A-HYDROXY-, -DIMETHYL-G-BUTYROLACTONE

Base Information

• Chemical Name: A-HYDROXY-, -DIMETHYL-G-BUTYROLACTONE
• CAS No.: 52126-90-6
• Molecular Formula: C₆H₁₀O₃
• Molecular Weight: 130.144
• Mol file: 52126-90-6.mol

Synonyms:A-HYDROXY-, -DIMETHYL-G-BUTYROLACTONE

Chemical Property of A-HYDROXY-, -DIMETHYL-G-BUTYROLACTONE

Chemical Property:

• PSA: 46.53000
• LogP: -0.06970

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of A-HYDROXY-, -DIMETHYL-G-BUTYROLACTONE

There total 66 articles about A-HYDROXY-, -DIMETHYL-G-BUTYROLACTONE 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: 96.0%

C7H12O2 → (S)-pantolactone (79-50-5,599-04-2,5405-40-3,52126-90-6)

Guidance literature:

With sodium tetrahydroborate; In acetic acid; for 0.5h;

DOI:10.1021/acs.joc.9b01426

Reference yield: 95.0%

ketopantolactone (13031-04-4) → (S)-pantolactone (79-50-5,599-04-2,5405-40-3,52126-90-6) + (R)-Pantolacton (599-04-2)

Guidance literature:

With hydrogen; chloro(1,5-cyclooctadiene)rhodium(I) dimer; (2S,4S)-N-butoxycarbonyl-4-diphenylphosphino-2-diphenylphosphinomethylpyrrolidine; In toluene; at 50 ℃; for 45h; under 37503 Torr; Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1007/BF00816861

Reference yield: 91.0%

(S)-3-(benzyloxy)-4,4-dimethyldihydrofuran-2(3H)-one (20374-33-8,97024-23-2,117895-47-3,96089-96-2) → (S)-pantolactone (79-50-5,599-04-2,5405-40-3,52126-90-6)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; for 24h;

DOI:10.1055/s-0031-1290489

upstream raw materials:

pantolactone

ketopantolactone

(RS)-2-acetoxy-3,3-dimethyl-γ-butyrolactone

DL-sodium pantoate

Downstream raw materials:

O-(4-nitro-benzoyl)-L-pantolactone

N-phenethyl-L-pantamide

O-(toluene-4-sulfonyl)-L-pantolactone

(S)-3-(benzyloxy)-4,4-dimethyldihydrofuran-2(3H)-one

Refernces

• 1、 Brunner, Henri,Weber, Matthias,Zabel, Manfred. "Enantioselective catalysis. Part 147. A Rh(cod) complex with the chiral [Pt2S2{(-)diop}2] ligand". . p. 6 - 12. Retrieved 2003.
• 2、 Roucoux, Alain,Suisse, Isabelle,Devocelle, Marc,Carpentier, Jean-Francois,Agbossou, Francine,Mortreux, Andre. "Rhodium(I) bis(aminophosphane) complexes as catalysts for asymmetric hydrogenation of activated ketones". . p. 379 - 382. Retrieved 1996.
• 3、 Brunner, H.,Forster, St.. "Determination of Enantiomeric Excess and Degree of Hydrogenation in the Enantioselective Hydrogenation of Ketopantolactone". . p. 659 - 663. Retrieved 1992.
• 4、 Diezi, Simon,Szabo, Andras,Mallat, Tamas,Baiker, Alfons. "Inversion of enantioselectivity in the hydrogenation of ketopantolactone on platinum modified by ether derivatives of cinchonidine". . p. 2573 - 2577. Retrieved 2003.
• 5、 Kuenzle,Hess,Mallat,Baiker. "Continuous enantioselective hydrogenation of activated ketones". . p. 239 - 241. Retrieved 1999.
• 6、 Kaupp, Gerd,Schmeyers, Jens,Toda, Fumio,Takumi, Hideaki,Koshima, Hideko. "Mechanism of solid-solid resolution of pantolactone". . p. 795 - 800. Retrieved 1996.
• 7、 Hapiot, Frederic,Agbossou, Francine,Mortreux, Andre. "Asymmetric Catalytic Hydrogenation of α-Ketoesters Using New Chiral Ru(II)(AMPP) Complexes". . p. 11 - 14. Retrieved 1995.
• 8、 Shimizu,Hata,Yamada. "Reduction of ketopantoyl lactone to D-(-)-pantoyl lactone by microorganisms". . p. 2285 - 2291. Retrieved 1984.
• 9、 Reetz, Manfred T,Rueggeberg, Carsten J. "A screening system for enantioselective enzymes based on differential cell growth.". . p. 1428 - 1429. Retrieved 2002.
• 10、 Nakamura, Kaoru,Kondo, Shin-ichi,Kawai, Yasushi,Ohno, Atsuyoshi. "Asymmetric Reduction of Ketopantolactone by Baker's Yeast". . p. 1253 - 1254. Retrieved 1993.