2-hydroxy-4-phenyl-4-butyrolactone

Base Information

• Chemical Name: 2-hydroxy-4-phenyl-4-butyrolactone
• CAS No.: 13983-60-3
• Molecular Formula: C₁₀H₁₀O₃
• Molecular Weight: 178.188
• Mol file: 13983-60-3.mol

Synonyms:2-hydroxy-4-phenyl-4-butyrolactone

Chemical Property of 2-hydroxy-4-phenyl-4-butyrolactone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-hydroxy-4-phenyl-4-butyrolactone

There total 21 articles about 2-hydroxy-4-phenyl-4-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: 69.0%

(1R,3R)-4,4,4-trichloro-1-phenylbutane-1,3-diol (1383976-99-5) → (3S,5R)-dihydro-3-hydroxy-5-phenylfuran-2(3H)-one (13983-60-3,72761-74-1,72761-75-2,112606-91-4,112606-92-5,112607-15-5,112607-16-6,112607-17-7,112607-18-8) + (3R,5R)-dihydro-3-hydroxy-5-phenylfuran-2(3H)-one (13983-60-3,72761-74-1,72761-75-2,112606-91-4,112606-92-5,112607-16-6,112607-17-7,112607-18-8,112607-15-5)

Guidance literature:

(1R,3R)-4,4,4-trichloro-1-phenylbutane-1,3-diol; With sodium hydroxide; In 1,2-dimethoxyethane; water; at 20 ℃; for 24h;

With hydrogenchloride; In 1,2-dimethoxyethane; water; at 0 ℃; pH=2; optical yield given as %de; diastereoselective reaction;

DOI:10.1016/j.tet.2012.04.107

Reference yield: 69.0%

(1R,3R)-4,4,4-trichloro-1-phenylbutane-1,3-diol (1383976-99-5) → (3S,5R)-dihydro-3-hydroxy-5-phenylfuran-2(3H)-one (13983-60-3,72761-74-1,72761-75-2,112606-91-4,112606-92-5,112607-15-5,112607-16-6,112607-17-7,112607-18-8) + (3R,5R)-dihydro-3-hydroxy-5-phenylfuran-2(3H)-one (13983-60-3,72761-74-1,72761-75-2,112606-91-4,112606-92-5,112607-16-6,112607-17-7,112607-18-8,112607-15-5)

Guidance literature:

(1R,3R)-4,4,4-trichloro-1-phenylbutane-1,3-diol; With sodium hydroxide; In 1,2-dimethoxyethane; water; at 20 ℃; for 24h;

With hydrogenchloride; In 1,2-dimethoxyethane; water; at 0 ℃; pH=2; optical yield given as %de; diastereoselective reaction;

DOI:10.1016/j.tet.2012.04.107

Reference yield: 53.4%

trans-3-hydroxy-5-phenyldihydrofuran-2(3H)-one → (3S,5R)-dihydro-3-hydroxy-5-phenylfuran-2(3H)-one (13983-60-3,72761-74-1,72761-75-2,112606-91-4,112606-92-5,112607-15-5,112607-16-6,112607-17-7,112607-18-8) + C10H12O4

Guidance literature:

With recombinant Escherichia coli cells JM₁₀₉; chiral HPLC OJ-H column; In water; acetonitrile; at 30 ℃; for 1h; pH=6.4; optical yield given as %ee; enantioselective reaction; aq. phosphate buffer; Resolution of racemate; Enzymatic reaction;

DOI:10.1002/adsc.200900628

upstream raw materials:

2,4-dioxo-4-phenylbutanoic acid

2-hydroxy-4-oxo-4-phenylbutanoic acid

(S)-2-hydroxy-4-oxo-4-phenylbutanoic acid

trimethylsiloxyethene

Downstream raw materials:

acide hydroxy-2 phenyl-4 (methoxy-4' phenyl)-4 butanoique

acide hydroxy-2 phenyl-4 (methyl-4' phenyl)-4 butanoique

acide hydroxy-2 diphenyl-4,4 butanoique

hydroxy-2 phenyl-4 tetralone-1