5,6-dideoxy-1,2-O-isopropylidene-3-O-(2-bromo-5-methoxybenzyl)-α-D-xylo-hex-5-enofuranoside

Base Information

Chemical Name:5,6-dideoxy-1,2-O-isopropylidene-3-O-(2-bromo-5-methoxybenzyl)-α-D-xylo-hex-5-enofuranoside
CAS No.:200346-57-2
Molecular Formula:C₁₇H₂₁BrO₅
Molecular Weight:385.255
Hs Code.:

Synonyms:5,6-dideoxy-1,2-O-isopropylidene-3-O-(2-bromo-5-methoxybenzyl)-α-D-xylo-hex-5-enofuranoside

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Chemical Property of 5,6-dideoxy-1,2-O-isopropylidene-3-O-(2-bromo-5-methoxybenzyl)-α-D-xylo-hex-5-enofuranoside

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Technology Process of 5,6-dideoxy-1,2-O-isopropylidene-3-O-(2-bromo-5-methoxybenzyl)-α-D-xylo-hex-5-enofuranoside

There total 7 articles about 5,6-dideoxy-1,2-O-isopropylidene-3-O-(2-bromo-5-methoxybenzyl)-α-D-xylo-hex-5-enofuranoside 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: 55.0%

: 200346-55-0
(R)-1-[(3aR,5R,6S,6aR)-6-(2-Bromo-5-methoxy-benzyloxy)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-ethane-1,2-diol

: 200346-57-2
5,6-dideoxy-1,2-O-isopropylidene-3-O-(2-bromo-5-methoxybenzyl)-α-D-xylo-hex-5-enofuranoside

Guidance literature:: With 1H-imidazole; iodine; triphenylphosphine; In toluene; for 2h; Heating;
DOI:10.1039/a706249d

Reference yield:

: 19614-12-1
2-bromo-5-methoxybenzyl bromide

: 200346-57-2
5,6-dideoxy-1,2-O-isopropylidene-3-O-(2-bromo-5-methoxybenzyl)-α-D-xylo-hex-5-enofuranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 73 percent / Bu₄NBr; aq. NaOH / CH₂Cl₂ / 12 h / 25 °C

2: aq. AcOH / 25 °C

3: Ph₃P; I₂; imidazole / toluene / 3 h / Heating

With 1H-imidazole; sodium hydroxide; tetrabutylammomium bromide; iodine; acetic acid; triphenylphosphine; In dichloromethane; toluene;

Reference yield:

: 582-52-5
1,2:5,6-di-O-isopropylidene-α-D-glucofuranose

: 200346-57-2
5,6-dideoxy-1,2-O-isopropylidene-3-O-(2-bromo-5-methoxybenzyl)-α-D-xylo-hex-5-enofuranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 70.5 percent / 50percent aq. NaOH / Bu₄NBr / CH₂Cl₂ / 12 h / 25 °C

2: 75percent AcOH / 12 h / 25 °C

3: 55 percent / PPh₃, I₂, imidazole / toluene / 2 h / Heating

With 1H-imidazole; sodium hydroxide; iodine; acetic acid; triphenylphosphine; tetrabutylammomium bromide; In dichloromethane; toluene;
DOI:10.1039/a706249d