methyl 2',3',4',6'-tetra-O-acetyl-2,3-di-O-benzyl-6-deoxy-6-fluoro-α-cellobioside

Base Information

• Chemical Name: methyl 2',3',4',6'-tetra-O-acetyl-2,3-di-O-benzyl-6-deoxy-6-fluoro-α-cellobioside
• CAS No.: 188841-86-3
• Molecular Formula: C₃₅H₄₃FO₁₄
• Molecular Weight: 706.716
• Mol file: 188841-86-3.mol

Synonyms:methyl 2',3',4',6'-tetra-O-acetyl-2,3-di-O-benzyl-6-deoxy-6-fluoro-α-cellobioside

Chemical Property of methyl 2',3',4',6'-tetra-O-acetyl-2,3-di-O-benzyl-6-deoxy-6-fluoro-α-cellobioside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2',3',4',6'-tetra-O-acetyl-2,3-di-O-benzyl-6-deoxy-6-fluoro-α-cellobioside

There total 2 articles about methyl 2',3',4',6'-tetra-O-acetyl-2,3-di-O-benzyl-6-deoxy-6-fluoro-α-cellobioside 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: 92.0%

2,3,4,6-tetra-O-acetyl-d-glucopyranosyl trichloroacetimidate (74808-10-9,86520-63-0,87119-53-7,92052-29-4,121238-27-5,127061-80-7,142831-80-9) + methyl 2,3-di-O-benzyl-6-deoxy-6-fluoro-α-D-glucopyranoside → methyl 2',3',4',6'-tetra-O-acetyl-2,3-di-O-benzyl-6-deoxy-6-fluoro-α-cellobioside (188841-86-3)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at 0 ℃; for 0.25h;

DOI:10.1071/C96078

Reference yield:

methyl 2,3-di-O-benzyl-α-D-glucopyranoside (17791-36-5) → methyl 2',3',4',6'-tetra-O-acetyl-2,3-di-O-benzyl-6-deoxy-6-fluoro-α-cellobioside (188841-86-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 66 percent / diethylaminosulfur trifluoride / CH₂Cl₂ / 48 h

2: 92 percent / BF₃-Et₂O / CH₂Cl₂ / 0.25 h / 0 °C

With diethylamino-sulfur trifluoride; boron trifluoride diethyl etherate; In dichloromethane;

DOI:10.1071/C96078

upstream raw materials:

2,3,4,6-tetra-O-acetyl-d-glucopyranosyl trichloroacetimidate

methyl 2,3-di-O-benzyl-α-D-glucopyranoside