[S]-3-Phenyl-1,7a-dihydro-pyrrolo[1,2-c]oxazol-5-one

Base Information

• Chemical Name: [S]-3-Phenyl-1,7a-dihydro-pyrrolo[1,2-c]oxazol-5-one
• CAS No.: 134107-65-6
• Molecular Formula: C12H11NO2
• Molecular Weight: 201.225
• Hs Code.: 2934999090
• Mol file: 134107-65-6.mol

Synonyms:[S]-3-Phenyl-1,7a-dihydro-pyrrolo[1,2-c]oxazol-5-one;(7aS)-3-Phenyl-1,7a-dihydropyrrolo[1,2-c]oxazol-5(3H)-one

Chemical Property of [S]-3-Phenyl-1,7a-dihydro-pyrrolo[1,2-c]oxazol-5-one

Chemical Property:

• Boiling Point: 424.6±45.0 °C(Predicted)
• PKA: -2.06±0.40(Predicted)
• PSA: 29.54000
• Density: 1.29±0.1 g/cm3(Predicted)
• LogP: 1.42030
• Storage Temp.: 2-8°C
• Solubility.: Dichloromethane, Ether, Ethyl Acetate

Purity/Quality:

97% ^*data from raw suppliers

(3R,7aS)-1,7a-Dihydro-3-phenyl-3H,5H-pyrrolo[1,2-c]oxazol-5-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: [S]-3-Phenyl-1,7a-dihydro-pyrrolo[1,2-c]oxazol-5-one can be used in the preparation of Boceprevir (B674500) and its analogs.

Technology Process of [S]-3-Phenyl-1,7a-dihydro-pyrrolo[1,2-c]oxazol-5-one

There total 12 articles about [S]-3-Phenyl-1,7a-dihydro-pyrrolo[1,2-c]oxazol-5-one 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: 89.0%

(3R,7aS)-3-phenyl-tetrahydro-pyrrolo[1,2-c]oxazol-5-one (103201-79-2,1820583-17-2) → (3R,7aS)-3-phenyl-3,7a-dihydro-1H-pyrrolo[1,2-c]oxazol-5-one (134107-65-6)

Guidance literature:

With methylphenylsulfonate; potassium hydride; In tetrahydrofuran; for 2h; Ambient temperature;

DOI:10.1016/S0957-4166(97)00261-9

Reference yield: 86.0%

(3R,7aS)-3-phenyl-6-(phenylselanyl)tetrahydro-3H,5H-pyrrolo[1,2-c]oxazol-5-one → (3R,7aS)-3-phenyl-3,7a-dihydro-1H-pyrrolo[1,2-c]oxazol-5-one (134107-65-6)

Guidance literature:

With dihydrogen peroxide; In dichloromethane; water; at 20 ℃; for 0.5h; Heating;

DOI:10.1016/S0040-4020(97)00740-0

Reference yield: 86.0%

(3R,7aS)-3-Phenyl-6-phenylselanyl-tetrahydro-pyrrolo[1,2-c]oxazol-5-ol → (3R,7aS)-3-phenyl-3,7a-dihydro-1H-pyrrolo[1,2-c]oxazol-5-one (134107-65-6)

Guidance literature:

With dihydrogen peroxide; In ethyl acetate; at 0 ℃; for 0.333333h;

DOI:10.1021/jo9816109

upstream raw materials:

Phenylselenyl bromide

(3R,7aS)-3-phenyl-tetrahydro-pyrrolo[1,2-c]oxazol-5-one

L-glutamic acid

benzaldehyde

Downstream raw materials:

(+)-(2R,5S,6R,7S)-7-Benzyl-6-[bis(methoxycarbonyl)methyl]-8-oxo-2-phenyl-3-oxa-1-azabicyclo[3.3.0]octane

(1aS,1bR,4R,5aS)-4-Phenyl-tetrahydro-1,3-dioxa-4a-aza-cyclopropa[a]pentalen-5-one

(2R,5R,6R,7R)-6,7-epoxy-2-phenyl-3-oxa-1-aza-bicyclo<3.3.0>octane-8-one

(3aS,3bR,6R,7aR)-2-benzyl-1,2,3a,3b,4,7a-hexahydro-6-phenyl-3,5-dioxa-2,6a-diazacyclopentapentalen-7-one