2-Nitrophenyl2,2',3,3',4'-penta-O-acetyl-b-D-xylobioside

Base Information

• Chemical Name: 2-Nitrophenyl2,2',3,3',4'-penta-O-acetyl-b-D-xylobioside
• CAS No.: 162088-92-8
• Molecular Formula: C26H31 N O16
• Molecular Weight: 613.52
• Mol file: 162088-92-8.mol

Synonyms:2-Nitrophenyl 4-O-(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-β-D-xylopyranoside 2,3-Diacetate;2-Nitrophenyl 4-O-(2,3,4-tri-O-acetyl-beta-D-xylopyranosyl)-beta-D-xylopyranoside 2,3-diacetate

Chemical Property of 2-Nitrophenyl2,2',3,3',4'-penta-O-acetyl-b-D-xylobioside

Chemical Property:

• Boiling Point: 667.9±55.0 °C(Predicted)
• PSA: 214.24000
• Density: 1.41±0.1 g/cm3(Predicted)
• LogP: 1.25310
• Solubility.: Chloroform, Dichloromethane, Ethyl Acetate

Purity/Quality:

98%,99%, ^*data from raw suppliers

2’’-Nitrophenyl2,2’,3,3’,4’-Penta-O-acetyl-β-D-xylobioside ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 2’’-Nitrophenyl 2,2’,3,3’,4’-Penta-O-acetyl-β-D-xylobioside (cas# 162088-92-8) is a compound useful in organic synthesis.

Technology Process of 2-Nitrophenyl2,2',3,3',4'-penta-O-acetyl-b-D-xylobioside

There total 5 articles about 2-Nitrophenyl2,2',3,3',4'-penta-O-acetyl-b-D-xylobioside 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: 93.0%

acetic anhydride (108-24-7) + 2-nitrophenyl O-β-D-xylopyranosyl-(1<*>4)-β-D-xylopyranoside (157956-98-4) → 2-nitrophenyl O-(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-(1<*>4)-2,3-di-O-acetyl-β-D-xylopyranoside (162088-92-8)

Guidance literature:

With pyridine; Ambient temperature;

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

Reference yield:

2-nitrophenyl β-D-xylopyranoside (10238-27-4) → 2-nitrophenyl O-(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-(1<*>4)-2,3-di-O-acetyl-β-D-xylopyranoside (162088-92-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) dibutyltin oxide / 1.) benzene, toluene, reflux, overnight, 2.) benzene, toluene, RT, 2 d

2: pyridine

3: 96 percent / AcOH / H₂O; diethyl ether / 3 h / Ambient temperature

4: 1.) 3A molecular sieves, 2.) BF₃*Et₂O / 1.) CH₂Cl₂, from -25 deg C to -20 deg C, 15 min, 2.) CH₂Cl₂, 30 min

With pyridine; 3 A molecular sieve; boron trifluoride diethyl etherate; di(n-butyl)tin oxide; acetic acid; In diethyl ether; water;

DOI:10.1016/0008-6215(94)00214-2

Reference yield:

2'-nitrophenyl 2,3-di-O-acetyl-4-O-triethylsilyl-β-D-xylopyranoside (162088-90-6) → 2-nitrophenyl O-(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-(1<*>4)-2,3-di-O-acetyl-β-D-xylopyranoside (162088-92-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 96 percent / AcOH / H₂O; diethyl ether / 3 h / Ambient temperature

2: 1.) 3A molecular sieves, 2.) BF₃*Et₂O / 1.) CH₂Cl₂, from -25 deg C to -20 deg C, 15 min, 2.) CH₂Cl₂, 30 min

With 3 A molecular sieve; boron trifluoride diethyl etherate; acetic acid; In diethyl ether; water;

DOI:10.1016/0008-6215(94)00214-2

upstream raw materials:

2,3,4-tri-O-acetyl-α-D-xylopyranosyl trichloroacetimidate

2'-nitrophenyl 2,3-di-O-acetyl-β-D-xylopyranoside

acetic anhydride

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

Downstream raw materials:

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