(1S)-1,5-anhydro-2,3,4,6-tetra-O-benzyl-1-[2-(benzyloxy)-5-(4-bromobenzyl)-4-methylphenyl]-D-glucitol

Base Information

Chemical Name:(1S)-1,5-anhydro-2,3,4,6-tetra-O-benzyl-1-[2-(benzyloxy)-5-(4-bromobenzyl)-4-methylphenyl]-D-glucitol
CAS No.:957774-05-9
Molecular Formula:C₅₅H₅₃BrO₆
Molecular Weight:889.926
Hs Code.:

Synonyms:(1S)-1,5-anhydro-2,3,4,6-tetra-O-benzyl-1-[2-(benzyloxy)-5-(4-bromobenzyl)-4-methylphenyl]-D-glucitol

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Chemical Property of (1S)-1,5-anhydro-2,3,4,6-tetra-O-benzyl-1-[2-(benzyloxy)-5-(4-bromobenzyl)-4-methylphenyl]-D-glucitol

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Technology Process of (1S)-1,5-anhydro-2,3,4,6-tetra-O-benzyl-1-[2-(benzyloxy)-5-(4-bromobenzyl)-4-methylphenyl]-D-glucitol

There total 12 articles about (1S)-1,5-anhydro-2,3,4,6-tetra-O-benzyl-1-[2-(benzyloxy)-5-(4-bromobenzyl)-4-methylphenyl]-D-glucitol 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: 51.0%

: 957774-04-8
2,3,4,6-tetra-O-benzyl-1-C-[2-(benzyloxy)-5-[(4-bromophenyl)(hydroxy)methyl]-4-methylphenyl]-D-glucopyranose

: 957774-05-9
(1S)-1,5-anhydro-2,3,4,6-tetra-O-benzyl-1-[2-(benzyloxy)-5-(4-bromobenzyl)-4-methylphenyl]-D-glucitol

Guidance literature:: With triethylsilane; boron trifluoride diethyl etherate; In acetonitrile; at -10 - 20 ℃; for 2.75h;

Reference yield:

: C₅₅H₅₃BrO₇

: 957774-05-9
(1S)-1,5-anhydro-2,3,4,6-tetra-O-benzyl-1-[2-(benzyloxy)-5-(4-bromobenzyl)-4-methylphenyl]-D-glucitol

Guidance literature:: With triethylsilane; boron trifluoride diethyl etherate; In chloroform; acetonitrile; at 0 ℃;
DOI:10.1016/j.bmcl.2018.09.035

Reference yield:

: 898538-71-1
4-(benzyloxy)-5-bromo-2-methylbenzaldehyde

: 957774-05-9
(1S)-1,5-anhydro-2,3,4,6-tetra-O-benzyl-1-[2-(benzyloxy)-5-(4-bromobenzyl)-4-methylphenyl]-D-glucitol

Guidance literature:: Multi-step reaction with 5 steps

1: toluene-4-sulfonic acid / toluene / Reflux

2: n-butyllithium / tetrahydrofuran / -78 °C

3: hydrogenchloride / water; tetrahydrofuran

4: n-butyllithium / tetrahydrofuran / -78 °C

5: triethylsilane; boron trifluoride diethyl etherate / chloroform; acetonitrile / 0 °C

With hydrogenchloride; triethylsilane; n-butyllithium; boron trifluoride diethyl etherate; toluene-4-sulfonic acid; In tetrahydrofuran; chloroform; water; toluene; acetonitrile;
DOI:10.1016/j.bmcl.2018.09.035