(+/-)-benzyl 4-(3-hydroxy-4,4-dimethyl-2-oxopyrrolidin-1-yl)benzoate

Base Information

• Chemical Name: (+/-)-benzyl 4-(3-hydroxy-4,4-dimethyl-2-oxopyrrolidin-1-yl)benzoate
• CAS No.: 737762-29-7
• Molecular Formula: C₂₀H₂₁NO₄
• Molecular Weight: 339.391
• Mol file: 737762-29-7.mol

Synonyms:(+/-)-benzyl 4-(3-hydroxy-4,4-dimethyl-2-oxopyrrolidin-1-yl)benzoate

Chemical Property of (+/-)-benzyl 4-(3-hydroxy-4,4-dimethyl-2-oxopyrrolidin-1-yl)benzoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+/-)-benzyl 4-(3-hydroxy-4,4-dimethyl-2-oxopyrrolidin-1-yl)benzoate

There total 1 articles about (+/-)-benzyl 4-(3-hydroxy-4,4-dimethyl-2-oxopyrrolidin-1-yl)benzoate 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: 90.0%

(+/-)-4-(3-hydroxy-4,4-dimethyl-2-oxopyrrolidin-1-yl)benzoic acid (70006-36-9) + benzyl alcohol (100-51-6,185532-71-2) → (+/-)-benzyl 4-(3-hydroxy-4,4-dimethyl-2-oxopyrrolidin-1-yl)benzoate (737762-29-7)

Guidance literature:

With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 5h;

DOI:10.1002/ejoc.200400019

Reference yield: 82.0%

acryloyl chloride (814-68-6,25189-84-8) + (+/-)-benzyl 4-(3-hydroxy-4,4-dimethyl-2-oxopyrrolidin-1-yl)benzoate (737762-29-7) → (+/-)-benzyl 4-(3-acryloyloxy-4,4-dimethyl-2-oxopyrrolidin-1-yl)benzoate (737762-20-8)

Guidance literature:

With triethylamine; In dichloromethane; at -20 ℃; for 2h;

DOI:10.1002/ejoc.200400019

Reference yield:

(+/-)-benzyl 4-(3-hydroxy-4,4-dimethyl-2-oxopyrrolidin-1-yl)benzoate (737762-29-7) → (R)-4-(3-hydroxy-4,4-dimethyl-2-oxopyrrolidin-1-yl) benzoic acid (777087-96-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 25 percent / 4-dimethylaminopyridine; Et₃N / CH₂Cl₂ / 6 h / 20 °C

2: 99 percent / LiOH / tetrahydrofuran; H₂O / 1.5 h / 20 °C

3: 98 percent / H₂ / Pd(OH)2/C / ethyl acetate / 5 h / 20 °C

With dmap; lithium hydroxide; hydrogen; triethylamine; palladium dihydroxide; In tetrahydrofuran; dichloromethane; water; ethyl acetate;

DOI:10.1016/j.tetasy.2004.06.012

upstream raw materials:

(+/-)-4-(3-hydroxy-4,4-dimethyl-2-oxopyrrolidin-1-yl)benzoic acid

benzyl alcohol

Downstream raw materials:

(+/-)-benzyl 4-(3-acryloyloxy-4,4-dimethyl-2-oxopyrrolidin-1-yl)benzoate

(R)-4-(3-hydroxy-4,4-dimethyl-2-oxopyrrolidin-1-yl) benzoic acid

(R)-benzyl 4-(3-acryloyloxy-4,4-dimethyl-2-oxopyrrolidin-1-yl)-benzoate

(S)-benzyl 4-(3-hydroxy-4,4-dimethyl-2-oxopyrrolidin-1-yl)benzoate