4-nitrophenyl 2,3-di-O-benzoyl-4-O-chloroacetyl-β-D-xylopyranoside

Base Information

• Chemical Name: 4-nitrophenyl 2,3-di-O-benzoyl-4-O-chloroacetyl-β-D-xylopyranoside
• CAS No.: 173468-11-6
• Molecular Formula: C₂₇H₂₂ClNO₁₀
• Molecular Weight: 555.925
• Mol file: 173468-11-6.mol

Synonyms:4-nitrophenyl 2,3-di-O-benzoyl-4-O-chloroacetyl-β-D-xylopyranoside

Chemical Property of 4-nitrophenyl 2,3-di-O-benzoyl-4-O-chloroacetyl-β-D-xylopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-nitrophenyl 2,3-di-O-benzoyl-4-O-chloroacetyl-β-D-xylopyranoside

There total 5 articles about 4-nitrophenyl 2,3-di-O-benzoyl-4-O-chloroacetyl-β-D-xylopyranoside 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: 92.0%

benzoyl chloride (98-88-4) + 4-nitrophenyl 4-O-chloroacetyl-β-D-xylopyranoside (173468-09-2) → 4-nitrophenyl 2,3-di-O-benzoyl-4-O-chloroacetyl-β-D-xylopyranoside (173468-11-6)

Guidance literature:

With pyridine; In dichloromethane; at 0 ℃; for 5h;

DOI:10.1016/0008-6215(95)00214-E

Reference yield:

4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) → 4-nitrophenyl 2,3-di-O-benzoyl-4-O-chloroacetyl-β-D-xylopyranoside (173468-11-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 69 percent / K₂CO₃ / acetone / Ambient temperature

2: 93 percent / NaOMe, MeOH / 5 h / Ambient temperature

3: 1.) dibutyltin oxide / 1.) MeOH, reflux, 2 h, 2.) CH₂Cl₂, 0 deg C, 30 min

4: 92 percent / pyridine / CH₂Cl₂ / 5 h / 0 °C

With pyridine; methanol; sodium methylate; di(n-butyl)tin oxide; potassium carbonate; In dichloromethane; acetone;

DOI:10.1016/0008-6215(95)00214-E

Reference yield:

p-nitrophenyl β-D-xylopyranoside (2001-96-9) → 4-nitrophenyl 2,3-di-O-benzoyl-4-O-chloroacetyl-β-D-xylopyranoside (173468-11-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) dibutyltin oxide / 1.) MeOH, reflux, 2 h, 2.) CH₂Cl₂, 0 deg C, 30 min

2: 92 percent / pyridine / CH₂Cl₂ / 5 h / 0 °C

With pyridine; di(n-butyl)tin oxide; In dichloromethane;

DOI:10.1016/0008-6215(95)00214-E

upstream raw materials:

benzoyl chloride

4-nitrophenyl 4-O-chloroacetyl-β-D-xylopyranoside

4-nitro-phenol

p-nitrophenyl β-D-xylopyranoside

Downstream raw materials:

4-nitrophenyl O-(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-(1<*>4)-bis4)>-2,3-di-O-benzoyl-β-D-xylopyranoside

4-nitrophenyl O-(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-(1<*>4)-O-(2,3-di-O-acetyl-β-D-xylopyranosyl)-(1<*>4)-2,3-di-O-benzoyl-β-D-xylopyranoside

4-nitrophenyl O-(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-(1<*>4)-2,3-di-O-benzoyl-β-D-xylopyranoside

4-nitrophenyl O-β-D-xylopyranosyl-(1<*>4)-bis4)>-β-D-xylopyranoside