p-nitrophenyl 2-deoxy-3,4,6-tri-O-acetyl-α-D-xylo-hexopyranoside

Base Information

• Chemical Name: p-nitrophenyl 2-deoxy-3,4,6-tri-O-acetyl-α-D-xylo-hexopyranoside
• CAS No.: 23655-56-3
• Molecular Formula: C₁₈H₂₁NO₁₀
• Molecular Weight: 411.365
• Mol file: 23655-56-3.mol

Synonyms:p-nitrophenyl 2-deoxy-3,4,6-tri-O-acetyl-α-D-xylo-hexopyranoside

Chemical Property of p-nitrophenyl 2-deoxy-3,4,6-tri-O-acetyl-α-D-xylo-hexopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

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• Hazard Codes: 

MSDS Files:

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Technology Process of p-nitrophenyl 2-deoxy-3,4,6-tri-O-acetyl-α-D-xylo-hexopyranoside

There total 4 articles about p-nitrophenyl 2-deoxy-3,4,6-tri-O-acetyl-α-D-xylo-hexopyranoside 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: 72.0%

4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + 1,3,4,6-tetra-O-acetyl-2-deoxy-α-D-lyxo-hexopyranose (6605-32-9) → p-nitrophenyl 2-deoxy-3,4,6-tri-O-acetyl-α-D-xylo-hexopyranoside (23655-56-3)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 0 ℃; stereoselective reaction; Molecular sieve;

DOI:10.1007/s10719-012-9429-7

Reference yield: 29.8%

4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + 1,3,4,6-Tetra-O-acetyl-2-desoxy-α/β-D-lyxo-hexopyranose (75828-75-0) → p-nitrophenyl 2-deoxy-3,4,6-tri-O-acetyl-α-D-xylo-hexopyranoside (23655-56-3)

Guidance literature:

With boron trifluoride diethyl etherate; In toluene; at 20 ℃; for 1.5h;

DOI:10.1016/S0008-6215(99)00281-5

Reference yield:

1-bromo-2,3,4,6-tetra-O-acetyl-D-galactopyranose (3068-32-4) → p-nitrophenyl 2-deoxy-3,4,6-tri-O-acetyl-α-D-xylo-hexopyranoside (23655-56-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 72.7 percent / Bu₃SnH / benzene / 18.5 h / Heating

2: 29.8 percent / BF₃*Et₂O / toluene / 1.5 h / 20 °C

With boron trifluoride diethyl etherate; tri-n-butyl-tin hydride; In toluene; benzene; 1: Reduction / 2: Substitution;

DOI:10.1016/S0008-6215(99)00281-5

upstream raw materials:

4-nitro-phenol

1,3,4,6-Tetra-O-acetyl-2-desoxy-α/β-D-lyxo-hexopyranose

1-bromo-2,3,4,6-tetra-O-acetyl-D-galactopyranose

D-galactose pentaacetate

Downstream raw materials:

p-nitrophenyl 2-deoxy-α-D-xylo-hexopyranoside