1-O-(trichloroacetimidoyl)-2,3,4-tri-O-benzyl-β-D-xylopyranose

Base Information

• Chemical Name: 1-O-(trichloroacetimidoyl)-2,3,4-tri-O-benzyl-β-D-xylopyranose
• CAS No.: 83441-64-9
• Molecular Formula: C₂₈H₂₈Cl₃NO₅
• Molecular Weight: 564.893
• Mol file: 83441-64-9.mol

Synonyms:1-O-(trichloroacetimidoyl)-2,3,4-tri-O-benzyl-β-D-xylopyranose

Chemical Property of 1-O-(trichloroacetimidoyl)-2,3,4-tri-O-benzyl-β-D-xylopyranose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-O-(trichloroacetimidoyl)-2,3,4-tri-O-benzyl-β-D-xylopyranose

There total 3 articles about 1-O-(trichloroacetimidoyl)-2,3,4-tri-O-benzyl-β-D-xylopyranose 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: 55.0%

2,3,4-tri-O-benzyl-α-D-xylopyranose (20787-16-0) + trichloroacetonitrile (545-06-2) → 1-O-(trichloroacetimidoyl)-2,3,4-tri-O-benzyl-β-D-xylopyranose (83441-64-9)

Guidance literature:

With potassium carbonate; In dichloromethane; for 6h;

DOI:10.1080/00397910500377545

Reference yield:

2,3,4-tri-O-benzyl-D-xylopyranose (18039-26-4,20787-16-0,20787-21-7,77943-32-9,77943-33-0,89615-43-0,89615-44-1,90899-55-1) + trichloroacetonitrile (545-06-2) → 1-O-(trichloroacetimidoyl)-2,3,4-tri-O-benzyl-α-D-xylopyranose (83441-63-8) + 1-O-(trichloroacetimidoyl)-2,3,4-tri-O-benzyl-β-D-xylopyranose (83441-64-9)

Guidance literature:

With sodium hydride; Yield given. Multistep reaction. Yields of byproduct given; 2.) 3 d, room temp.;

Reference yield:

p-tolyl 2,3,4-tri-O-benzyl-1-thio-D-xylopyranoside (145079-53-4) → 1-O-(trichloroacetimidoyl)-2,3,4-tri-O-benzyl-α-D-xylopyranose (83441-63-8) + 1-O-(trichloroacetimidoyl)-2,3,4-tri-O-benzyl-β-D-xylopyranose (83441-64-9)

Guidance literature:

Multi-step reaction with 2 steps

1: N-iodo-succinimide / water; acetone / 0.08 h / 20 °C

2: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 3 h

With N-iodo-succinimide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; water; acetone;

DOI:10.1039/c5ob02226f

upstream raw materials:

2,3,4-tri-O-benzyl-D-xylopyranose

trichloroacetonitrile

2,3,4-tri-O-benzyl-α-D-xylopyranose

p-tolyl 2,3,4-tri-O-benzyl-1-thio-D-xylopyranoside