5-azido-3-O-benzyl-4-[(benzyloxy)methyl]-5-deoxy-1,2-O-(1-methylethylidene)-β-L-lyxofuranose

Base Information

Chemical Name:5-azido-3-O-benzyl-4-[(benzyloxy)methyl]-5-deoxy-1,2-O-(1-methylethylidene)-β-L-lyxofuranose
CAS No.:250708-42-0
Molecular Formula:C₂₃H₂₇N₃O₅
Molecular Weight:425.484
Hs Code.:

Synonyms:5-azido-3-O-benzyl-4-[(benzyloxy)methyl]-5-deoxy-1,2-O-(1-methylethylidene)-β-L-lyxofuranose

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Chemical Property of 5-azido-3-O-benzyl-4-[(benzyloxy)methyl]-5-deoxy-1,2-O-(1-methylethylidene)-β-L-lyxofuranose

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Technology Process of 5-azido-3-O-benzyl-4-[(benzyloxy)methyl]-5-deoxy-1,2-O-(1-methylethylidene)-β-L-lyxofuranose

There total 7 articles about 5-azido-3-O-benzyl-4-[(benzyloxy)methyl]-5-deoxy-1,2-O-(1-methylethylidene)-β-L-lyxofuranose 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: 72.0%

: 263547-07-5
3-O-benzyl-4-[(benzyloxy)methyl]-1,2-O-(1-methylethylidene)-5-O-(trifluoromethylsulfonyl)-β-L-lyxofuranose

: 250708-42-0
5-azido-3-O-benzyl-4-[(benzyloxy)methyl]-5-deoxy-1,2-O-(1-methylethylidene)-β-L-lyxofuranose

Guidance literature:: With sodium azide; In N,N-dimethyl-formamide; at 60 ℃; Inert atmosphere;

Reference yield:

: 153186-10-8
((3aR,5R,6S,6aR)-6-(benzyloxy)-5-((benzyloxy)methyl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)methanol

: 250708-42-0
5-azido-3-O-benzyl-4-[(benzyloxy)methyl]-5-deoxy-1,2-O-(1-methylethylidene)-β-L-lyxofuranose

Guidance literature:: Multi-step reaction with 2 steps

1: pyridine / CH₂Cl₂

2: NaN₃ / dimethylformamide / 6 h / 60 °C

With pyridine; sodium azide; In dichloromethane; N,N-dimethyl-formamide; 1: Acylation / 2: Substitution;
DOI:10.1002/(SICI)1522-2675(20000119)83:1<128::AID-HLCA128>3.0.CO;2-Q

Reference yield:

: 100-39-0
benzyl bromide

: 250708-42-0
5-azido-3-O-benzyl-4-[(benzyloxy)methyl]-5-deoxy-1,2-O-(1-methylethylidene)-β-L-lyxofuranose

Guidance literature:: Multi-step reaction with 3 steps

1.1: dibutyltin oxide / methanol / 1 h / Heating

1.2: 19 percent / Bu₄NBr / toluene / 15 h / Heating

2.1: pyridine / CH₂Cl₂

3.1: NaN₃ / dimethylformamide / 6 h / 60 °C

With pyridine; sodium azide; di(n-butyl)tin oxide; In methanol; dichloromethane; N,N-dimethyl-formamide; 1.1: Substitution / 1.2: Etherification / 2.1: Acylation / 3.1: Substitution;
DOI:10.1002/(SICI)1522-2675(20000119)83:1<128::AID-HLCA128>3.0.CO;2-Q