Eudistomin H

Base Information

• Chemical Name: Eudistomin H
• CAS No.: 88704-44-3
• Molecular Formula: C₁₅H₁₂BrN₃
• Molecular Weight: 314.184
• Hs Code.: 2933990090
• NSC Number: 622807
• DSSTox Substance ID: DTXSID10237269
• Nikkaji Number: J96.976A
• Wikidata: Q27154926
• Metabolomics Workbench ID: 126031
• ChEMBL ID: CHEMBL1994777
• Mol file: 88704-44-3.mol

Synonyms:eudistomin H

Chemical Property of Eudistomin H

Chemical Property:

• Vapor Pressure: 2.96E-10mmHg at 25°C
• Boiling Point: 516.3°C at 760 mmHg
• Flash Point: 266.1°C
• PSA: 41.04000
• Density: 1.68g/cm³
• LogP: 3.49710
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 313.02146
• Heavy Atom Count: 19
• Complexity: 384

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(=NC1)C2=NC=CC3=C2NC4=C3C=C(C=C4)Br

Technology Process of Eudistomin H

There total 15 articles about Eudistomin H 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: 80.0%

eudistomin I (88704-45-4) → eudistomin H (88704-44-3)

Guidance literature:

With N-Bromosuccinimide; In dichloromethane; for 0.75h; Ambient temperature;

Reference yield:

1-carbamoyl-1,2,3,4-tetrahydro-β-carboline (108061-50-3) → eudistomin H (88704-44-3)

Guidance literature:

Multi-step reaction with 7 steps

1: 75 percent / 5percent Pd/C / xylene / 4 h / Heating

2: 77 percent / POCl₃ / toluene / Heating

3: 94 percent / Br₂ / tetrahydrofuran / 1 h

4: 2.) NaBH₄ / 1.) THF, r.t., 1 h, 2.) THF, MeOH, 0 deg C, 0.5 h

5: 50 percent / 70percent HClO₄ / tetrahydrofuran; H₂O / 3 h / Ambient temperature

6: 62 percent / borane-trimethylamine / acetic acid; tetrahydrofuran / 1 h / 0 °C

7: 1.) 5.25percent NaOCl, 2.) Na₂CO₃ / 1.) MeOH, 10 min, 2.) MeOH, 1 h

With sodium hypochlorite; sodium tetrahydroborate; perchloric acid; trimethylamine-borane; bromine; sodium carbonate; trichlorophosphate; palladium on activated charcoal; In tetrahydrofuran; water; acetic acid; toluene; xylene;

DOI:10.1021/ja00245a031

Reference yield:

methyl 1,2,3,4-tetrahydro-β-carboline-1-carboxylate hydrochloride (108061-48-9) → eudistomin H (88704-44-3)

Guidance literature:

Multi-step reaction with 8 steps

1: 91 percent / conc aq. NH₄OH / Ambient temperature

2: 75 percent / 5percent Pd/C / xylene / 4 h / Heating

3: 77 percent / POCl₃ / toluene / Heating

4: 94 percent / Br₂ / tetrahydrofuran / 1 h

5: 2.) NaBH₄ / 1.) THF, r.t., 1 h, 2.) THF, MeOH, 0 deg C, 0.5 h

6: 50 percent / 70percent HClO₄ / tetrahydrofuran; H₂O / 3 h / Ambient temperature

7: 62 percent / borane-trimethylamine / acetic acid; tetrahydrofuran / 1 h / 0 °C

8: 1.) 5.25percent NaOCl, 2.) Na₂CO₃ / 1.) MeOH, 10 min, 2.) MeOH, 1 h

With ammonium hydroxide; sodium hypochlorite; sodium tetrahydroborate; perchloric acid; trimethylamine-borane; bromine; sodium carbonate; trichlorophosphate; palladium on activated charcoal; In tetrahydrofuran; water; acetic acid; toluene; xylene;

DOI:10.1021/ja00245a031

upstream raw materials:

eudistomin I

6-bromo-1-(1-pyrrolidin-2-yl)-β-carboline

(S)-benzyloxycarbonyl-proline acid chloride

9H-pyrido[3,4-b]indole-1-carbonitrile