C₂₂H₃₁ClN₂O₉

Base Information

• Chemical Name: C₂₂H₃₁ClN₂O₉
• CAS No.: 1453118-07-4
• Molecular Formula: C₂₂H₃₁ClN₂O₉
• Molecular Weight: 502.949
• Mol file: 1453118-07-4.mol

Synonyms:C₂₂H₃₁ClN₂O₉

Chemical Property of C₂₂H₃₁ClN₂O₉

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of C₂₂H₃₁ClN₂O₉

There total 2 articles about C₂₂H₃₁ClN₂O₉ 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: 81.0%

N-[(1R,2S,4S,5S)-2-(3-acetoxybenzamido)-4-(2-chloroethoxy)-5-hydroxycyclohexane]-2,3,4-tri-O-acetyl-α-L-fucopyranosylamine (1453118-05-2) → C22H31ClN2O9 (1453118-07-4)

Guidance literature:

With sodium methylate; In methanol; at 20 ℃; for 0.25h; Inert atmosphere;

DOI:10.1002/ejoc.201300236

Reference yield:

N-[(1R,2S,4S,5S)-2-(benzyloxycarbonylamino)-4-(2-chloroethoxy)-5-hydroxycyclohexane]-2,3,4-tri-O-acetyl-α-L-fucopyranosylamine (1453118-01-8) → C22H31ClN2O9 (1453118-07-4)

Guidance literature:

Multi-step reaction with 3 steps

1: palladium 10% on activated carbon; hydrogen / methanol; N,N-dimethyl-formamide / 20 °C / 750.08 Torr / Inert atmosphere

2: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 15 h / 20 °C / Inert atmosphere

3: sodium methylate / methanol / 0.25 h / 20 °C / Inert atmosphere

With palladium 10% on activated carbon; hydrogen; sodium methylate; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In methanol; N,N-dimethyl-formamide;

DOI:10.1002/ejoc.201300236

Reference yield: 81.0%

C22H31ClN2O9 (1453118-07-4) → N-[(1R,2S,4S,5S)-2-(3-hydroxybenzamido)-4-(2-azidoethoxy)-5-hydroxycyclohexanecarboxyl]-α-L-fucopyranosylamine (1453118-09-6)

Guidance literature:

With sodium azide; In N,N-dimethyl-formamide; at 50 ℃; for 240h; Inert atmosphere;

DOI:10.1002/ejoc.201300236

upstream raw materials:

N-[(1R,2S,4S,5S)-2-(benzyloxycarbonylamino)-4-(2-chloroethoxy)-5-hydroxycyclohexane]-2,3,4-tri-O-acetyl-α-L-fucopyranosylamine

N-[(1R,2S,4S,5S)-2-(3-acetoxybenzamido)-4-(2-chloroethoxy)-5-hydroxycyclohexane]-2,3,4-tri-O-acetyl-α-L-fucopyranosylamine

Downstream raw materials:

N-[(1R,2S,4S,5S)-2-(3-hydroxybenzamido)-4-(2-azidoethoxy)-5-hydroxycyclohexanecarboxyl]-α-L-fucopyranosylamine