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

Base Information

• Chemical Name: 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
• CAS No.: 173468-25-2
• Molecular Formula: C₄₅H₄₇NO₂₂
• Molecular Weight: 953.862
• Mol file: 173468-25-2.mol

Synonyms:

Chemical Property of 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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 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

There total 7 articles about 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 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:

4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) → 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 (173468-25-2)

Guidance literature:

Multi-step reaction with 6 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

5: 90 percent / thiourea / methanol / 2 h / Heating

6: 85 percent / 4A molecular sieves, N-iodosuccinimide, silver triflate / CH₂Cl₂; toluene / 0.17 h / 0 °C

With pyridine; methanol; N-iodo-succinimide; 4 A molecular sieve; sodium methylate; silver trifluoromethanesulfonate; di(n-butyl)tin oxide; potassium carbonate; thiourea; In methanol; dichloromethane; acetone; toluene;

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

Reference yield:

acetyl 2,3,4-tri-O-acetyl-β-D-xylopyranosyl-(1→4)-2,3-di-O-acetyl-β-D-xylopyranoside (35395-99-4) → 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 (173468-25-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 82 percent / SnCl₄ / 1,2-dichloro-ethane / 1 h / Ambient temperature

2: 85 percent / 4A molecular sieves, N-iodosuccinimide, silver triflate / CH₂Cl₂; toluene / 0.17 h / 0 °C

With N-iodo-succinimide; 4 A molecular sieve; silver trifluoromethanesulfonate; tin(IV) chloride; In dichloromethane; 1,2-dichloro-ethane; toluene;

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

Reference yield:

4-nitrophenyl 4-O-chloroacetyl-β-D-xylopyranoside (173468-09-2) → 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 (173468-25-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 92 percent / pyridine / CH₂Cl₂ / 5 h / 0 °C

2: 90 percent / thiourea / methanol / 2 h / Heating

3: 85 percent / 4A molecular sieves, N-iodosuccinimide, silver triflate / CH₂Cl₂; toluene / 0.17 h / 0 °C

With pyridine; N-iodo-succinimide; 4 A molecular sieve; silver trifluoromethanesulfonate; thiourea; In methanol; dichloromethane; toluene;

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

upstream raw materials:

4-nitro-phenol

acetyl 2,3,4-tri-O-acetyl-β-D-xylopyranosyl-(1→4)-2,3-di-O-acetyl-β-D-xylopyranoside

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

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

Downstream raw materials:

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