3,3-difluoro-3H-indol-2-yl 3,4,6-tri-O-acetyl-2-O-benzyl-β-D-glucopyranoside

Base Information

Chemical Name:3,3-difluoro-3H-indol-2-yl 3,4,6-tri-O-acetyl-2-O-benzyl-β-D-glucopyranoside
CAS No.:1521271-20-4
Molecular Formula:C₂₇H₂₇F₂NO₉
Molecular Weight:547.509
Hs Code.:

Synonyms:3,3-difluoro-3H-indol-2-yl 3,4,6-tri-O-acetyl-2-O-benzyl-β-D-glucopyranoside

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Chemical Property of 3,3-difluoro-3H-indol-2-yl 3,4,6-tri-O-acetyl-2-O-benzyl-β-D-glucopyranoside

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Technology Process of 3,3-difluoro-3H-indol-2-yl 3,4,6-tri-O-acetyl-2-O-benzyl-β-D-glucopyranoside

There total 2 articles about 3,3-difluoro-3H-indol-2-yl 3,4,6-tri-O-acetyl-2-O-benzyl-β-D-glucopyranoside 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: 80.0%

: 29741-69-3
3,4,6-tetra-O-acetyl-2-O-benzyl-α-D-glucopyranosyl bromide

: 197067-27-9
3,3-difluoro-1,3-dihydro-2H-indol-2-one

: 1521271-20-4
3,3-difluoro-3H-indol-2-yl 3,4,6-tri-O-acetyl-2-O-benzyl-β-D-glucopyranoside

Guidance literature:: With N-ethyl-N,N-diisopropylamine; silver(l) oxide; In dichloromethane; at 0 ℃; for 0.666667h; Molecular sieve; Inert atmosphere;
DOI:10.1021/ja411746a

Reference yield:

: 91-56-5,1186480-61-4,84788-92-1
indole-2,3-dione

: 1521271-20-4
3,3-difluoro-3H-indol-2-yl 3,4,6-tri-O-acetyl-2-O-benzyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: diethylamino-sulfur trifluoride / Inert atmosphere

2: silver(l) oxide; N-ethyl-N,N-diisopropylamine / dichloromethane / 0.67 h / 0 °C / Molecular sieve; Inert atmosphere

With diethylamino-sulfur trifluoride; N-ethyl-N,N-diisopropylamine; silver(l) oxide; In dichloromethane;
DOI:10.1021/ja411746a

Reference yield: 89.0%

: 20672-67-7,40246-25-1,40246-30-8,73415-91-5,73445-27-9,81086-90-0,148888-64-6
(2S,3R,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-methoxy-tetrahydro-pyran-3-ol

: 1521271-20-4
3,3-difluoro-3H-indol-2-yl 3,4,6-tri-O-acetyl-2-O-benzyl-β-D-glucopyranoside

: methyl 2-O-(3,4,6-tri-O-acetyl-2-O-benzyl-α-D-glucopyranosyl)-3,4,6-tri-O-benzyl-α-D-glucopyranoside

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 20 ℃; for 0.25h; Molecular sieve; Inert atmosphere;
DOI:10.1021/ja411746a