C₂₈H₃₉N₃O₄

Base Information

• Chemical Name: C₂₈H₃₉N₃O₄
• CAS No.: 1426235-87-1
• Molecular Formula: C₂₈H₃₉N₃O₄
• Molecular Weight: 481.635
• Mol file: 1426235-87-1.mol

Synonyms:

Chemical Property of C₂₈H₃₉N₃O₄

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₂₈H₃₉N₃O₄

There total 15 articles about C₂₈H₃₉N₃O₄ 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:

C27H37N3O4 (1426235-86-0) + methyl iodide (74-88-4) → C28H39N3O4 (1426235-87-1)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 0 - 20 ℃; for 16h;

DOI:10.1016/j.tetlet.2013.01.074

Reference yield:

L-tryptophanol (154-09-6,526-53-4,2899-29-8,52485-52-6) → C28H39N3O4 (1426235-87-1)

Guidance literature:

Multi-step reaction with 14 steps

1.1: p-toluenesulfonyl chloride; pyridine / 16 h / 0 - 20 °C

1.2: 2 h / 65 °C

1.3: 0.5 h / -78 °C

2.1: dichloromethane / 16 h / 20 °C / Molecular sieve

2.2: 6 h / -78 - 20 °C

3.1: N-ethyl-N,N-diisopropylamine / acetonitrile / 40 h / 80 °C

4.1: sodium hydride / N,N-dimethyl-formamide / 1.5 h / 0 - 20 °C

5.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 20 °C

6.1: oxalyl dichloride; triethylamine; dimethyl sulfoxide / dichloromethane / 0.25 h / -60 - 20 °C

7.1: dichloromethane / 5 h / 0 - 20 °C

8.1: n-butyllithium; diethylamine / tetrahydrofuran / 2 h / -78 °C

9.1: lithium borohydride / tetrahydrofuran / 16 h / 66 °C

10.1: toluene-4-sulfonic acid / tetrahydrofuran / 16 h / 66 °C

11.1: 20% palladium hydroxide-activated charcoal; hydrogen / 2,2,2-trifluoroethanol / 16 h / 20 °C

12.1: triethylamine / dichloromethane / 16 h / 20 °C

13.1: trimethylaluminum / dichloromethane / 16 h / 20 °C

14.1: sodium hydride / tetrahydrofuran / 16 h / 0 - 20 °C

With pyridine; lithium borohydride; n-butyllithium; oxalyl dichloride; 20% palladium hydroxide-activated charcoal; tetrabutyl ammonium fluoride; hydrogen; trimethylaluminum; sodium hydride; toluene-4-sulfonic acid; dimethyl sulfoxide; diethylamine; triethylamine; N-ethyl-N,N-diisopropylamine; p-toluenesulfonyl chloride; In tetrahydrofuran; dichloromethane; 2,2,2-trifluoroethanol; N,N-dimethyl-formamide; acetonitrile; 2.1: |Pictet-Spengler Synthesis / 2.2: |Pictet-Spengler Synthesis;

DOI:10.1016/j.tetlet.2013.01.074

Reference yield:

L-Tryptophan (73-22-3,27732-43-0,80206-30-0,27813-82-7) → C28H39N3O4 (1426235-87-1)

Guidance literature:

Multi-step reaction with 15 steps

1.1: lithium aluminium tetrahydride / tetrahydrofuran / 16 h / 20 °C

2.1: p-toluenesulfonyl chloride; pyridine / 16 h / 0 - 20 °C

2.2: 2 h / 65 °C

2.3: 0.5 h / -78 °C

3.1: dichloromethane / 16 h / 20 °C / Molecular sieve

3.2: 6 h / -78 - 20 °C

4.1: N-ethyl-N,N-diisopropylamine / acetonitrile / 40 h / 80 °C

5.1: sodium hydride / N,N-dimethyl-formamide / 1.5 h / 0 - 20 °C

6.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 20 °C

7.1: oxalyl dichloride; triethylamine; dimethyl sulfoxide / dichloromethane / 0.25 h / -60 - 20 °C

8.1: dichloromethane / 5 h / 0 - 20 °C

9.1: n-butyllithium; diethylamine / tetrahydrofuran / 2 h / -78 °C

10.1: lithium borohydride / tetrahydrofuran / 16 h / 66 °C

11.1: toluene-4-sulfonic acid / tetrahydrofuran / 16 h / 66 °C

12.1: 20% palladium hydroxide-activated charcoal; hydrogen / 2,2,2-trifluoroethanol / 16 h / 20 °C

13.1: triethylamine / dichloromethane / 16 h / 20 °C

14.1: trimethylaluminum / dichloromethane / 16 h / 20 °C

15.1: sodium hydride / tetrahydrofuran / 16 h / 0 - 20 °C

With pyridine; lithium aluminium tetrahydride; lithium borohydride; n-butyllithium; oxalyl dichloride; 20% palladium hydroxide-activated charcoal; tetrabutyl ammonium fluoride; hydrogen; trimethylaluminum; sodium hydride; toluene-4-sulfonic acid; dimethyl sulfoxide; diethylamine; triethylamine; N-ethyl-N,N-diisopropylamine; p-toluenesulfonyl chloride; In tetrahydrofuran; dichloromethane; 2,2,2-trifluoroethanol; N,N-dimethyl-formamide; acetonitrile; 3.1: |Pictet-Spengler Synthesis / 3.2: |Pictet-Spengler Synthesis;

DOI:10.1016/j.tetlet.2013.01.074

upstream raw materials:

L-tryptophanol

L-Tryptophan

C₂₇H₃₇N₃O₄

methyl iodide

Downstream raw materials:

C₂₈H₃₈N₂O₄

C₂₈H₃₈N₂O₄

C₂₆H₃₄N₂O₃

Refernces