5-azido-3,5-dideoxy-6-O-(4-bromobenzyl)-1,2-O-isopropylidene-L-lyxo-hexofuranose

Base Information

Chemical Name:5-azido-3,5-dideoxy-6-O-(4-bromobenzyl)-1,2-O-isopropylidene-L-lyxo-hexofuranose
CAS No.:724733-49-7
Molecular Formula:C₁₆H₂₀BrN₃O₄
Molecular Weight:398.256
Hs Code.:

Synonyms:5-azido-3,5-dideoxy-6-O-(4-bromobenzyl)-1,2-O-isopropylidene-L-lyxo-hexofuranose

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Chemical Property of 5-azido-3,5-dideoxy-6-O-(4-bromobenzyl)-1,2-O-isopropylidene-L-lyxo-hexofuranose

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Technology Process of 5-azido-3,5-dideoxy-6-O-(4-bromobenzyl)-1,2-O-isopropylidene-L-lyxo-hexofuranose

There total 3 articles about 5-azido-3,5-dideoxy-6-O-(4-bromobenzyl)-1,2-O-isopropylidene-L-lyxo-hexofuranose 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: 68.0%

: 724733-47-5
6-(4-bromobenzyloxy)-3-deoxy-1,2-O-isopropylidene-D-glucose

: 724733-49-7
5-azido-3,5-dideoxy-6-O-(4-bromobenzyl)-1,2-O-isopropylidene-L-lyxo-hexofuranose

Guidance literature:: 6-(4-bromobenzyloxy)-3-deoxy-1,2-O-isopropylidene-D-glucose; With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at -15 - 0 ℃;

With diphenyl phosphoryl azide; In tetrahydrofuran; at 0 - 20 ℃;

Reference yield:

: 4005-46-3,4494-96-6,22248-87-9,142941-40-0
3-deoxy-1,2-O-isopropylidene-D-glucose

: 724733-49-7
5-azido-3,5-dideoxy-6-O-(4-bromobenzyl)-1,2-O-isopropylidene-L-lyxo-hexofuranose

Guidance literature:: Multi-step reaction with 2 steps

1.1: dibutyl tin oxide / toluene / 5 h / Heating

1.2: 100 percent / tetrabutylammonium bromide / toluene / 90 °C

2.1: triphenylphosphine; diisopropyl azodicarboxylate / tetrahydrofuran / 0.17 h / -15 °C

2.2: diphenylphosphoryl azide / tetrahydrofuran / 0 - 20 °C

With di-isopropyl azodicarboxylate; di(n-butyl)tin oxide; triphenylphosphine; In tetrahydrofuran; toluene;
DOI:10.1021/jm031106i

Reference yield:

: 589-15-1
1-bromomethyl-4-bromobenzene

: 724733-49-7
5-azido-3,5-dideoxy-6-O-(4-bromobenzyl)-1,2-O-isopropylidene-L-lyxo-hexofuranose

Guidance literature:: Multi-step reaction with 2 steps

1.1: dibutyl tin oxide / toluene / 5 h / Heating

1.2: 100 percent / tetrabutylammonium bromide / toluene / 90 °C

2.1: triphenylphosphine; diisopropyl azodicarboxylate / tetrahydrofuran / 0.17 h / -15 °C

2.2: diphenylphosphoryl azide / tetrahydrofuran / 0 - 20 °C

With di-isopropyl azodicarboxylate; di(n-butyl)tin oxide; triphenylphosphine; In tetrahydrofuran; toluene;
DOI:10.1021/jm031106i