2,3-di-O-benzoyl-4,6-di-O-levulinoyl-1-O-trichloroacetimidoyl α-D-galactopyranose

Base Information

• Chemical Name: 2,3-di-O-benzoyl-4,6-di-O-levulinoyl-1-O-trichloroacetimidoyl α-D-galactopyranose
• CAS No.: 671194-43-7
• Molecular Formula: C₃₂H₃₂Cl₃NO₁₂
• Molecular Weight: 728.965
• Mol file: 671194-43-7.mol

Synonyms:2,3-di-O-benzoyl-4,6-di-O-levulinoyl-1-O-trichloroacetimidoyl α-D-galactopyranose

Chemical Property of 2,3-di-O-benzoyl-4,6-di-O-levulinoyl-1-O-trichloroacetimidoyl α-D-galactopyranose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,3-di-O-benzoyl-4,6-di-O-levulinoyl-1-O-trichloroacetimidoyl α-D-galactopyranose

There total 3 articles about 2,3-di-O-benzoyl-4,6-di-O-levulinoyl-1-O-trichloroacetimidoyl α-D-galactopyranose 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: 69.0%

trichloroacetonitrile (545-06-2) + 4-methoxyphenyl 2,3-di-O-benzoyl-4,6-di-O-levulinoyl-β-D-galactopyranoside (671194-41-5) → 2,3-di-O-benzoyl-4,6-di-O-levulinoyl-1-O-trichloroacetimidoyl α-D-galactopyranose (671194-43-7)

Guidance literature:

4-methoxyphenyl 2,3-di-O-benzoyl-4,6-di-O-levulinoyl-β-D-galactopyranoside; With ammonium cerium(IV) nitrate; In water; toluene; acetonitrile; at 20 ℃; for 0.25h;

trichloroacetonitrile; With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 20 ℃; for 0.5h;

DOI:10.1016/j.carres.2003.10.012

Reference yield:

4-methoxyphenyl 4,6-O-benzylidene-β-D-galactopyranoside (176299-96-0) → 2,3-di-O-benzoyl-4,6-di-O-levulinoyl-1-O-trichloroacetimidoyl α-D-galactopyranose (671194-43-7)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 92 percent / pyridine / 1 h / 0 °C

2.1: TFA; water / 0.25 h / 20 °C

3.1: 2.74 g / DMAP; DCC / CH₂Cl₂ / 2 h / 20 °C

4.1: CAN / toluene; acetonitrile; H₂O / 0.25 h / 20 °C

4.2: 69 percent / DBU / CH₂Cl₂ / 0.5 h / 20 °C

With pyridine; dmap; ammonium cerium(IV) nitrate; water; dicyclohexyl-carbodiimide; trifluoroacetic acid; In dichloromethane; water; toluene; acetonitrile;

DOI:10.1016/j.carres.2003.10.012

Reference yield:

p-methoxyphenyl 2,3-di-O-benzoyl-β-D-galactopyranoside (1053380-04-3) → 2,3-di-O-benzoyl-4,6-di-O-levulinoyl-1-O-trichloroacetimidoyl α-D-galactopyranose (671194-43-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 2.74 g / DMAP; DCC / CH₂Cl₂ / 2 h / 20 °C

2.1: CAN / toluene; acetonitrile; H₂O / 0.25 h / 20 °C

2.2: 69 percent / DBU / CH₂Cl₂ / 0.5 h / 20 °C

With dmap; ammonium cerium(IV) nitrate; dicyclohexyl-carbodiimide; In dichloromethane; water; toluene; acetonitrile;

DOI:10.1016/j.carres.2003.10.012

upstream raw materials:

trichloroacetonitrile

4-methoxyphenyl 2,3-di-O-benzoyl-4,6-di-O-levulinoyl-β-D-galactopyranoside

4-methoxyphenyl 4,6-O-benzylidene-β-D-galactopyranoside

p-methoxyphenyl 2,3-di-O-benzoyl-β-D-galactopyranoside

Downstream raw materials:

4-methoxyphenyl O-(2,3-di-O-benzoyl-4,6-di-O-levulinoyl-β-D-galactopyranosyl)-(1->3)-2-O-benzoyl-4,6-benzylidene-β-D-galactopyranoside

4-methoxyphenyl O-(2,3-di-O-benzoyl-β-D-galactopyranosyl)-(1->3)-2-O-benzoyl-β-D-galactopyranoside

4-methoxyphenyl O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-(1->3)-2-O-benzoyl-β-D-galactopyranoside

4-methoxyphenyl O-(2,3-di-O-benzoyl-β-D-galactopyranosyl)-(1->3)-2,4,6-tri-O-benzoyl-β-D-galactopyranoside