4-methoxyphenyl 4-azido-3-O-benzyl-4,6-dideoxy-2-O-levulinoyl-α-D-glucopyranoside

Base Information

Chemical Name:4-methoxyphenyl 4-azido-3-O-benzyl-4,6-dideoxy-2-O-levulinoyl-α-D-glucopyranoside
CAS No.:870543-34-3
Molecular Formula:C₂₅H₂₉N₃O₇
Molecular Weight:483.521
Hs Code.:

Synonyms:4-methoxyphenyl 4-azido-3-O-benzyl-4,6-dideoxy-2-O-levulinoyl-α-D-glucopyranoside

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 4-methoxyphenyl 4-azido-3-O-benzyl-4,6-dideoxy-2-O-levulinoyl-α-D-glucopyranoside

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Technology Process of 4-methoxyphenyl 4-azido-3-O-benzyl-4,6-dideoxy-2-O-levulinoyl-α-D-glucopyranoside

There total 9 articles about 4-methoxyphenyl 4-azido-3-O-benzyl-4,6-dideoxy-2-O-levulinoyl-α-D-glucopyranoside 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: 80.0%

: 870543-33-2
4-methoxyphenyl 3-O-benzyl-2-O-levulinoyl-α-D-fucopyranoside

: 870543-34-3
4-methoxyphenyl 4-azido-3-O-benzyl-4,6-dideoxy-2-O-levulinoyl-α-D-glucopyranoside

Guidance literature:: 4-methoxyphenyl 3-O-benzyl-2-O-levulinoyl-α-D-fucopyranoside; With pyridine; trifluoromethylsulfonic anhydride; In dichloromethane; toluene; at 0 ℃; for 1.5h;

With sodium hydrogencarbonate; In dichloromethane; water; toluene;

With sodium azide; In N,N-dimethyl-formamide; at 25 ℃;

Reference yield:

: 4-Oxo-pentanoic acid (2R,3R,4R,5S,6R)-4-benzyloxy-2-(4-methoxy-phenoxy)-6-methyl-5-trifluoromethanesulfonyloxy-tetrahydro-pyran-3-yl ester

: 870543-34-3
4-methoxyphenyl 4-azido-3-O-benzyl-4,6-dideoxy-2-O-levulinoyl-α-D-glucopyranoside

Guidance literature:: With sodium azide; In N,N-dimethyl-formamide; at 25 ℃;
DOI:10.1002/anie.200502615

Reference yield:

: 870543-31-0
4-methoxyphenyl α-D-fucopyranoside

: 870543-34-3
4-methoxyphenyl 4-azido-3-O-benzyl-4,6-dideoxy-2-O-levulinoyl-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1.1: 96 percent / 2,2-dimethoxypropane; BF₃*OEt₂ / 12 h / 0 - 25 °C

2.1: 92 percent / 4-(dimethylamino)pyridine; N,N'-diisopropylcarbodiimide / CH₂Cl₂ / 3 h / 0 °C

3.1: 85 percent / hydrochloric acid / methanol; H₂O / 18 h / 50 °C / pH 3

4.1: dibutyltin oxide / toluene / 2.5 h / Heating

4.2: 95 percent / tetrabutylammonium iodide / toluene / 2 h / Heating

5.1: pyridine / CH₂Cl₂ / 1.5 h / 0 °C

6.1: 816 mg / sodium azide / dimethylformamide / 25 °C

With pyridine; hydrogenchloride; dmap; sodium azide; boron trifluoride diethyl etherate; di(n-butyl)tin oxide; 2,2-dimethoxy-propane; diisopropyl-carbodiimide; In methanol; dichloromethane; water; N,N-dimethyl-formamide; toluene;
DOI:10.1002/anie.200502615