4-(1,3-dihydroxy-4,4,5,5-tetramethylimidazolidin-2-yl)-2-nitrophenyl2,3,4-tri-O-acetyl-β-D-fucopyranoside

Base Information

• Chemical Name: 4-(1,3-dihydroxy-4,4,5,5-tetramethylimidazolidin-2-yl)-2-nitrophenyl2,3,4-tri-O-acetyl-β-D-fucopyranoside
• CAS No.: 77667-30-2
• Molecular Formula: C₂₅H₃₅N₃O₁₂
• Molecular Weight: 569.566

Synonyms:4-(1,3-dihydroxy-4,4,5,5-tetramethylimidazolidin-2-yl)-2-nitrophenyl2,3,4-tri-O-acetyl-β-D-fucopyranoside

Chemical Property of 4-(1,3-dihydroxy-4,4,5,5-tetramethylimidazolidin-2-yl)-2-nitrophenyl2,3,4-tri-O-acetyl-β-D-fucopyranoside

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Technology Process of 4-(1,3-dihydroxy-4,4,5,5-tetramethylimidazolidin-2-yl)-2-nitrophenyl2,3,4-tri-O-acetyl-β-D-fucopyranoside

There total 2 articles about 4-(1,3-dihydroxy-4,4,5,5-tetramethylimidazolidin-2-yl)-2-nitrophenyl2,3,4-tri-O-acetyl-β-D-fucopyranoside 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: 56.0%

N,N'-dihydroxy-2,3-dimethylbutane-2,3-diamine (14384-45-3) + 4-formyl-2-nitrophenyl-2,3,4-tri-O-acetyl-β-D-fucopyranoside (77667-27-7) → 4-(1,3-dihydroxy-4,4,5,5-tetramethylimidazolidin-2-yl)-2-nitrophenyl2,3,4-tri-O-acetyl-β-D-fucopyranoside (77667-30-2)

Guidance literature:

In benzene; for 24h; Ambient temperature;

DOI:10.1016/S0008-6215(00)85536-6

Reference yield:

4-hydroxy-3-nitrobenzaldehyde (3011-34-5) → 4-(1,3-dihydroxy-4,4,5,5-tetramethylimidazolidin-2-yl)-2-nitrophenyl2,3,4-tri-O-acetyl-β-D-fucopyranoside (77667-30-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 25 percent / 1M sodium hydroxide / acetone / Ambient temperature

2: 56 percent / benzene / 24 h / Ambient temperature

With sodium hydroxide; In acetone; benzene;

DOI:10.1016/S0008-6215(00)85536-6

Reference yield: 71.0%

4-(1,3-dihydroxy-4,4,5,5-tetramethylimidazolidin-2-yl)-2-nitrophenyl2,3,4-tri-O-acetyl-β-D-fucopyranoside (77667-30-2) → 2-nitro-4-(4,4,5,5-tetramethylimidazolidin-2-yl 1-oxide)phenyl-2,3,4-tri-O-acetyl-β-D-fucopyranoside (77667-33-5)

Guidance literature:

With lead dioxide; In benzene; Ambient temperature;

DOI:10.1016/S0008-6215(00)85536-6

upstream raw materials:

N,N'-dihydroxy-2,3-dimethylbutane-2,3-diamine

4-formyl-2-nitrophenyl-2,3,4-tri-O-acetyl-β-D-fucopyranoside

4-hydroxy-3-nitrobenzaldehyde

Downstream raw materials:

2-nitro-4-(4,4,5,5-tetramethylimidazolidin-2-yl 1-oxide)phenyl-2,3,4-tri-O-acetyl-β-D-fucopyranoside

2-nitro-4-(4,4,5,5-tetramethylimidazolin-2-yl 1-oxide)phenyl-β-D-fucopyranoside

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