1,2-Dihydronoracronycine

Base Information

• Chemical Name: 1,2-Dihydronoracronycine
• CAS No.: 17014-70-9
• Molecular Formula: C₁₉H₁₉NO₃
• Molecular Weight: 309.365
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID70168808
• Nikkaji Number: J104.232G
• Wikidata: Q83038423
• ChEMBL ID: CHEMBL453017
• Mol file: 17014-70-9.mol

Synonyms:1,2-dihydronoracronycine

Chemical Property of 1,2-Dihydronoracronycine

Chemical Property:

• Vapor Pressure: 1.66E-11mmHg at 25°C
• Melting Point: 215-216 °C(Solv: ethanol (64-17-5))
• Boiling Point: 521.8°Cat760mmHg
• PKA: 7.71±0.40(Predicted)
• Flash Point: 269.4°C
• PSA: 51.46000
• Density: 1.245g/cm³
• LogP: 3.50090
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 309.13649347
• Heavy Atom Count: 23
• Complexity: 491

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(CCC2=C(O1)C=C(C3=C2N(C4=CC=CC=C4C3=O)C)O)C

Technology Process of 1,2-Dihydronoracronycine

There total 10 articles about 1,2-Dihydronoracronycine 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: 82.0%

noracronycine (13161-79-0) → 1,2-dihydronoracronycine (17014-70-9)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In ethyl acetate; for 1h; under 1551.49 Torr; Autoclave;

DOI:10.5012/bkcs.2010.31.8.2406

Reference yield:

6-methoxy-3,3,12-trimethyl-3,12-dihydro-pyrano[2,3-c]acridin-7-one; hydrochloride (70509-95-4) → 5-hydroxy-2,2,11-trimethyl-2,3,4,11-tetrahydro-pyrano[3,2-b]acridin-6-one (50868-43-4) + N-methyl-1,3-dihydroxyacridone (28333-02-0) + noracronycine (13161-79-0) + 1,2-dihydronoracronycine (17014-70-9) + 1,3-Dihydroxy-2,10-dimethyl-10H-acridin-9-one + 4-Hydroxy-2,2,10-trimethyl-3,10-dihydro-2H-1-oxa-10-aza-cyclopenta[b]anthracen-5-one

Guidance literature:

In neat (no solvent); at 250 ℃; for 2.5h; Product distribution;

DOI:10.3987/COM-96-7442

Reference yield:

1-hydroxy-4-(3-hydroxy-3-methyl-butyl)-3-methoxy-10H-acridin-9-one (16718-49-3) → 1,2-dihydronoracronycine (17014-70-9)

Guidance literature:

Multi-step reaction with 2 steps

1: Py*HCl

2: K₂CO₃ / acetone

With pyridine hydrochloride; potassium carbonate; In acetone;

DOI:10.1021/ja00991a066

upstream raw materials:

6-hydroxy-3,3-dimethyl-1,2,3,12-tetrahydro-pyrano[2,3-c]acridin-7-one

methyl iodide

1-hydroxy-4-(3-hydroxy-3-methyl-butyl)-3-methoxy-10H-acridin-9-one

1,3-dihydroxy-10-methyl-4-(3-methylbut-2-enyl)-9(10H)-acridinone (glyocitrine-II)

Downstream raw materials:

acronine

noracronycine

Refernces

• 1、 Funayama, Shinji,Pan, Tzu-Yun,Nozoe, Shigeo,Cordell, Geoffrey A.. "New acridone derivatives obtained by heating the HCl salt of acronycine". . p. 1251 - 1256. Retrieved 2007/10/03.
• 2、 Beck,Kwok,Booher,Brown,Patterson,Pranc,Rockey,Pohland. "Synthesis of acronycine.". . p. 4706 - 4710. Retrieved 2007/10/05.