(3R,7aS)-3-(tert-Butyl)dihydropyrrolo[1,2-c]oxazole-1,5(3H,6H)-dione

Base Information

• Chemical Name: (3R,7aS)-3-(tert-Butyl)dihydropyrrolo[1,2-c]oxazole-1,5(3H,6H)-dione
• CAS No.: 171284-84-7
• Molecular Formula: C10H15NO3
• Molecular Weight: 197
• DSSTox Substance ID: DTXSID10451261
• Wikidata: Q76416405
• ChEMBL ID: CHEMBL397977
• Mol file: 171284-84-7.mol

Synonyms:171284-84-7;(3R,7aS)-3-(tert-Butyl)dihydropyrrolo[1,2-c]oxazole-1,5(3H,6H)-dione;(3R,7AS)-3-(TERT-BUTYL)DIHYDRO-1H,3H-PYRROLO[1,2-C]OXAZOLE-1,5(6H)-DIONE;(3R,7aS)-3-tert-butyl-3,6,7,7a-tetrahydropyrrolo[1,2-c][1,3]oxazole-1,5-dione;(3R,7aS)-3-tert-butyldihydropyrrolo[1,2-c]oxazole-1,5(3H,6H)-dione;EC 810-392-2;(3R,7aS)-3-tert-Butyldihydro-1H-pyrrolo(1,2-C)oxazole-1,5(6H)-dione;(3R,7aS)-3-tert-butyldihydro-1H-pyrrolo[1,2-c]oxazole-1,5(6H)-dione;CHEMBL397977;SCHEMBL15450153;DTXSID10451261;XKHXNEYLUYSDJF-IMTBSYHQSA-N;MFCD26940122;AKOS022172243;CS-0148049;(3R,7AS)-3-(t-Butyl)dihydro-1H,3H-pyrrolo[1,2-c]oxazole-1,5(6H)-dione;(3r,7as)-3-tert-butyl dihydropyrrolo[1,2-c]oxazole-1,5(3h,6h)-dione

Chemical Property of (3R,7aS)-3-(tert-Butyl)dihydropyrrolo[1,2-c]oxazole-1,5(3H,6H)-dione

Chemical Property:

• Boiling Point: 376.2±31.0 °C(Predicted)
• PKA: -1.33±0.40(Predicted)
• PSA: 46.61000
• Density: 1.19±0.1 g/cm3(Predicted)
• LogP: 0.84430
• Storage Temp.: 2-8°C
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 197.10519334
• Heavy Atom Count: 14
• Complexity: 292

Purity/Quality:

99.9% ^*data from raw suppliers

(3R,7aS)-3-(tert-Butyl)dihydropyrrolo[1,2-c]oxazole-1,5(3H,6H)-dione 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)C1N2C(CCC2=O)C(=O)O1
• Isomeric SMILES: CC(C)(C)[C@@H]1N2[C@@H](CCC2=O)C(=O)O1

Technology Process of (3R,7aS)-3-(tert-Butyl)dihydropyrrolo[1,2-c]oxazole-1,5(3H,6H)-dione

There total 1 articles about (3R,7aS)-3-(tert-Butyl)dihydropyrrolo[1,2-c]oxazole-1,5(3H,6H)-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: 79.0%

pivalaldehyde (630-19-3) + L-Pyroglutamic acid (98-79-3) → (2R,5S)-2-t-butyl-1-aza-3-oxabicyclo<3.3.0>octane-4,8-dione (171284-84-7)

Guidance literature:

With methanesulfonic acid; In diethylene glycol dimethyl ether; toluene; for 14.5h; Concentration; Time; Reagent/catalyst; Temperature; Solvent; Inert atmosphere; Reflux; Dean-Stark;

Reference yield: 61.0%

Methyl formate (107-31-3) + (2R,5S)-2-t-butyl-1-aza-3-oxabicyclo<3.3.0>octane-4,8-dione (171284-84-7) → C11H15NO4 (1214741-19-1)

Guidance literature:

Methyl formate; (2R,5S)-2-t-butyl-1-aza-3-oxabicyclo<3.3.0>octane-4,8-dione; With 1,3-dimethyl-2-imidazolidinone; chloro-trimethyl-silane; copper(l) chloride; lithium hexamethyldisilazane; In tetrahydrofuran; at -60 - 10 ℃; for 0.5h; Inert atmosphere;

With trifluoroacetic acid; In water; at 5 - 25 ℃; for 3.66667h;

Reference yield: 57.0%

1-bromomethyl-4-bromobenzene (589-15-1) + (2R,5S)-2-t-butyl-1-aza-3-oxabicyclo<3.3.0>octane-4,8-dione (171284-84-7) → (3R,7aR)-7a-(4-Bromo-benzyl)-3-tert-butyl-dihydro-pyrrolo[1,2-c]oxazole-1,5-dione

Guidance literature:

With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃;

DOI:10.1016/0040-4039(95)01160-J

upstream raw materials:

pivalaldehyde

L-Pyroglutamic acid

Downstream raw materials:

5(R)-[[[I(S)-[[I(R)-[3,5-bis(trifluoromethyl)phenyl]ethoxy]methyl]-I-phenyl-2-propenyl]amino]methyl]-5-ethenyl-2-pyrrolidinone 4-methylbenzenesulfonate

Rolapitant hydrochloride

C₁₂H₁₇NO₃

(S)-5-oxo-2-vinylpyrrolidine-2-carbaldehyde