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

Base Information

Chemical Name:1,2-di-O-acetyl-5-azido-3-O-benzyl-4-C-[(benzyloxy)methyl]-5-deoxy-β-L-lyxofuranose
CAS No.:250708-49-7
Molecular Formula:C₂₄H₂₇N₃O₇
Molecular Weight:469.494
Hs Code.:

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

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

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

There total 9 articles about 1,2-di-O-acetyl-5-azido-3-O-benzyl-4-C-[(benzyloxy)methyl]-5-deoxy-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: 90.0%

: 108-24-7
acetic anhydride

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

: 250708-49-7
1,2-di-O-acetyl-5-azido-3-O-benzyl-4-C-[(benzyloxy)methyl]-5-deoxy-β-L-lyxofuranose

Guidance literature:: 5-azido-3-O-benzyl-4-[(benzyloxy)methyl]-5-deoxy-1,2-O-(1-methylethylidene)-β-L-lyxofuranose; With water; acetic acid; at 100 ℃; for 1h;

acetic anhydride; With pyridine; at 20 ℃; for 12h;
DOI:10.1002/(SICI)1522-2675(20000119)83:1<128::AID-HLCA128>3.0.CO;2-Q

Reference yield:

: 108-24-7
acetic anhydride

: 64-19-7,77671-22-8
acetic acid

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

: 250708-49-7
1,2-di-O-acetyl-5-azido-3-O-benzyl-4-C-[(benzyloxy)methyl]-5-deoxy-β-L-lyxofuranose

Guidance literature:: With sulfuric acid; at 20 ℃; for 2h; Inert atmosphere; Cooling with ice;

Reference yield:

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

: 250708-49-7
1,2-di-O-acetyl-5-azido-3-O-benzyl-4-C-[(benzyloxy)methyl]-5-deoxy-β-L-lyxofuranose

Guidance literature:: Multi-step reaction with 2 steps

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

2.1: AcOH; water / 1 h / 100 °C

2.2: 90 percent / pyridine / 12 h / 20 °C

With sodium azide; water; acetic acid; In N,N-dimethyl-formamide; 1.1: Substitution / 2.1: Hydrolysis / 2.2: Acetylation;
DOI:10.1002/(SICI)1522-2675(20000119)83:1<128::AID-HLCA128>3.0.CO;2-Q