Tetrahydro-1H,3H-pyrrolo(1,2-c)oxazole-1,3-dione

Base Information

• Chemical Name: Tetrahydro-1H,3H-pyrrolo(1,2-c)oxazole-1,3-dione
• CAS No.: 5626-64-2
• Molecular Formula: C6H7 N O3
• Molecular Weight: 141.126
• European Community (EC) Number: 227-066-5,691-846-5
• DSSTox Substance ID: DTXSID10971691
• Nikkaji Number: J225.065I
• Mol file: 5626-64-2.mol

Synonyms:5626-64-2;EINECS 227-066-5;Tetrahydro-1H,3H-pyrrolo(1,2-c)oxazole-1,3-dione;TETRAHYDRO-1H,3H-PYRROLO[1,2-C]OXAZOLE-1,3-DIONE;(7AS)-TETRAHYDRO-1H,3H-PYRROLO[1,2-C]OXAZOLE-1,3-DIONE;45736-33-2;SCHEMBL8844037;JNWNBXNPBSVNMU-UHFFFAOYSA-;DTXSID10971691;3,4-Propanooxazole-2,5(3H,4H)-dione;1H,3H-Pyrrolo(1,2-c)oxazole-1,3-dione, tetrahydro-;Tetrahydro-1H,3H-pyrrolo[1,2-c][1,3]oxazole-1,3-dione

Chemical Property of Tetrahydro-1H,3H-pyrrolo(1,2-c)oxazole-1,3-dione

Chemical Property:

• Vapor Pressure: 0.326mmHg at 25°C
• Boiling Point: 200.4°Cat760mmHg
• Flash Point: 75°C
• PSA: 46.61000
• Density: 1.43g/cm³
• LogP: 0.06550
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 141.042593085
• Heavy Atom Count: 10
• Complexity: 201

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2C(=O)OC(=O)N2C1

Technology Process of Tetrahydro-1H,3H-pyrrolo(1,2-c)oxazole-1,3-dione

There total 4 articles about Tetrahydro-1H,3H-pyrrolo(1,2-c)oxazole-1,3-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: 97.0%

bis(trichloromethyl) carbonate (32315-10-9) + rac-Pro-OH (609-36-9,25191-13-3,37159-97-0,4305-67-3,4607-28-7) → (S)-1-Chlorocarbonyl-pyrrolidine-2-carboxylic acid + DL-Pro-NCA (5626-64-2)

Guidance literature:

In tetrahydrofuran; at 50 ℃; for 1h;

DOI:10.1021/ol0622965

Reference yield: 93.0%

bis(trichloromethyl) carbonate (32315-10-9) + rac-Pro-OH (609-36-9,25191-13-3,37159-97-0,4305-67-3,4607-28-7) → DL-Pro-NCA (5626-64-2)

Guidance literature:

bis(trichloromethyl) carbonate; rac-Pro-OH; In tetrahydrofuran; at 50 ℃; for 1h;

With (N,N-diethylaminomethyl)-functionalyzed polystyrene resin; In tetrahydrofuran; at 20 ℃; for 3h;

DOI:10.1021/ol0622965

Reference yield: 35.0%

bis(trichloromethyl) carbonate (32315-10-9) + rac-Pro-OH (609-36-9,25191-13-3,37159-97-0,4305-67-3,4607-28-7) → (S)-1-Chlorocarbonyl-pyrrolidine-2-carboxylic acid + DL-Pro-NCA (5626-64-2) + rac-octahydrodipyrrolo[1,2-a:1',2'-d]pyrazine-5,10-dione (19943-27-2)

Guidance literature:

bis(trichloromethyl) carbonate; rac-Pro-OH; In tetrahydrofuran; at 50 ℃; for 1h;

With triethylamine; In tetrahydrofuran; at 20 ℃; for 3h; Title compound not separated from byproducts;

DOI:10.1021/ol0622965

upstream raw materials:

phosgene

TMS-DL-Pro-OTMS

bis(trichloromethyl) carbonate

rac-Pro-OH

Downstream raw materials:

Tfa-Pro-NH2

Tfa-D-Pro-NH2

Tfa-DL-Pro-NH2

Piv-L-Pro-NHMe

Refernces

• 1、 Hosten, N.,Antenuis, M.J.O. "ENANTIOMERIC QUANTIFICATIONS OF AMINO ACIDS THROUGH THEIR Nα-ACYL AMIDES BY GAS CHROMATOGRAPHY.". . p. 48 - 50. Retrieved 2007/10/02.