2H-Pyran-2-one,tetrahydro-4-hydroxy-5-methyl-6-(1-methylethyl)-,(4R,5S,6R)-rel-(9CI)

Base Information

• Chemical Name: 2H-Pyran-2-one,tetrahydro-4-hydroxy-5-methyl-6-(1-methylethyl)-,(4R,5S,6R)-rel-(9CI)
• CAS No.: 518348-13-5
• Molecular Formula: C₉H₁₆O₃
• Molecular Weight: 172.224
• Mol file: 518348-13-5.mol

Synonyms:2H-Pyran-2-one,tetrahydro-4-hydroxy-5-methyl-6-(1-methylethyl)-,(4R,5S,6R)-rel-(9CI)

Chemical Property of 2H-Pyran-2-one,tetrahydro-4-hydroxy-5-methyl-6-(1-methylethyl)-,(4R,5S,6R)-rel-(9CI)

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2H-Pyran-2-one,tetrahydro-4-hydroxy-5-methyl-6-(1-methylethyl)-,(4R,5S,6R)-rel-(9CI)

There total 118 articles about 2H-Pyran-2-one,tetrahydro-4-hydroxy-5-methyl-6-(1-methylethyl)-,(4R,5S,6R)-rel-(9CI) 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: 94.0%

(R)-methyl 3-hydroxy-3-((1R,2S)-2-isopropylcyclopropyl)propanoate (1312341-56-2) → (+)-prelactone B (147659-07-2,616207-71-7,518348-13-5)

Guidance literature:

(R)-methyl 3-hydroxy-3-((1R,2S)-2-isopropylcyclopropyl)propanoate; With mercury(II) trifluoroacetate; In dichloromethane; at 20 ℃; for 24h; Inert atmosphere;

With sodium tetrahydroborate; sodium hydroxide; In methanol; water; at 0 ℃; for 0.0333333h; Inert atmosphere;

DOI:10.1021/ol2012023

Reference yield: 93.0%

(3R,4S,5R)-5-Benzyloxy-3-hydroxy-4,6-dimethyl-heptanoic acid methyl ester (760978-00-5) → (+)-prelactone B (147659-07-2,616207-71-7,518348-13-5)

Guidance literature:

With hydrogen; palladium dihydroxide; In ethanol; at 20 ℃; for 1h;

DOI:10.1016/j.tetlet.2004.06.121

Reference yield: 90.0%

(4R,5R,6R)-4-(tert-Butyl-dimethyl-silanyloxy)-6-isopropyl-5-methyl-tetrahydro-pyran-2-one (637029-39-1) → (+)-prelactone B (147659-07-2,616207-71-7,518348-13-5)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 ℃; for 0.5h;

upstream raw materials:

tert-Butyl (3SR,4S,5R)-5-<(tert-butyldimethylsilyl)oxy>-3-hydroxy-4,6-dimethylheptanoate

((4R,5S,6R)-6-Isopropyl-2,2,5-trimethyl-[1,3]dioxan-4-yl)-acetic acid methyl ester

(4R,6R)-4-Hydroxy-6-isopropyl-5-methylene-tetrahydro-pyran-2-one

(4R,5R,6R)-4-(tert-Butyl-dimethyl-silanyloxy)-6-isopropyl-5-methyl-tetrahydro-pyran-2-one