methyl 2-O-benzyl-3,4,6-trideoxy-4-fluoro-α-D-ribo-hexopyranoside

Base Information

• Chemical Name: methyl 2-O-benzyl-3,4,6-trideoxy-4-fluoro-α-D-ribo-hexopyranoside
• CAS No.: 136025-06-4
• Molecular Formula: C₁₄H₁₉FO₃
• Molecular Weight: 254.301
• Mol file: 136025-06-4.mol

Synonyms:methyl 2-O-benzyl-3,4,6-trideoxy-4-fluoro-α-D-ribo-hexopyranoside

Chemical Property of methyl 2-O-benzyl-3,4,6-trideoxy-4-fluoro-α-D-ribo-hexopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2-O-benzyl-3,4,6-trideoxy-4-fluoro-α-D-ribo-hexopyranoside

There total 7 articles about methyl 2-O-benzyl-3,4,6-trideoxy-4-fluoro-α-D-ribo-hexopyranoside 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: 66.0%

methyl 2-O-benzyl-3,6-dideoxy-α-D-ribo-hexopyranoside (128537-00-8) → methyl 2-O-benzyl-3,4,6-trideoxy-4-fluoro-α-D-ribo-hexopyranoside (136025-06-4)

Guidance literature:

With diethylamino-sulfur trifluoride; In dichloromethane; 1) -13 deg C, 0.5 h, 2) room temperature, 1.5 h;

DOI:10.1248/cpb.39.1088

Reference yield: 66.0%

methyl 2-O-benzyl-3,6-dideoxy-α-D-ribo-hexopyranoside (128537-00-8) → methyl 2-O-benzyl-3,4,6-trideoxy-4-fluoro-α-D-ribo-hexopyranoside (136025-06-4) + methyl 2-O-benzyl-3,5,6-trideoxy-5-fluoro-β-L-arabino-hexofuranoside (141690-66-6)

Guidance literature:

With diethylamino-sulfur trifluoride; In dichloromethane; at -13 - 20 ℃; for 2h; Mechanism; other hexopyranosides;

DOI:10.1248/cpb.40.826

Reference yield: 54.0%

Trifluoro-methanesulfonic acid (2R,3S,5R,6S)-5-benzyloxy-6-methoxy-2-methyl-tetrahydro-pyran-3-yl ester (136025-08-6) → methyl 2-O-benzyl-3,4,6-trideoxy-4-fluoro-α-D-ribo-hexopyranoside (136025-06-4) + 2-O-benzyl-3,4,6-trideoxy-4-fluoro-α-D-xylo-hexopyranoside (136087-19-9)

Guidance literature:

With tris(dimethylamino)sulfonium trimethylsilyldifluoride; In dichloromethane; for 1.5h; Ambient temperature;

DOI:10.1248/cpb.39.1088

upstream raw materials:

methyl 2-O-benzyl-3,6-dideoxy-α-D-ribo-hexopyranoside

Trifluoro-methanesulfonic acid (2R,3S,5R,6S)-5-benzyloxy-6-methoxy-2-methyl-tetrahydro-pyran-3-yl ester

methyl 3,6-dideoxy-α-D-ribo-hexapyranoside

benzyl bromide

Downstream raw materials:

methyl 4-fluoro-3,4,6-trideoxy-α-D-ribo-hexopyranoside