2-Isopentyl-3-hydroxy-1,4-naphthoquinone

Base Information

• Chemical Name: 2-Isopentyl-3-hydroxy-1,4-naphthoquinone
• CAS No.: 3343-38-2
• Molecular Formula: C15H16O3
• Molecular Weight: 244.29
• Hs Code.: 2914690090
• Mol file: 3343-38-2.mol

Synonyms:1,4-Naphthalenedione, 2-hydroxy-3-(3-methylbutyl)-;dihydrolapachol;dihydroprenyl lapachol;2-hydroxy-3-isopentylnaphthalene-1,4-dione;1,2-hydroxy-3-isopentyl;Hydrolapachol;

Chemical Property of 2-Isopentyl-3-hydroxy-1,4-naphthoquinone

Chemical Property:

• Vapor Pressure: 8.26E-07mmHg at 25°C
• Boiling Point: 390.9°Cat760mmHg
• Flash Point: 204.3°C
• PSA: 54.37000
• Density: 1.203g/cm³
• LogP: 3.31390

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-Isopentyl-3-hydroxy-1,4-naphthoquinone

There total 21 articles about 2-Isopentyl-3-hydroxy-1,4-naphthoquinone 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: 98.0%

Lapachol (84-79-7) → 2-hydroxy-3-isopentylnaphthalene-1,4-dione (3343-38-2)

Guidance literature:

With hydrogen; acetic acid; palladium on activated charcoal; for 2h; under 3750.3 Torr; Heating;

DOI:10.1016/j.bmc.2004.09.043

Reference yield: 90.0%

2‐hydroxy‐1,4‐naphthoquinone (27699-93-0) + isovaleraldehyde (590-86-3) → 2-hydroxy-3-isopentylnaphthalene-1,4-dione (3343-38-2)

Guidance literature:

With diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; L-proline; In dichloromethane; at 20 ℃; for 12h;

DOI:10.1002/anie.201706557

Reference yield: 83.0%

lapachol (145294-65-1) → 2-hydroxy-3-isopentylnaphthalene-1,4-dione (3343-38-2)

Guidance literature:

With platinum(IV) oxide; hydrogen; In ethyl acetate; for 4h; under 760 Torr;

DOI:10.1021/ja030497n

upstream raw materials:

Lapachol

2-isopentyl-naphthalene-1,3-diol

2-isopentyl-3-methylamino-[1,4]naphthoquinone

1,2,4-triacetoxy-3-isopentyl-naphthalene

Downstream raw materials:

NSC 26654

2,2-dimethyl-3,4-dihydro-2H-benzo[h]chromene-5,6-dione

Refernces

• 1、 Pertino, Mariano Walter,Theoduloz, Cristina,Palenzuela, Jose Antonio,Del Mar Afonso, Maria,Yesilada, Erdem,Monsalve, Francisco,Gonzalez, Paulo,Droguett, Daniel,Schmeda-Hirschmann, Guillermo. "Synthesis and pharmacological activity of diterpenylnaphthoquinone derivatives". . p. 8614 - 8628. Retrieved 2011.
• 2、 Nicolaou,Gray, David L. F.. "Total Synthesis of Hybocarpone and Analogues Thereof. A Facile Dimerization of Naphthazarins to Pentacyclic Systems". . p. 607 - 612. Retrieved 2004.
• 3、 Theoduloz, Cristina,Bravo, Ivanna,Pertino, Mariano Walter,Schmeda-Hirschmann, Guillermo. "Diterpenylquinone hybrids: Synthesis and assessment of gastroprotective mechanisms of action in human cells". . p. 11044 - 11066. Retrieved 2013.
• 4、 Ramachary, Dhevalapally B.,Anif Pasha, Mohammed,Thirupathi, Guguloth. "Organocatalytic Asymmetric Formal [3+2] Cycloaddition as a Versatile Platform to Access Methanobenzo[7]annulenes". supporting information. p. 12930 - 12934. Retrieved 2017/09/13.