methyl (2,3-di-O-benzyl-4-O-levulinyl-α-D-glucopyranosyl bromide)uronate

Base Information

Chemical Name:methyl (2,3-di-O-benzyl-4-O-levulinyl-α-D-glucopyranosyl bromide)uronate
CAS No.:104616-11-7
Molecular Formula:C₂₆H₂₉BrO₈
Molecular Weight:549.415
Hs Code.:

Synonyms:methyl (2,3-di-O-benzyl-4-O-levulinyl-α-D-glucopyranosyl bromide)uronate

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Chemical Property of methyl (2,3-di-O-benzyl-4-O-levulinyl-α-D-glucopyranosyl bromide)uronate

Chemical Property:

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Technology Process of methyl (2,3-di-O-benzyl-4-O-levulinyl-α-D-glucopyranosyl bromide)uronate

There total 4 articles about methyl (2,3-di-O-benzyl-4-O-levulinyl-α-D-glucopyranosyl bromide)uronate 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: 83.5%

: 118282-21-6
methyl 2,3-di-O-benzyl-4-O-levulinoyl-α-D-glucopyranuronate

: 104616-11-7
methyl (2,3-di-O-benzyl-4-O-levulinyl-α-D-glucopyranosyl bromide)uronate

Guidance literature:: With 2,4,6-trimethyl-pyridine; N-(bromomethylene)-N-methylmethanaminium bromide; In dichloromethane; for 0.2h; Ambient temperature;
DOI:10.1016/0008-6215(88)84116-8

Reference yield:

: 123-76-2
levulinic acid

: 104616-11-7
methyl (2,3-di-O-benzyl-4-O-levulinyl-α-D-glucopyranosyl bromide)uronate

Guidance literature:: Multi-step reaction with 3 steps

1: 93 percent / dicyclohexylcarbodi-imide, 4-dimethylaminopyridine / dioxane / 3 h

2: 81 percent / mercuric chloride, mercuric oxide / acetone; H₂O / 0.08 h

3: 83.5 percent / 2,4,6-trimethylpyridine, 2N=CHBr>⁽¹⁺⁾*Br^(1-) / CH₂Cl₂ / 0.2 h / Ambient temperature

With 2,4,6-trimethyl-pyridine; dmap; N-(bromomethylene)-N-methylmethanaminium bromide; dicyclohexyl-carbodiimide; mercury dichloride; mercury(II) oxide; In 1,4-dioxane; dichloromethane; water; acetone;
DOI:10.1016/0008-6215(88)84116-8

Reference yield:

: 87326-44-1
methyl (prop-1-enyl 2,3-di-O-benzyl-α-D-glucopyranosid)uronate

: 104616-11-7
methyl (2,3-di-O-benzyl-4-O-levulinyl-α-D-glucopyranosyl bromide)uronate

Guidance literature:: Multi-step reaction with 3 steps

1: 93 percent / dicyclohexylcarbodi-imide, 4-dimethylaminopyridine / dioxane / 3 h

2: 81 percent / mercuric chloride, mercuric oxide / acetone; H₂O / 0.08 h

3: 83.5 percent / 2,4,6-trimethylpyridine, 2N=CHBr>⁽¹⁺⁾*Br^(1-) / CH₂Cl₂ / 0.2 h / Ambient temperature

With 2,4,6-trimethyl-pyridine; dmap; N-(bromomethylene)-N-methylmethanaminium bromide; dicyclohexyl-carbodiimide; mercury dichloride; mercury(II) oxide; In 1,4-dioxane; dichloromethane; water; acetone;
DOI:10.1016/0008-6215(88)84116-8