C₅₃H₅₄N₄O₁₄

Base Information

• Chemical Name: C₅₃H₅₄N₄O₁₄
• CAS No.: 1287768-18-6
• Molecular Formula: C₅₃H₅₄N₄O₁₄
• Molecular Weight: 971.03
• Mol file: 1287768-18-6.mol

Synonyms:C₅₃H₅₄N₄O₁₄

Chemical Property of C₅₃H₅₄N₄O₁₄

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₅₃H₅₄N₄O₁₄

There total 21 articles about C₅₃H₅₄N₄O₁₄ 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: 83.0%

methyl 2,3-di-O-benzoyl-1-azido-β-D-glucuronate (1287768-22-2) + benzyl 2-acetamido-3,6-di-O-benzyl-4-O-propargyl-2-deoxy-β-D-glucopyranoside (1287768-23-3) → C53H54N4O14 (1287768-18-6)

Guidance literature:

With copper(l) iodide; N-ethyl-N,N-diisopropylamine; In acetonitrile; at 20 ℃; for 2h;

DOI:10.1021/jo200076z

Reference yield:

benzyl bromide (100-39-0) → C53H54N4O14 (1287768-18-6)

Guidance literature:

Multi-step reaction with 4 steps

1: barium(II) hydroxide; barium(II) oxide / N,N-dimethyl-formamide / 0 - 20 °C

2: triethylsilane; boron trifluoride diethyl etherate / dichloromethane / 1 h / 0 °C

3: barium(II) hydroxide; barium(II) oxide / N,N-dimethyl-formamide / 0 - 20 °C

4: copper(l) iodide; N-ethyl-N,N-diisopropylamine / acetonitrile / 2 h / 20 °C

With triethylsilane; copper(l) iodide; boron trifluoride diethyl etherate; N-ethyl-N,N-diisopropylamine; barium(II) hydroxide; barium(II) oxide; In dichloromethane; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1021/jo200076z

Reference yield:

phenyl 2,3-di-O-benzoyl-4,6-O-p-methoxy-benzylidene-1-thio-β-D-glucopyranoside (1287768-28-8) → C53H54N4O14 (1287768-18-6)

Guidance literature:

Multi-step reaction with 6 steps

1.1: triethylsilane; phenylborondichloride / dichloromethane / 0.5 h / -78 °C / Molecular sieve; Inert atmosphere

2.1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene / dichloromethane; water / 20 °C

3.1: caesium carbonate / N,N-dimethyl-formamide / 0 °C

3.2: 1 h / 0 °C

4.1: N-iodo-succinimide; acetic acid / dichloromethane / 20 °C

5.1: trimethylsilylazide; tin(IV) chloride / dichloromethane / 3 h / 20 °C

6.1: copper(l) iodide; N-ethyl-N,N-diisopropylamine / acetonitrile / 2 h / 20 °C

With triethylsilane; N-iodo-succinimide; copper(l) iodide; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene; trimethylsilylazide; phenylborondichloride; tin(IV) chloride; caesium carbonate; acetic acid; N-ethyl-N,N-diisopropylamine; In dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1021/jo200076z

upstream raw materials:

phenyl 2,3-di-O-benzoyl-4,6-O-p-methoxy-benzylidene-1-thio-β-D-glucopyranoside

phenyl 2,3-di-O-benzoyl-4-O-p-methoxybenzyl-1-thio-β-D-glucopyranoside

C₃₄H₃₀O₉S

methyl phenyl 2,3-di-O-benzoyl-4-O-p-methoxybenzyl-1-thio-β-D-glucuronate

Downstream raw materials:

C₃₆H₃₉N₇O₁₅

C₅₅H₅₈N₄O₁₅