Phthoxazolin

Base Information

• Chemical Name: Phthoxazolin
• CAS No.: 130288-22-1
• Molecular Formula: C₁₆H₂₂N₂O₃
• Molecular Weight: 290.362
• Wikidata: Q76386701
• Metabolomics Workbench ID: 112748
• Mol file: 130288-22-1.mol

Synonyms:phthoxazolin;phthoxazolin A

Chemical Property of Phthoxazolin

Chemical Property:

• Vapor Pressure: 4.12E-12mmHg at 25°C
• Boiling Point: 531.1°C at 760 mmHg
• Flash Point: 275°C
• PSA: 90.34000
• Density: 1.12g/cm³
• LogP: 3.29790
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 290.16304257
• Heavy Atom Count: 21
• Complexity: 439

Purity/Quality:

PHTHOXAZOLIN 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=CC=CC=CCC1=CN=CO1)C(C(C)(C)C(=O)N)O
• Isomeric SMILES: C/C(=C/C=C\C=C\CC1=CN=CO1)/[C@H](C(C)(C)C(=O)N)O

Technology Process of Phthoxazolin

There total 39 articles about Phthoxazolin 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: 89.0%

perfluorophenyl (R,4Z,6Z,8E)-3-hydroxy-2,2,4-trimethyl-10-(oxazol-5-yl)deca-4,6,8-trienoate → (R,4Z,6Z,8E)-3-hydroxy-2,2,4-trimethyl-10-(oxazol-5-yl)deca-4,6,8-trienamide (130288-22-1)

Guidance literature:

With ammonium hydroxide; In tetrahydrofuran; water; at 20 ℃; for 0.5h; enantioselective reaction; Inert atmosphere;

DOI:10.1002/chem.201803794

Reference yield: 86.0%

(R,4Z,6Z,8E)-2-carbamoyl-2,4-dimethyl-10-(oxazol-5-yl)deca-4,6,8-trien-3-yl acetate → (R,4Z,6Z,8E)-3-hydroxy-2,2,4-trimethyl-10-(oxazol-5-yl)deca-4,6,8-trienamide (130288-22-1)

Guidance literature:

(R,4Z,6Z,8E)-2-carbamoyl-2,4-dimethyl-10-(oxazol-5-yl)deca-4,6,8-trien-3-yl acetate; With lithium hydroxide; In tetrahydrofuran; methanol; water; at 20 ℃; for 1h; Inert atmosphere;

With hydrogenchloride; In tetrahydrofuran; methanol; water; at 0 ℃; Inert atmosphere;

DOI:10.1039/c2ob26084k

Reference yield: 54.0%

C23H26N2O4 → (R,4Z,6Z,8E)-3-hydroxy-2,2,4-trimethyl-10-(oxazol-5-yl)deca-4,6,8-trienamide (130288-22-1)

Guidance literature:

With potassium carbonate; In methanol; at 20 ℃; for 15h; Inert atmosphere; Darkness;

DOI:10.1021/acs.joc.0c00017

upstream raw materials:

(Z)-2-methyl-5-(trimethylsilyl)pent-2-en-4-yn-1-ol

(3S,4S)-3-methyl-4-((Z)-5-(trimethylsilyl)pent-2-en-4-yn-2-yl)-oxetan-2-one

(2S,3S,4Z)-methyl 3-hydroxy-2,4-dimethyl-7-(trimethylsilyl)hept-4-en-6-ynoate

(R,Z)-methyl 3-hydroxy-2,2,4-trimethyl-7-(trimethylsilyl)hept-4-en-6-ynoate

Downstream raw materials:

3-O-<(S)-2-Phenylbutyryl>inthomycin

Refernces

• 1、 Kumar, Manjeet,Bromhead, Liam,Anderson, Zoe,Overy, Alistair,Burton, Jonathan W.. "Short, Tin-Free Synthesis of All Three Inthomycins". . p. 16753 - 16756. Retrieved 2018.