tert-butyldimethylsilyl 3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-glucopyranoside

Base Information

Chemical Name:tert-butyldimethylsilyl 3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-glucopyranoside
CAS No.:1203588-91-3
Molecular Formula:C₃₄H₃₉NO₇Si
Molecular Weight:601.772
Hs Code.:

Synonyms:tert-butyldimethylsilyl 3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-glucopyranoside

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Chemical Property of tert-butyldimethylsilyl 3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-glucopyranoside

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Technology Process of tert-butyldimethylsilyl 3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-glucopyranoside

There total 1 articles about tert-butyldimethylsilyl 3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-phthalimido-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: 78.0%

: 100-39-0
benzyl bromide

: 459170-35-5
tert-butyldimethylsilyl 4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-glucopyranoside

: 1203588-91-3
tert-butyldimethylsilyl 3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-glucopyranoside

Guidance literature:: tert-butyldimethylsilyl 4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-glucopyranoside; With tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; mineral oil; at 0 ℃; for 0.5h;

benzyl bromide; In tetrahydrofuran; mineral oil; at 0 - 20 ℃;
DOI:10.1007/s00706-009-0172-0

Reference yield: 74.0%

: 1203588-91-3
tert-butyldimethylsilyl 3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-glucopyranoside

: 514792-62-2
3,6-di-O-benzyl-1-O-tert-butyldimethylsilyl-2-deoxy-2-phthalimido-β-D-glucopyranose

Guidance literature:: With triethylsilane; trifluoroacetic acid; In dichloromethane; at 0 - 20 ℃;
DOI:10.1007/s00706-009-0172-0

Reference yield:

: 1203588-91-3
tert-butyldimethylsilyl 3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-glucopyranoside

: C₄₈H₆₂N₄O₁₀Si

Guidance literature:: Multi-step reaction with 3 steps

1: triethylsilane; trifluoroacetic acid / dichloromethane / 0 - 20 °C

2: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 1 h / -20 °C

3: ethylenediamine / butan-1-ol / 0 - 90 °C

With triethylsilane; trimethylsilyl trifluoromethanesulfonate; ethylenediamine; trifluoroacetic acid; In dichloromethane; butan-1-ol;
DOI:10.1007/s00706-009-0172-0