Aranorosin

Base Information

• Chemical Name: Aranorosin
• CAS No.: 117184-53-9
• Molecular Formula: C₂₃H₃₃NO₆
• Molecular Weight: 419.518
• Wikidata: Q105128249
• Mol file: 117184-53-9.mol

Synonyms:aranorosin

Chemical Property of Aranorosin

Chemical Property:

• Boiling Point: 650.4°Cat760mmHg
• Flash Point: 347.2°C
• PSA: 100.69000
• Density: 1.23g/cm³
• LogP: 2.56610
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 9
• Exact Mass: 419.23078777
• Heavy Atom Count: 30
• Complexity: 726

Purity/Quality:

98%Min ^*data from raw suppliers

Aranorosin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCC(C)C=C(C)C=CC(=O)NC1CC2(C3C(O3)C(=O)C4C2O4)OC1O
• Isomeric SMILES: CCCCCC[C@@H](C)/C=C(\C)/C=C/C(=O)NC1CC2([C@@H]3[C@@H](O3)C(=O)[C@@H]4[C@H]2O4)OC1O
• Uses: Aranorosin is an inhibitor of anti-apoptotic functions regulated by Bcl-2.

Technology Process of Aranorosin

There total 73 articles about Aranorosin 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: 33.0%

(2E,4E)-(R)-4,6-Dimethyl-dodeca-2,4-dienoic acid ((S)-2-hydroxy-8-oxo-1-oxa-spiro[4.5]deca-6,9-dien-3-yl)-amide → Aranorosin (117184-53-9)

Guidance literature:

With lithium hydroxide; dihydrogen peroxide; In isopropyl alcohol; at 0 ℃; for 2h;

DOI:10.1039/p19960001385

Reference yield: 31.0%

(2E,4E)-(S)-4,6-Dimethyl-dodeca-2,4-dienoic acid (2-hydroxy-8-oxo-1-oxa-spiro[4.5]deca-6,9-dien-3-yl)-amide → 6'-epiaranorosin (117184-53-9)

Guidance literature:

With lithium hydroxide; dihydrogen peroxide; In isopropyl alcohol;

DOI:10.1016/S0040-4039(00)73870-6

Reference yield: 22.0%

(2E,4E)-(S)-4,6-Dimethyl-dodeca-2,4-dienoic acid ((S)-2-hydroxy-8-oxo-1-oxa-spiro[4.5]deca-6,9-dien-3-yl)-amide → Epiaranorosin (117184-53-9)

Guidance literature:

With lithium hydroxide; dihydrogen peroxide; In isopropyl alcohol; at 0 ℃; for 2h;

DOI:10.1039/p19960001385

upstream raw materials:

(R)-α-methyloctanal

(R)-2-methyloctan-1-ol

(2E,4R)-2,4-Dimethyl-2-decenal

Ethyl (2E,4R)-2,4-dimethyl-2-decenoate

Refernces

• 1、 McKillop,McLaren,Watson,Taylor,Lewis. "A concise synthesis of the novel antibiotic aranorosin". . p. 5519 - 5522. Retrieved 2007/10/02.