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

Base Information

Chemical Name:methyl (3β)-3-[2-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-4,6-di-O-benzyl-3-deoxy-3-fluoro-β-D-glucopyranosyloxy]-11-oxoolean-12-en-30-oate
CAS No.:187218-64-0
Molecular Formula:C₆₅H₈₇FO₁₇
Molecular Weight:1159.39
Hs Code.:

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

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

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

There total 4 articles about methyl (3β)-3-[2-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-4,6-di-O-benzyl-3-deoxy-3-fluoro-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: 90.0%

: 187218-58-2
C₅₁H₆₉FO₈

: 572-09-8
2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide

: 187218-64-0
methyl (3β)-3-[2-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-4,6-di-O-benzyl-3-deoxy-3-fluoro-β-D-glucopyranosyloxy]-11-oxoolean-12-en-30-oate

Guidance literature:: With silver trifluoromethanesulfonate; tetramethylurea; In dichloromethane; at 0 ℃; for 3.5h;
DOI:10.1016/S0968-0896(96)00169-1

Reference yield:

: 1477-44-7,5092-01-3,7558-31-8,10379-74-5,10379-79-0,21857-94-3,118492-16-3
methyl glycyrrhetinate

: 187218-64-0
methyl (3β)-3-[2-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-4,6-di-O-benzyl-3-deoxy-3-fluoro-β-D-glucopyranosyloxy]-11-oxoolean-12-en-30-oate

Guidance literature:: Multi-step reaction with 3 steps

1: 55 percent / molecular sieves 4A, trimethylsilyl triflate / CH₂Cl₂ / 4.5 h / Ambient temperature

2: 87 percent / MeONa / CH₂Cl₂; methanol / 5 h / Ambient temperature

3: 90 percent / silver trifluoromethanesulfonate, tetramethylurea / CH₂Cl₂ / 3.5 h / 0 °C

With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; sodium methylate; silver trifluoromethanesulfonate; tetramethylurea; In methanol; dichloromethane;
DOI:10.1016/S0968-0896(96)00169-1

Reference yield:

: 187218-57-1
C₅₃H₇₁FO₉

: 187218-64-0
methyl (3β)-3-[2-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-4,6-di-O-benzyl-3-deoxy-3-fluoro-β-D-glucopyranosyloxy]-11-oxoolean-12-en-30-oate

Guidance literature:: Multi-step reaction with 2 steps

1: 87 percent / MeONa / CH₂Cl₂; methanol / 5 h / Ambient temperature

2: 90 percent / silver trifluoromethanesulfonate, tetramethylurea / CH₂Cl₂ / 3.5 h / 0 °C

With sodium methylate; silver trifluoromethanesulfonate; tetramethylurea; In methanol; dichloromethane;
DOI:10.1016/S0968-0896(96)00169-1