(+/-)-4'-Bromohymenin

Base Information

• Chemical Name: (+/-)-4'-Bromohymenin
• CAS No.: 184887-85-2
• Molecular Formula: C₁₁H₁₀Br₃N₅O
• Molecular Weight: 467.945
• DSSTox Substance ID: DTXSID80443279
• Mol file: 184887-85-2.mol

Synonyms:(+/-)-4'-Bromohymenin;184887-85-2;4-(2-amino-4-bromo-1H-imidazol-5-yl)-2,3-dibromo-4,5,6,7-tetrahydro-1H-pyrrolo[2,3-c]azepin-8-one;(+/-)-4/'-Bromohymenin;DTXSID80443279;CS-T-08309;FT-0663747

Chemical Property of (+/-)-4'-Bromohymenin

Chemical Property:

• PSA: 100.32000
• LogP: 3.13180
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility.: DMSO (Slightly), Methanol (Slightly, Heated)
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 466.84150
• Heavy Atom Count: 20
• Complexity: 400

Purity/Quality:

97% ^*data from raw suppliers

(+/-)-4''-Bromohymenin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CNC(=O)C2=C(C1C3=C(N=C(N3)N)Br)C(=C(N2)Br)Br
• Uses: Debromohymenialdisine intermediate.

Technology Process of (+/-)-4'-Bromohymenin

There total 3 articles about (+/-)-4'-Bromohymenin 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: 95.0%

(-)-hymenine (154569-13-8,105748-62-7) → 4-(2-Amino-5-bromo-1H-imidazol-4-yl)-2,3-dibromo-4,5,6,7-tetrahydro-1H-pyrrolo[2,3-c]azepin-8-one (184887-85-2)

Guidance literature:

With bromine; In trifluoroacetic acid;

DOI:10.1016/0040-4039(96)01888-6

Reference yield: 95.0%

(+/-)-hymenin (154569-13-8,105748-62-7) → 4-(2-Amino-5-bromo-3H-imidazol-4-yl)-2,3-dibromo-4,5,6,7-tetrahydro-1H-pyrrolo[2,3-c]azepin-8-one (184887-85-2)

Guidance literature:

With bromine; trifluoroacetic acid; for 0.333333h; Ambient temperature;

DOI:10.1021/jo9619746

Reference yield: 21.0%

(+/-)-hymenin (154569-13-8,105748-62-7) → 4-(2-Amino-3H-imidazol-4-yl)-2,3,5-tribromo-6,7-dihydro-1H-pyrrolo[2,3-c]azepin-8-one + 4-(2-Amino-5-bromo-3H-imidazol-4-yl)-2,3-dibromo-4,5,6,7-tetrahydro-1H-pyrrolo[2,3-c]azepin-8-one (184887-85-2)

Guidance literature:

With methanesulfonic acid; bromine; for 0.333333h; Ambient temperature;

DOI:10.1021/jo9619746

upstream raw materials:

(-)-hymenine

(+/-)-hymenin

Downstream raw materials:

hymenialdisine

(Z)-debromohymenialdisine

Stevensine/odiline

(-)-hymenine

Refernces

• 1、 Xu, Ying-Zi,Yakushijin, Kenichi,Horne, David A.. "Transbromination of brominated pyrrole and imidazole derivatives: Synthesis of the C11N5 marine alkaloid stevensine". . p. 8121 - 8124. Retrieved 2007/10/03.