methyl {[2-(N-benzylcarbamoyloxymethyl)-4-nitrophenyl] 2,3,4-tri-O-acetyl-β-D-glucopyranosid}uronate

Base Information

• Chemical Name: methyl {[2-(N-benzylcarbamoyloxymethyl)-4-nitrophenyl] 2,3,4-tri-O-acetyl-β-D-glucopyranosid}uronate
• CAS No.: 353249-39-5
• Molecular Formula: C₂₈H₃₀N₂O₁₄
• Molecular Weight: 618.551
• Mol file: 353249-39-5.mol

Synonyms:methyl {[2-(N-benzylcarbamoyloxymethyl)-4-nitrophenyl] 2,3,4-tri-O-acetyl-β-D-glucopyranosid}uronate

Chemical Property of methyl {[2-(N-benzylcarbamoyloxymethyl)-4-nitrophenyl] 2,3,4-tri-O-acetyl-β-D-glucopyranosid}uronate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl {[2-(N-benzylcarbamoyloxymethyl)-4-nitrophenyl] 2,3,4-tri-O-acetyl-β-D-glucopyranosid}uronate

There total 1 articles about methyl {[2-(N-benzylcarbamoyloxymethyl)-4-nitrophenyl] 2,3,4-tri-O-acetyl-β-D-glucopyranosid}uronate 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: 60.0%

benzylamine (100-46-9) + (2S,3S,4S,5R,6S)-3,4,5-Triacetoxy-6-[4-nitro-2-(4-nitro-phenoxycarbonyloxymethyl)-phenoxy]-tetrahydro-pyran-2-carboxylic acid methyl ester (148579-85-5) → methyl {[2-(N-benzylcarbamoyloxymethyl)-4-nitrophenyl] 2,3,4-tri-O-acetyl-β-D-glucopyranosid}uronate (353249-39-5)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 4h;

DOI:10.1016/S0008-6215(01)00083-0

Reference yield:

methyl {[2-(N-benzylcarbamoyloxymethyl)-4-nitrophenyl] 2,3,4-tri-O-acetyl-β-D-glucopyranosid}uronate (353249-39-5) → methyl {[2-(N-benzylcarbamoyloxymethyl)-4-nitrophenyl] β-D-glucopyranosid}uronate

Guidance literature:

With sodium methylate; In methanol; at 0 ℃; for 4h;

DOI:10.1016/S0008-6215(01)00083-0

Reference yield:

methyl {[2-(N-benzylcarbamoyloxymethyl)-4-nitrophenyl] 2,3,4-tri-O-acetyl-β-D-glucopyranosid}uronate (353249-39-5) → [2-(N-benzylcarbamoyloxymethyl)-4-nitrophenyl] β-D-glucopyranosiduronic acid

Guidance literature:

Multi-step reaction with 2 steps

1: NaOMe / methanol / 4 h / 0 °C

2: 92 mg / aq. NaOH / acetone / 0.25 h / 20 °C

With sodium hydroxide; sodium methylate; In methanol; acetone;

DOI:10.1016/S0008-6215(01)00083-0

upstream raw materials:

benzylamine

(2S,3S,4S,5R,6S)-3,4,5-Triacetoxy-6-[4-nitro-2-(4-nitro-phenoxycarbonyloxymethyl)-phenoxy]-tetrahydro-pyran-2-carboxylic acid methyl ester