2-azido-3-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-2-deoxy-1-O-dodecyl-sn-glycerol

Base Information

Chemical Name:2-azido-3-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-2-deoxy-1-O-dodecyl-sn-glycerol
CAS No.:478550-11-7
Molecular Formula:C₄₉H₅₇N₃O₁₁
Molecular Weight:864.005
Hs Code.:

Synonyms:2-azido-3-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-2-deoxy-1-O-dodecyl-sn-glycerol

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Chemical Property of 2-azido-3-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-2-deoxy-1-O-dodecyl-sn-glycerol

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Technology Process of 2-azido-3-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-2-deoxy-1-O-dodecyl-sn-glycerol

There total 7 articles about 2-azido-3-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-2-deoxy-1-O-dodecyl-sn-glycerol 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: 88.0%

: 149707-75-5,149707-76-6,138479-78-4
2,3,4,6-tetra-O-benzoyl-1-O-trichloroacetimidoyl-α-D-galactopyranose

: 478550-08-2
2-azido-2-deoxy-1-O-dodecyl-sn-glycerol

: 478550-11-7
2-azido-3-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-2-deoxy-1-O-dodecyl-sn-glycerol

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; In dichloromethane; at 0 ℃;
DOI:10.1021/ja020396+

Reference yield:

: 90904-23-7,1561-07-5
3-O-dodecyl-sn-glycerol

: 478550-11-7
2-azido-3-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-2-deoxy-1-O-dodecyl-sn-glycerol

Guidance literature:: Multi-step reaction with 5 steps

1: 80 percent / triethylamine; (dimethylamino)pyridine / CH₂Cl₂ / 18 h / 20 °C

2: 83 percent / pyridine / 0 - 20 °C

3: 84 percent / sodium azide / dimethylformamide / 14 h / 100 °C

4: 96 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1.5 h / 20 °C

5: 88 percent / (trimethylsilyl)trifluoromethane sulfonate; molecular sieves 4A / CH₂Cl₂ / 0 °C

With pyridine; dmap; sodium azide; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; tetrabutyl ammonium fluoride; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja020396+

Reference yield:

: 143-15-7
1-dodecylbromide

: 478550-11-7
2-azido-3-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-2-deoxy-1-O-dodecyl-sn-glycerol

Guidance literature:: Multi-step reaction with 7 steps

1: 90 percent / 50percent aq. NaOH; tetrabutylammonium bromide / 20 h / 80 °C

2: 99 percent / 80percent aq. AcOH / 20 °C

3: 80 percent / triethylamine; (dimethylamino)pyridine / CH₂Cl₂ / 18 h / 20 °C

4: 83 percent / pyridine / 0 - 20 °C

5: 84 percent / sodium azide / dimethylformamide / 14 h / 100 °C

6: 96 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1.5 h / 20 °C

7: 88 percent / (trimethylsilyl)trifluoromethane sulfonate; molecular sieves 4A / CH₂Cl₂ / 0 °C

With pyridine; dmap; sodium azide; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; tetrabutyl ammonium fluoride; tetrabutylammomium bromide; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja020396+