1H,3H-Pyrrolo[1,2-c]oxazol-3-one,7,7-difluorotetrahydro-(9CI)

Base Information

• Chemical Name: 1H,3H-Pyrrolo[1,2-c]oxazol-3-one,7,7-difluorotetrahydro-(9CI)
• CAS No.: 173315-17-8
• Molecular Formula: C₆H₇F₂NO₂
• Molecular Weight: 163.124
• Mol file: 173315-17-8.mol

Synonyms:1H,3H-Pyrrolo[1,2-c]oxazol-3-one,7,7-difluorotetrahydro-(9CI)

Chemical Property of 1H,3H-Pyrrolo[1,2-c]oxazol-3-one,7,7-difluorotetrahydro-(9CI)

Chemical Property:

• PSA: 29.54000
• LogP: 0.78410

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1H,3H-Pyrrolo[1,2-c]oxazol-3-one,7,7-difluorotetrahydro-(9CI)

There total 2 articles about 1H,3H-Pyrrolo[1,2-c]oxazol-3-one,7,7-difluorotetrahydro-(9CI) 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: 64.0%

6-oxo-1-aza-3-oxabicyclo<3.3.0>octan-2-one (173315-16-7) → 6,6-difluoro-1-aza-3-oxabicyclo<3.3.0>octan-2-one (173315-17-8)

Guidance literature:

With 4,4'-diaminostilbene-2,2'-disulfonic acid; In dichloromethane; -78 deg C to r.t.;

DOI:10.1016/S0040-4039(00)74045-7

Reference yield:

6-hydroxy-1-aza-3-oxabicyclo<3.3.0>octan-2-one → 6,6-difluoro-1-aza-3-oxabicyclo<3.3.0>octan-2-one (173315-17-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 73 percent / DMSO, (CF₃CO)2O / CH₂Cl₂ / 0.5 h / -55 °C

2: 64 percent / DAST / CH₂Cl₂ / -78 - 20 °C

With dimethyl sulfoxide; 4,4'-diaminostilbene-2,2'-disulfonic acid; trifluoroacetic anhydride; In dichloromethane;

DOI:10.1021/jm950515e

Reference yield:

6,6-difluoro-1-aza-3-oxabicyclo<3.3.0>octan-2-one (173315-17-8) → 2-{4-[(2-Amino-4-oxo-3,4-dihydro-pteridin-6-ylmethyl)-(2,2,2-trifluoro-acetyl)-amino]-benzoylamino}-3,3-difluoro-pentanedioic acid

Guidance literature:

Multi-step reaction with 9 steps

1: 6 N HCl / 18 h / Heating

2: 0.36 M aq. NaHCO₃, NaCl / CHCl₃ / 3 h / Heating

3: aq. RuO₂, NaIO₄ / ethyl acetate / 3 h / Ambient temperature

4: diethyl ether / 1 h / 0 °C

5: aq. RuO₂, NaIO₄ / ethyl acetate / 288 h / Ambient temperature

6: 12 N aq. HCl / 2 h / Heating

7: 89 percent / conc. H₂SO₄ / CHCl₃ / 120 h / Ambient temperature

8: EDC, HOBt / dimethylformamide / 72 h / Ambient temperature

9: TFA / 0.5 h / 0 °C

With hydrogenchloride; ruthenium(IV) oxide; sodium periodate; sulfuric acid; sodium hydrogencarbonate; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; trifluoroacetic acid; sodium chloride; In diethyl ether; chloroform; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1021/jm950515e

upstream raw materials:

6-oxo-1-aza-3-oxabicyclo<3.3.0>octan-2-one

Downstream raw materials:

3,3-difluoro-DL-glutamic acid