Hydrabamine

Base Information

• Chemical Name: Hydrabamine
• CAS No.: 125-92-8
• Molecular Formula: C42H64 N2
• Molecular Weight: 596.984
• DSSTox Substance ID: DTXSID801318258
• Nikkaji Number: J215.784E
• Wikidata: Q27123281
• Metabolomics Workbench ID: 58139
• Mol file: 125-92-8.mol

Synonyms:hydrabamine;N,N'-di[abieta-8(14),9(11),12-trien-18-yl]ethane-1,2-diamine;125-92-8;SCHEMBL17470671;CHEBI:52166;DTXSID801318258;N,N'-bis[[(1R,4aS,10aR)-1,4a-dimethyl-7-propan-2-yl-2,3,4,9,10,10a-hexahydrophenanthren-1-yl]methyl]ethane-1,2-diamine;Q27123281;N,N'-Bis[[(1R)-1,2,3,4,4a,9,10,10aalpha-octahydro-1,4abeta-dimethyl-7-(1-methylethyl)phenanthren-1alpha-yl]methyl]-1,2-ethanediamine

Chemical Property of Hydrabamine

Chemical Property:

• PSA: 24.06000
• LogP: 10.61520
• XLogP3: 11.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 9
• Exact Mass: 596.50695005
• Heavy Atom Count: 44
• Complexity: 881

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C1=CC2=C(C=C1)C3(CCCC(C3CC2)(C)CNCCNCC4(CCCC5(C4CCC6=C5C=CC(=C6)C(C)C)C)C)C
• Isomeric SMILES: CC(C)C1=CC2=C(C=C1)[C@]3(CCC[C@@]([C@@H]3CC2)(C)CNCCNC[C@@]4(CCC[C@]5([C@H]4CCC6=C5C=CC(=C6)C(C)C)C)C)C

Technology Process of Hydrabamine

There total 3 articles about Hydrabamine 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: 74.3%

leelamine (1446-61-3,104530-67-8,1416-08-6,24564-18-9,27174-94-3,66989-22-8,87926-74-7,25512-83-8) + ethylene dibromide (106-93-4) → bisdehydroabietylamino-N1,N2-ethane-1,2-diamine (125-92-8)

Guidance literature:

With sodium carbonate; In isopropyl alcohol; at 110 ℃; for 2h; Microwave irradiation;

DOI:10.1071/CH16545

Reference yield: 74.3%

C22H34BrN + leelamine (1446-61-3,104530-67-8,1416-08-6,24564-18-9,27174-94-3,66989-22-8,87926-74-7,25512-83-8) → bisdehydroabietylamino-N1,N2-ethane-1,2-diamine (125-92-8)

Guidance literature:

With sodium carbonate; In isopropyl alcohol; at 110 ℃; for 2h; Microwave irradiation;

DOI:10.1039/c5ob01667c

Reference yield:

(+)-dehydroabietylamine acetate (2026-24-6) → bisdehydroabietylamino-N1,N2-ethane-1,2-diamine (125-92-8)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydroxide / water / Heating

2: sodium carbonate / isopropyl alcohol / 2 h / 110 °C / Microwave irradiation

With sodium carbonate; sodium hydroxide; In water; isopropyl alcohol;

DOI:10.1071/CH16545

upstream raw materials:

leelamine

ethylene dibromide

(+)-dehydroabietylamine acetate

Refernces

• 1、 Laaksonen, Tiina,Heikkinen, Sami,W?h?l?, Kristiina. "Synthesis and applications of secondary amine derivatives of (+)-dehydroabietylamine in chiral molecular recognition". . p. 10548 - 10555. Retrieved 2015/11/10.