4-O-benzoyl-3-O-(tert-butyldimethylsilyl)-2-O-(4-methoxybenzyl)-α-L-fucopyranosyl bromide

Base Information

Chemical Name:4-O-benzoyl-3-O-(tert-butyldimethylsilyl)-2-O-(4-methoxybenzyl)-α-L-fucopyranosyl bromide
CAS No.:858129-90-5
Molecular Formula:C₂₇H₃₇BrO₆Si
Molecular Weight:565.577
Hs Code.:

Synonyms:4-O-benzoyl-3-O-(tert-butyldimethylsilyl)-2-O-(4-methoxybenzyl)-α-L-fucopyranosyl bromide

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Chemical Property of 4-O-benzoyl-3-O-(tert-butyldimethylsilyl)-2-O-(4-methoxybenzyl)-α-L-fucopyranosyl bromide

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Technology Process of 4-O-benzoyl-3-O-(tert-butyldimethylsilyl)-2-O-(4-methoxybenzyl)-α-L-fucopyranosyl bromide

There total 8 articles about 4-O-benzoyl-3-O-(tert-butyldimethylsilyl)-2-O-(4-methoxybenzyl)-α-L-fucopyranosyl bromide 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: 75.0%

: 858129-89-2
methyl 4-O-benzoyl-3-O-(tert-butyldimethylsilyl)-2-O-(4-methoxybenzyl)-1-thio-β-L-fucopyranoside

: 858129-90-5
4-O-benzoyl-3-O-(tert-butyldimethylsilyl)-2-O-(4-methoxybenzyl)-α-L-fucopyranosyl bromide

Guidance literature:: With 4 A molecular sieve; copper(ll) bromide; In dichloromethane;
DOI:10.1135/cccc20041768

Reference yield:

: 114853-38-2
methyl 1-thio-β-L-fucopyranoside

: 858129-90-5
4-O-benzoyl-3-O-(tert-butyldimethylsilyl)-2-O-(4-methoxybenzyl)-α-L-fucopyranosyl bromide

Guidance literature:: Multi-step reaction with 5 steps

1.1: p-TsOH / CH₂Cl₂

2.1: NaH / dimethylformamide / 0.33 h

2.2: dimethylformamide

3.1: 98 percent / aq. AcOH / CH₂Cl₂

4.1: 63 percent / imidazole / dimethylformamide / 20 °C

5.1: 75 percent / CuBr₂; 4 Angstroem molecular sieves / CH₂Cl₂

With 1H-imidazole; 4 A molecular sieve; sodium hydride; toluene-4-sulfonic acid; acetic acid; copper(ll) bromide; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1135/cccc20041768

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 858129-90-5
4-O-benzoyl-3-O-(tert-butyldimethylsilyl)-2-O-(4-methoxybenzyl)-α-L-fucopyranosyl bromide

Guidance literature:: Multi-step reaction with 2 steps

1: 63 percent / imidazole / dimethylformamide / 20 °C

2: 75 percent / CuBr₂; 4 Angstroem molecular sieves / CH₂Cl₂

With 1H-imidazole; 4 A molecular sieve; copper(ll) bromide; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1135/cccc20041768