5
• Molecular Formula: C₂₂H₂₁F₅O₁₁
• Molecular Weight: 556.394
• Mol file: 312521-48-5.mol

Synonyms:pentafluorophenyl 4,5,6,8-tetra-O-acetyl-3,7-anhydro-2-deoxy-D-glycero-D-gulo-octonoate

Chemical Property of pentafluorophenyl 4,5,6,8-tetra-O-acetyl-3,7-anhydro-2-deoxy-D-glycero-D-gulo-octonoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of pentafluorophenyl 4,5,6,8-tetra-O-acetyl-3,7-anhydro-2-deoxy-D-glycero-D-gulo-octonoate

There total 1 articles about pentafluorophenyl 4,5,6,8-tetra-O-acetyl-3,7-anhydro-2-deoxy-D-glycero-D-gulo-octonoate 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: 91.0%

2-((2S,3S,4R,5R,6R)-3,4,5-triacetoxy-6-(acetoxymethyl)tetrahydro-2H-pyran-2-yl)acetic acid (34010-29-2) + 2,3,4,5,6-pentafluorophenol (771-61-9) → pentafluorophenyl 4,5,6,8-tetra-O-acetyl-3,7-anhydro-2-deoxy-D-glycero-D-gulo-octonoate (312521-48-5)

Guidance literature:

With dicyclohexyl-carbodiimide; In ethyl acetate; at 0 ℃; for 2h;

DOI:10.1016/S0957-4166(00)00294-9

Reference yield:

pentafluorophenyl 4,5,6,8-tetra-O-acetyl-3,7-anhydro-2-deoxy-D-glycero-D-gulo-octonoate (312521-48-5) → (S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-6-[2-((2S,3S,4R,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yl)-acetylamino]-hexanoic acid pentafluorophenyl ester

Guidance literature:

Multi-step reaction with 2 steps

1: dimethylformamide / 2 h / 25 °C

2: DCC / ethyl acetate / 1 h / 0 - 20 °C

With dicyclohexyl-carbodiimide; In ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1016/S0957-4166(02)00212-4

upstream raw materials:

2-((2S,3S,4R,5R,6R)-3,4,5-triacetoxy-6-(acetoxymethyl)tetrahydro-2H-pyran-2-yl)acetic acid

2,3,4,5,6-pentafluorophenol