DEHYDROEVODIAMINE HYDROCHLORIDE

Base Information

• Chemical Name: DEHYDROEVODIAMINE HYDROCHLORIDE
• CAS No.: 75853-60-0
• Molecular Formula: C19H16ClN3O
• Molecular Weight: 337.808
• Mol file: 75853-60-0.mol

Synonyms:

Chemical Property of DEHYDROEVODIAMINE HYDROCHLORIDE

Chemical Property:

• Melting Point: 216-218℃
• PSA: 41.67000
• LogP: 2.53040

Purity/Quality:

95%-98% ^*data from raw suppliers

Dehydroevodiamine hydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of DEHYDROEVODIAMINE HYDROCHLORIDE

There total 15 articles about DEHYDROEVODIAMINE HYDROCHLORIDE 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: 100.0%

N2-2-methylaminobenzoyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-1-one (526-43-2) → dehydroevodiamine hydrochloride (75853-60-0,111664-82-5)

Guidance literature:

With hydrogenchloride; In dichloromethane; isopropyl alcohol; at 20 ℃; for 0.25h; Solvent; Temperature; Time;

DOI:10.1016/j.tet.2016.03.059

Reference yield: 88.0%

1,2,3,4-tetrahydronorharman-1-one (17952-82-8) + Methyl N-methylanthranilate (85-91-6) → dehydroevodiamine hydrochloride (75853-60-0,111664-82-5)

Guidance literature:

With trichlorophosphate; In toluene; at 110 ℃; for 1h; Inert atmosphere;

DOI:10.1021/ol4013469

Reference yield:

Indole-3-propionic acid (830-96-6) → dehydroevodiamine hydrochloride (75853-60-0,111664-82-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: dimethylphosphoryl azide; triethylamine / toluene / 1.5 h / 90 °C / Inert atmosphere

1.2: 16 h / 0 - 20 °C / Inert atmosphere

2.1: trichlorophosphate / toluene / 1 h / 110 °C / Inert atmosphere

With dimethylphosphoryl azide; triethylamine; trichlorophosphate; In toluene; 1.1: |Curtius Rearrangement / 1.2: |Curtius Rearrangement;

DOI:10.1021/ol4013469

upstream raw materials:

1,2,3,4-tetrahydronorharman-1-one

Methyl N-methylanthranilate

Indole-3-propionic acid

3,4-dihydro-β-carboline

Downstream raw materials:

13b-hydroxyevodiamine

Refernces

• 1、 Unsworth, William P.,Kitsiou, Christiana,Taylor, Richard J. K.. "An expedient protecting-group-free total synthesis of (±)- dievodiamine". supporting information. p. 3302 - 3305. Retrieved 2013/07/26.