C₁₆H₂₀N₂O₃

Base Information

• Chemical Name: C₁₆H₂₀N₂O₃
• CAS No.: 1402155-06-9
• Molecular Formula: C₁₆H₂₀N₂O₃
• Molecular Weight: 288.346
• Mol file: 1402155-06-9.mol

Synonyms:C₁₆H₂₀N₂O₃

Chemical Property of C₁₆H₂₀N₂O₃

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₁₆H₂₀N₂O₃

There total 7 articles about C₁₆H₂₀N₂O₃ 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: 50.0%

trimethylsilyl cyanide (7677-24-9) + 2,3-O-(1-methylethylidene)-α-D-lyxo-pentodialdo-1,4-furanose + benzylamine (100-46-9) → C16H20N2O3 (1402155-06-9)

Guidance literature:

2,3-O-(1-methylethylidene)-α-D-lyxo-pentodialdo-1,4-furanose; benzylamine; In acetonitrile; at 20 ℃; for 1h; Molecular sieve; Inert atmosphere;

trimethylsilyl cyanide; In acetonitrile; at 20 ℃; for 18h; Molecular sieve; Inert atmosphere;

With sodium cyanoborohydride; acetic acid; In ethanol; at 20 ℃; for 72h; stereoselective reaction; Molecular sieve;

DOI:10.1002/ejoc.201200587

Reference yield: 50.0%

trimethylsilyl cyanide (7677-24-9) + C8H12O5 + benzylamine (100-46-9) → C16H20N2O3 (1402155-06-9)

Guidance literature:

trimethylsilyl cyanide; C₈H₁₂O₅; benzylamine; In acetonitrile; at 20 ℃; for 18h; Molecular sieve;

With sodium cyanoborohydride; acetic acid; In ethanol; at 20 ℃; for 72h; regioselective reaction;

DOI:10.1002/ejoc.201402427

Reference yield:

benzyl 2,3-O-isopropylidene-α-D-lyxo-pentodialdo-1,4-furanoside (102919-04-0,102854-75-1) → C16H20N2O3 (1402155-06-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 20 % Pd(OH)2/C; hydrogen / methanol / 4 h / 20 °C

2.1: acetonitrile / 1 h / 20 °C / Molecular sieve; Inert atmosphere

2.2: 18 h / 20 °C / Molecular sieve; Inert atmosphere

2.3: 72 h / 20 °C / Molecular sieve

With 20 % Pd(OH)2/C; hydrogen; In methanol; acetonitrile;

DOI:10.1002/ejoc.201200587

upstream raw materials:

trimethylsilyl cyanide

benzylamine

2,3,5,6-di-O-isopropylidene-D-mannofuranose

D-Mannose

Downstream raw materials:

C₁₈H₂₂N₂O₄