palmarumycin CP(1)

Base Information

• Chemical Name: palmarumycin CP(1)
• CAS No.: 159933-90-1
• Molecular Formula: C20H12 O4
• Molecular Weight: 316.313
• Mol file: 159933-90-1.mol

Synonyms:PalmarumycinCP1

Chemical Property of palmarumycin CP(1)

Chemical Property:

• Vapor Pressure: 4.3E-15mmHg at 25°C
• Melting Point: 171-172 °C
• Boiling Point: 602.1°Cat760mmHg
• PKA: 7.16±0.20(Predicted)
• Flash Point: 226.8°C
• PSA: 55.76000
• Density: 1.5g/cm³
• LogP: 3.92210

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of palmarumycin CP(1)

There total 14 articles about palmarumycin CP(1) 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: 95.0%

5-Methoxyspiro<1,3>dioxin>-4-one (207504-83-4) → 8-hydroxy-1-oxo-1,4-dihydronaphthalene-4-spiro-2'-naphthol[1'',8''-de][1',3']dioxin (159933-90-1)

Guidance literature:

5-Methoxyspiro<1,3>dioxin>-4-one; With boron tribromide; In dichloromethane; at -78 - -30 ℃; Inert atmosphere;

With water; In dichloromethane; at -30 ℃;

DOI:10.1002/ejoc.201000562

Reference yield: 58.0%

5-Methoxyspiro<1,3>dioxin>-4-one (207504-83-4) → 8-hydroxy-1-oxo-1,4-dihydronaphthalene-4-spiro-2'-naphthol[1'',8''-de][1',3']dioxin (159933-90-1) + 3-Bromo-5-hydroxyspiro<1,3>dioxin>-4-one

Guidance literature:

With boron tribromide; In dichloromethane;

DOI:10.1016/S0040-4039(98)00896-X

Reference yield:

C20H14O4 (328005-52-3) → 8-hydroxy-1-oxo-1,4-dihydronaphthalene-4-spiro-2'-naphthol[1'',8''-de][1',3']dioxin (159933-90-1)

Guidance literature:

With manganese(IV) oxide; In dichloromethane; at 20 ℃; for 48h;

DOI:10.1016/S0040-4020(00)00936-4

upstream raw materials:

5-Methoxyspiro<1,3>dioxin>-4-one

(+/-)-8-hydroxy-1-oxo-1,4,5,6,7,8-hexahydronaphthalene-4-spiro-2'-naphthol[1'',8''-de][1',3']dioxin

C₂₀H₁₄O₄

8-iodo-1-methoxy-naphthalene

Refernces

• 1、 Ragot, Jacques P.,Steeneck, Christoph,Alcaraz, Marie-Lyne,Taylor, Richard J. K.. "The synthesis of 1,8-dihydroxynaphthalene-derived natural products: Palmarumycin CP1, palmarumycin CP2, palmarumycin C11, CJ-12,371, deoxypreussomerin a and novel analogues". . p. 1073 - 1082. Retrieved 1999.
• 2、 Ragot, Jacques P.,Alcaraz, Marie-Lyne,Taylor, Richard J. K.. "Syntheses of palmarumycin CP1 and CP2, CJ-12,371 and novel analogues". . p. 4921 - 4924. Retrieved 1998.
• 3、 Liu, Xinlei,Li, Shuyi,Wei, Xinyu,Zhao, Yu,Lai, Daowan,Zhou, Ligang,Wang, Mingan. "Total synthesis of Palmarumycin BGs, C1 and Guignardin e". . p. 1588 - 1594. Retrieved 2020/01/25.
• 4、 Barrett, Anthony G.M.,Blaney, Frank,Campbell, Andrew D.,Hamprecht, Dieter,Meyer, Thorsten,White, Andrew J.P.,Witty, David,Williams, David J.. "Unified route to the palmarumycin and preussomerin natural products. Enantioselective synthesis of (-)-preussomerin G". . p. 2735 - 2750. Retrieved 2007/10/03.