methyl (3β)-3-[2-O-(2,4,6-tri-O-acetyl-3-deoxy-3-fluoro-β-D-glucopyranosyl)-3,4,6-tri-O-benzyl-β-D-glucopyranosyloxy]-11-oxoolean-12-en-30-oate

Base Information

• Chemical Name: methyl (3β)-3-[2-O-(2,4,6-tri-O-acetyl-3-deoxy-3-fluoro-β-D-glucopyranosyl)-3,4,6-tri-O-benzyl-β-D-glucopyranosyloxy]-11-oxoolean-12-en-30-oate
• CAS No.: 187218-61-7
• Molecular Formula: C₇₀H₉₁FO₁₆
• Molecular Weight: 1207.48
• Mol file: 187218-61-7.mol

Synonyms:

Chemical Property of methyl (3β)-3-[2-O-(2,4,6-tri-O-acetyl-3-deoxy-3-fluoro-β-D-glucopyranosyl)-3,4,6-tri-O-benzyl-β-D-glucopyranosyloxy]-11-oxoolean-12-en-30-oate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl (3β)-3-[2-O-(2,4,6-tri-O-acetyl-3-deoxy-3-fluoro-β-D-glucopyranosyl)-3,4,6-tri-O-benzyl-β-D-glucopyranosyloxy]-11-oxoolean-12-en-30-oate

There total 2 articles about methyl (3β)-3-[2-O-(2,4,6-tri-O-acetyl-3-deoxy-3-fluoro-β-D-glucopyranosyl)-3,4,6-tri-O-benzyl-β-D-glucopyranosyloxy]-11-oxoolean-12-en-30-oate 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:

methyl (3β)-3-(3,4,6-tri-O-benzyl-β-D-glucopyranosyloxy)-11-oxoolean-12-en-30-oate (125864-92-8) + Acetic acid (2R,3R,4S,5R)-5-acetoxy-2-acetoxymethyl-6-bromo-4-fluoro-tetrahydro-pyran-3-yl ester → methyl (3β)-3-[2-O-(2,4,6-tri-O-acetyl-3-deoxy-3-fluoro-β-D-glucopyranosyl)-3,4,6-tri-O-benzyl-β-D-glucopyranosyloxy]-11-oxoolean-12-en-30-oate (187218-61-7)

Guidance literature:

With silver trifluoromethanesulfonate; tetramethylurea; In dichloromethane; at 0 ℃; for 3h; Yield given;

DOI:10.1016/S0968-0896(96)00169-1

Reference yield:

[(2R,3R,4S,5S)-3,5,6-triacetoxy-4-fluoro-tetrahydropyran-2-yl]methyl acetate (7226-43-9,20409-32-9,22434-91-9,22434-92-0,88198-26-9,83602-93-1) → methyl (3β)-3-[2-O-(2,4,6-tri-O-acetyl-3-deoxy-3-fluoro-β-D-glucopyranosyl)-3,4,6-tri-O-benzyl-β-D-glucopyranosyloxy]-11-oxoolean-12-en-30-oate (187218-61-7)

Guidance literature:

Multi-step reaction with 2 steps

1: HBr, AcOH / 1,2-dichloro-ethane / 3 h / Ambient temperature

2: silver trifluoromethanesulfonate, tetramethylurea / CH₂Cl₂ / 3 h / 0 °C

With hydrogen bromide; silver trifluoromethanesulfonate; acetic acid; tetramethylurea; In dichloromethane; 1,2-dichloro-ethane;

DOI:10.1016/S0968-0896(96)00169-1

Reference yield:

methyl (3β)-3-[2-O-(2,4,6-tri-O-acetyl-3-deoxy-3-fluoro-β-D-glucopyranosyl)-3,4,6-tri-O-benzyl-β-D-glucopyranosyloxy]-11-oxoolean-12-en-30-oate (187218-61-7) → C64H85FO13

Guidance literature:

With sodium methylate; In methanol; chloroform; for 3h; Ambient temperature;

DOI:10.1016/S0968-0896(96)00169-1

upstream raw materials:

methyl (3β)-3-(3,4,6-tri-O-benzyl-β-D-glucopyranosyloxy)-11-oxoolean-12-en-30-oate

[(2R,3R,4S,5S)-3,5,6-triacetoxy-4-fluoro-tetrahydropyran-2-yl]methyl acetate