Dryocrassin ABBA

Base Information

• Chemical Name: Dryocrassin ABBA
• CAS No.: 12777-70-7
• Molecular Formula: C43H48 O16
• Molecular Weight: 820.845
• DSSTox Substance ID: DTXSID30925979
• Wikidata: Q72470545,Q105251291
• ChEMBL ID: CHEMBL4551878
• Mol file: 12777-70-7.mol

Synonyms:dryocrassin

Chemical Property of Dryocrassin ABBA

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 1011.9°Cat760mmHg
• PKA: 4.20±1.00(Predicted)
• Flash Point: 579.5°C
• PSA: 304.72000
• Density: 1.474g/cm³
• LogP: 6.20580
• XLogP3: 5.2
• Hydrogen Bond Donor Count: 10
• Hydrogen Bond Acceptor Count: 16
• Rotatable Bond Count: 14
• Exact Mass: 820.29423544
• Heavy Atom Count: 59
• Complexity: 1760

Purity/Quality:

99%, ^*data from raw suppliers

Dryocrassin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC(=O)C1=C(C(=C(C(=C1O)CC2=C(C(C(=O)C(=C2O)C(=O)C)(C)C)O)O)CC3=C(C(=C(C(=C3O)C(=O)CCC)O)CC4=C(C(C(=O)C(=C4O)C(=O)C)(C)C)O)O)O

Technology Process of Dryocrassin ABBA

There total 5 articles about Dryocrassin ABBA 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: 49.0%

norflavaspidic acid AB (39007-95-9) → tetraalbaspidin-ABBA (12777-70-7)

Guidance literature:

With formaldehyd; sulfuric acid; In dichloromethane; for 3h; Solvent;

DOI:10.1016/j.bmc.2019.07.013

Reference yield:

2-acetyl-3,5-dihydroxy-4,4-dimethyl-2,5-cyclohexadien-1-one (16302-39-9) → tetraalbaspidin-ABBA (12777-70-7)

Guidance literature:

Multi-step reaction with 3 steps

1: diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; L-proline / dichloromethane / 20 °C

2: boron tribromide / dichloromethane / -78 - 20 °C

3: formaldehyd; sulfuric acid / dichloromethane / 3 h

With formaldehyd; sulfuric acid; diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; boron tribromide; L-proline; In dichloromethane;

DOI:10.1016/j.bmc.2019.07.013

Reference yield:

3,5-dihydroxyphenol (108-73-6) → tetraalbaspidin-ABBA (12777-70-7)

Guidance literature:

Multi-step reaction with 6 steps

1.1: boron trifluoride diacetate / Heating

2.1: (-)-menthol; sodium methylate / 2 h / 0 °C

2.2: 96 h / 20 °C / Darkness

3.1: sulfuric acid / 80 °C

4.1: diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; L-proline / dichloromethane / 20 °C

5.1: boron tribromide / dichloromethane / -78 - 20 °C

6.1: formaldehyd; sulfuric acid / dichloromethane / 3 h

With formaldehyd; (-)-menthol; sulfuric acid; diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; sodium methylate; boron trifluoride diacetate; boron tribromide; L-proline; In dichloromethane;

DOI:10.1016/j.bmc.2019.07.013

upstream raw materials:

2-acetyl-3,5-dihydroxy-4,4-dimethyl-2,5-cyclohexadien-1-one

3,5-dihydroxyphenol

2,4-diacetylphloroglucinol

2,6-diacetyl-3,5-dihydroxy-4,4-dimethyl-2,5-cyclohexadien-1-one

Refernces