(3R,4R)-1-Benzyl-3,4-dihydroxypyrrolidine-2,5-dione

Base Information

• Chemical Name: (3R,4R)-1-Benzyl-3,4-dihydroxypyrrolidine-2,5-dione
• CAS No.: 75172-31-5
• Molecular Formula: C11H11NO4
• Molecular Weight: 221.213
• Mol file: 75172-31-5.mol

Synonyms:2,5-Pyrrolidinedione,3,4-dihydroxy-1-(phenylmethyl)-, (3R-trans)-;(3R,4R)-1-Benzyl-3,4-dihydroxypyrrolidine-2,5-dione;

Chemical Property of (3R,4R)-1-Benzyl-3,4-dihydroxypyrrolidine-2,5-dione

Chemical Property:

• Vapor Pressure: 2.18E-10mmHg at 25°C
• Melting Point: 196-198 °C(Solv: ethanol (64-17-5))
• Refractive Index: 1.676
• Boiling Point: 489.3 °C at 760 mmHg
• PKA: 11.11±0.40(Predicted)
• Flash Point: 249.7 °C
• PSA: 77.84000
• Density: 1.525 g/cm³
• LogP: -0.78490

Purity/Quality:

97% ^*data from raw suppliers

(3R,4R)-1-benzyl-3,4-dihydroxypyrrolidine-2,5-dione ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (3R,4R)-1-Benzyl-3,4-dihydroxypyrrolidine-2,5-dione

There total 11 articles about (3R,4R)-1-Benzyl-3,4-dihydroxypyrrolidine-2,5-dione 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: 99.0%

L-Tartaric acid (87-69-4,138508-61-9) + benzylamine (100-46-9) → (3R,4R)-1-benzyl-3,4-dihydroxypyrrolidine-2,5-dione (75172-31-5)

Guidance literature:

In o-xylene; Heating;

DOI:10.1016/j.tetlet.2006.09.147

Reference yield: 99.0%

(3R,4R)-1-benzyl-2,5-dioxopyrrolidine-3,4-diyl diacetate (136137-85-4) → (3R,4R)-1-benzyl-3,4-dihydroxypyrrolidine-2,5-dione (75172-31-5)

Guidance literature:

With acetyl chloride; at 0 - 20 ℃; for 24.25h;

DOI:10.1021/acs.joc.7b01814

Reference yield:

D-tartaric acid (147-71-7,138508-61-9) + benzylamine (100-46-9) → (3R,4R)-1-benzyl-3,4-dihydroxypyrrolidine-2,5-dione (75172-31-5)

Guidance literature:

In xylene; at 150 ℃; for 3h; Heating / reflux;

upstream raw materials:

L-Tartaric acid

benzylamine

(2R,3R)-2,3-Dihydroxy-butanedioyl dichloride

methyl (2R,3R)-4-(N-benzylcarbamoyl)-2,3-dihydroxybutyrate

Downstream raw materials:

(-)-1(R),2(R)-bis<2'-(diphenylphosphino)benzamido>-1,2-diphenylethane

(3R,4R)-1-benzyl-2,5-dioxopyrrolidine-3,4-diyl diacetate

(3S,4S)-(+)-1-benzyl-3,4-pyrrolidinediol

(3R,4R)-3,4-Bis<(tert-butyldimethylsilyl)oxy>-1-benzyl-2,5-pyrrolidinedione