4-Benzyloxazolidine-2,5-dione

Base Information

• Chemical Name: 4-Benzyloxazolidine-2,5-dione
• CAS No.: 583-47-1
• Molecular Formula: C10H9 N O3
• Molecular Weight: 191.186
• Hs Code.: 2934999090
• European Community (EC) Number: 209-503-1
• NSC Number: 36252
• UNII: JK8R9ZUK4S
• DSSTox Substance ID: DTXSID00940432
• Nikkaji Number: J188.449B
• Mol file: 583-47-1.mol

Synonyms:4-Benzyloxazolidine-2,5-dione;583-47-1;4-benzyl-1,3-oxazolidine-2,5-dione;4-Benzyl-2,5-oxazolidinedione;2,5-Oxazolidinedione, 4-(phenylmethyl)-;EINECS 209-503-1;MFCD18375238;NSC-36252;1892-35-9;MFCD03411306;NSC36252;MFCD03411307;JK8R9ZUK4S;SCHEMBL6471382;DL-Phenylalanin-N-carboxyanhydrid;DTXSID00940432;2,5-Oxazolidinedione, 4-benzyl-;AMY20334;NSC 36252;AKOS022183104;4-(Phenylmethyl)-2,5-oxazolidinedione;SB45791;AS-31704;SY007695;SY062318;SY225254;CS-0149701;FT-0637145;FT-0746694;4-Benzyl-2-hydroxy-1,3-oxazol-5(4H)-one

Chemical Property of 4-Benzyloxazolidine-2,5-dione

Chemical Property:

• Melting Point: 128 °C (decomp)
• Boiling Point: °Cat760mmHg
• PKA: 9.32±0.40(Predicted)
• Flash Point: °C
• PSA: 55.40000
• Density: 1.299g/cm³
• LogP: 1.19290
• Storage Temp.: 2-8°C
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 191.058243149
• Heavy Atom Count: 14
• Complexity: 246

Purity/Quality:

99% ^*data from raw suppliers

4-Benzyloxazolidine-2,5-dione ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CC2C(=O)OC(=O)N2

Technology Process of 4-Benzyloxazolidine-2,5-dione

There total 29 articles about 4-Benzyloxazolidine-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: 100.0%

Phenylalanine (150-30-1,25191-15-5,658-69-5,67675-33-6) + bis(2,4-dinitrophenyl) carbonate (7497-12-3) → 4-benzyl-oxazolidine-2,5-dione (583-47-1)

Guidance literature:

In tetrahydrofuran; at 60 ℃; for 91h; Product distribution / selectivity;

Reference yield: 99.0%

N-phenoxycarbonyl-L-phenylalanine → 4-benzyl-oxazolidine-2,5-dione (583-47-1)

Guidance literature:

With 2,2-diphenylacetic acid; phenol; In butanone; at 80 ℃; for 30h; Product distribution / selectivity; Inert atmosphere;

Reference yield: 81.0%

bis(trichloromethyl) carbonate (32315-10-9) + Phenylalanine (150-30-1,25191-15-5,658-69-5,67675-33-6) → 4-benzyl-oxazolidine-2,5-dione (583-47-1)

Guidance literature:

In tetrahydrofuran; at 50 ℃; for 3h; Inert atmosphere;

DOI:10.1021/ol500523n

upstream raw materials:

phosgene

Phenylalanine

diethyl ether

2-azidocarbonyl-3-phenyl-propionic acid

Downstream raw materials:

DL-phenylalanine methyl ester

phenylalanine-glycine-glycine

Phenylalanin-aethylamid

phenylalanylglycine

Refernces

• 1、 Otake, Yuma,Nakamura, Hiroyuki,Fuse, Shinichiro. "Rapid and Mild Synthesis of Amino Acid N-Carboxy Anhydrides: Basic-to-Acidic Flash Switching in a Microflow Reactor". supporting information. p. 11389 - 11393. Retrieved 2018/08/28.
• 2、 -. "N-CARBOXY AMINO ACID ANHYDRIDE AND AMINO ACID CARBAMATE COMPOUND PRODUCTION METHOD". . . Retrieved 2011/06/10.