4-nitrophenyl 2,3,4-tri-O-acetyl-6-O-(2,3,5-tri-O-acetyl-α-L-arabinofuranosyl)-β-D-glucopyranoside

Base Information

• Chemical Name: 4-nitrophenyl 2,3,4-tri-O-acetyl-6-O-(2,3,5-tri-O-acetyl-α-L-arabinofuranosyl)-β-D-glucopyranoside
• CAS No.: 127243-82-7
• Molecular Formula: C₂₉H₃₅NO₁₈
• Molecular Weight: 685.593

Synonyms:4-nitrophenyl 2,3,4-tri-O-acetyl-6-O-(2,3,5-tri-O-acetyl-α-L-arabinofuranosyl)-β-D-glucopyranoside

Chemical Property of 4-nitrophenyl 2,3,4-tri-O-acetyl-6-O-(2,3,5-tri-O-acetyl-α-L-arabinofuranosyl)-β-D-glucopyranoside

Chemical Property:

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Technology Process of 4-nitrophenyl 2,3,4-tri-O-acetyl-6-O-(2,3,5-tri-O-acetyl-α-L-arabinofuranosyl)-β-D-glucopyranoside

There total 2 articles about 4-nitrophenyl 2,3,4-tri-O-acetyl-6-O-(2,3,5-tri-O-acetyl-α-L-arabinofuranosyl)-β-D-glucopyranoside 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: 68.0%

4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + 2,3,4-tri-O-acetyl-6-O-(2,3,5-tri-O-acetyl-α-L-arabinofuranosyl)-α-D-glucopyranosly trichloroacetimidate (127243-79-2,127243-80-5,137432-11-2) → 4-nitrophenyl 2,3,4-tri-O-acetyl-6-O-(2,3,5-tri-O-acetyl-α-L-arabinofuranosyl)-β-D-glucopyranoside (127243-82-7)

Guidance literature:

boron trifluoride diethyl etherate; In dichloromethane; benzene; for 2h; Ambient temperature;

DOI:10.1016/0008-6215(90)80004-M

Reference yield:

2,3,4-tri-O-acetyl-6-O-(2,3,5-tri-O-acetyl-α-L-arabinofuranosyl)-β-D-glucopyranose (127243-78-1) → 4-nitrophenyl 2,3,4-tri-O-acetyl-6-O-(2,3,5-tri-O-acetyl-α-L-arabinofuranosyl)-β-D-glucopyranoside (127243-82-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 96 percent / K₂CO₃ / CH₂Cl₂ / 48 h / Ambient temperature

2: 68 percent / boron trifluoride etherate / benzene; CH₂Cl₂ / 2 h / Ambient temperature

With potassium carbonate; boron trifluoride diethyl etherate; In dichloromethane; benzene;

DOI:10.1016/0008-6215(90)80004-M

Reference yield: 97.0%

4-nitrophenyl 2,3,4-tri-O-acetyl-6-O-(2,3,5-tri-O-acetyl-α-L-arabinofuranosyl)-β-D-glucopyranoside (127243-82-7) → 4-nitrophenyl 6-O-α-L-arabinofuranosyl-β-D-glucopyranoside (119290-33-4)

Guidance literature:

With sodium methylate; In methanol; Ambient temperature;

DOI:10.1016/0008-6215(90)80004-M

upstream raw materials:

4-nitro-phenol

2,3,4-tri-O-acetyl-6-O-(2,3,5-tri-O-acetyl-α-L-arabinofuranosyl)-α-D-glucopyranosly trichloroacetimidate

2,3,4-tri-O-acetyl-6-O-(2,3,5-tri-O-acetyl-α-L-arabinofuranosyl)-β-D-glucopyranose

Downstream raw materials:

4-nitrophenyl 6-O-α-L-arabinofuranosyl-β-D-glucopyranoside

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