Brucine, dihydro-

Base Information

• Chemical Name: Brucine, dihydro-
• CAS No.: 34403-90-2
• Molecular Formula: C23H28N2O4
• Molecular Weight: 396.4794
• NSC Number: 72917
• DSSTox Substance ID: DTXSID70955952
• ChEMBL ID: CHEMBL1876785
• Mol file: 34403-90-2.mol

Synonyms:Brucine, dihydro-;MLS002693797;NSC72917;34403-90-2;2,3-dimethoxy-21,22-dihydrostrychnidin-10-one;NCIOpen2_008646;CHEMBL1876785;DTXSID70955952;HMS3085H07;NSC-72917;NCI60_041587;SMR001559738

Chemical Property of Brucine, dihydro-

Chemical Property:

• Vapor Pressure: 5.65E-15mmHg at 25°C
• Boiling Point: 613.2°C at 760 mmHg
• Flash Point: 324.7°C
• Density: 1.38g/cm³
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 396.20490738
• Heavy Atom Count: 29
• Complexity: 732

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C2C(=C1)C34CCN5C3CC6C(C5)CCOC7C6C4N2C(=O)C7)OC

Technology Process of Brucine, dihydro-

There total 4 articles about Brucine, dihydro- 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: 92.0%

brucine (357-57-3) → (4S,4aS,4a1R,5aS,8aR,8a1S,15aS)-10,11-dimethoxy-2,3,4,4a,4a1,5,5a,7,8,8a1,15,15adodecahydro-14H-4,6-methanoindolo[3,2,1-ij]oxepino[2,3,4-de]pyrrolo[2,3-h]quinolin-14-one (34403-90-2)

Guidance literature:

With (η⁵-C₅Me₅)Rh(ppy)H; hydrogen; In methanol; at 20 ℃; for 24h; under 4137.29 Torr;

DOI:10.1021/jacs.1c04683

Reference yield:

brucine (357-57-3) → Dihydrobrucin (34403-90-2)

Guidance literature:

With hydrogen; platinum(IV) oxide; In ethanol;

DOI:10.1021/jo00978a026

Reference yield:

brucine (357-57-3) → (4S,4aS,4a1R,5aS,8aR,8a1S,15aS)-10,11-dimethoxy-2,3,4,4a,4a1,5,5a,7,8,8a1,15,15adodecahydro-14H-4,6-methanoindolo[3,2,1-ij]oxepino[2,3,4-de]pyrrolo[2,3-h]quinolin-14-one (34403-90-2)

Guidance literature:

With palladium on activated charcoal; acetic acid; Hydrogenation;

DOI:10.1021/ja01151a010

upstream raw materials:

brucine

brucine

Downstream raw materials:

18-bromo-2,3-dimethoxy-19-phenylacetyl-(21αH)-21,22-dihydro-18,19-seco-strychnidin-10-one