methyl 2,3-di-O-benzoyl-4-O-(2-nitrophenyl)acetyl-1-O-trichloroacetimidoyl-α-D-glucopyranuronate

Base Information

Chemical Name:methyl 2,3-di-O-benzoyl-4-O-(2-nitrophenyl)acetyl-1-O-trichloroacetimidoyl-α-D-glucopyranuronate
CAS No.:1418273-75-2
Molecular Formula:C₃₁H₂₅Cl₃N₂O₁₂
Molecular Weight:723.905
Hs Code.:

Synonyms:methyl 2,3-di-O-benzoyl-4-O-(2-nitrophenyl)acetyl-1-O-trichloroacetimidoyl-α-D-glucopyranuronate

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Chemical Property of methyl 2,3-di-O-benzoyl-4-O-(2-nitrophenyl)acetyl-1-O-trichloroacetimidoyl-α-D-glucopyranuronate

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Technology Process of methyl 2,3-di-O-benzoyl-4-O-(2-nitrophenyl)acetyl-1-O-trichloroacetimidoyl-α-D-glucopyranuronate

There total 8 articles about methyl 2,3-di-O-benzoyl-4-O-(2-nitrophenyl)acetyl-1-O-trichloroacetimidoyl-α-D-glucopyranuronate 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: 58.0%

: methyl 2,3-di-O-benzoyl-4-O-(2-nitrophenyl)acetyl-D-glucopyranuronate

: 545-06-2
trichloroacetonitrile

: methyl 2,3-di-O-benzoyl-4-O-(2-nitrophenyl)-(S)-chloroacetyl-1-O-trichloroacetimidoyl-α-D-glucopyranuronate

: 1418273-75-2
methyl 2,3-di-O-benzoyl-4-O-(2-nitrophenyl)acetyl-1-O-trichloroacetimidoyl-α-D-glucopyranuronate

: methyl 2,3-di-O-benzoyl-4-O-(2-nitrophenyl)-(R)-chloroacetyl-1-O-trichloroacetimidoyl-α-D-glucopyranuronate

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 20 ℃; for 1h;
DOI:10.1016/j.carres.2012.11.003

Reference yield: 36.0%

: methyl 2,3-di-O-benzoyl-4-O-(2-nitrophenyl)acetyl-D-glucopyranuronate

: 545-06-2
trichloroacetonitrile

: 1418273-78-5
methyl 2,3-di-O-benzoyl-4-O-(2-nitrophenyl)acetyl-1-O-trichloroacetimidoyl-β-D-glucopyranuronate

: 1418273-75-2
methyl 2,3-di-O-benzoyl-4-O-(2-nitrophenyl)acetyl-1-O-trichloroacetimidoyl-α-D-glucopyranuronate

Guidance literature:: With potassium carbonate; In dichloromethane; at 20 ℃; for 1h; Overall yield = 86 %;
DOI:10.1016/j.carres.2012.11.003

Reference yield:

: 1418273-73-0
methyl [4-methoxyphenyl 2,3-di-O-benzoyl-4-O-(2-nitrophenyl)acetyl-β-D-glucopyranosid]uronate

: 1418273-78-5
methyl 2,3-di-O-benzoyl-4-O-(2-nitrophenyl)acetyl-1-O-trichloroacetimidoyl-β-D-glucopyranuronate

: 1418273-75-2
methyl 2,3-di-O-benzoyl-4-O-(2-nitrophenyl)acetyl-1-O-trichloroacetimidoyl-α-D-glucopyranuronate

Guidance literature:: Multi-step reaction with 2 steps

1: ammonium cerium (IV) nitrate / toluene; acetonitrile; water / 0.25 h / 20 °C

2: potassium carbonate / dichloromethane / 1 h / 20 °C

With ammonium cerium (IV) nitrate; potassium carbonate; In dichloromethane; water; toluene; acetonitrile;
DOI:10.1016/j.carres.2012.11.003