(4R,5R)-4,5-Dimethyl-5-[2-(2-nitro-phenylselanyl)-ethyl]-dihydro-furan-2-one

Base Information

Chemical Name:(4R,5R)-4,5-Dimethyl-5-[2-(2-nitro-phenylselanyl)-ethyl]-dihydro-furan-2-one
CAS No.:178627-95-7
Molecular Formula:C₁₄H₁₇NO₄Se
Molecular Weight:342.253
Hs Code.:

Synonyms:(4R,5R)-4,5-Dimethyl-5-[2-(2-nitro-phenylselanyl)-ethyl]-dihydro-furan-2-one

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Chemical Property of (4R,5R)-4,5-Dimethyl-5-[2-(2-nitro-phenylselanyl)-ethyl]-dihydro-furan-2-one

Chemical Property:

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Technology Process of (4R,5R)-4,5-Dimethyl-5-[2-(2-nitro-phenylselanyl)-ethyl]-dihydro-furan-2-one

There total 12 articles about (4R,5R)-4,5-Dimethyl-5-[2-(2-nitro-phenylselanyl)-ethyl]-dihydro-furan-2-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: 100.0%

: 51694-22-5
ortho-nitrophenyl selenocyanate

: 178627-94-6
(4R,5R)-5-(2-Hydroxy-ethyl)-4,5-dimethyl-dihydro-furan-2-one

: 178627-95-7
(4R,5R)-4,5-Dimethyl-5-[2-(2-nitro-phenylselanyl)-ethyl]-dihydro-furan-2-one

Guidance literature:: With tributylphosphine; In tetrahydrofuran; for 2h; Ambient temperature;
DOI:10.1039/p19960001125

Reference yield:

: 111752-10-4
(1S,2R,5R)-5-isopropenyl-2-methyl-3-oxocyclopentanecarboxylic acid

: 178627-95-7
(4R,5R)-4,5-Dimethyl-5-[2-(2-nitro-phenylselanyl)-ethyl]-dihydro-furan-2-one

Guidance literature:: Multi-step reaction with 11 steps

1: 93 percent / Bu₄NBr, conc. aq. HCl / acetonitrile / 12 h / Ambient temperature

2: 90 percent / K₂CO₃ / dimethylformamide / 12 h / Ambient temperature

3: 58 percent / molecular sieves 4 Angstroem / tetrahydrofuran; diethyl ether / 0.5 h / -78 °C

4: H₂ / 10percent Pd/C / ethanol / 12 h / Ambient temperature

5: K₂CO₃ / dimethylformamide / 2 h / Ambient temperature

6: 96 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / Ambient temperature

7: 94 percent / SmI₂, HMPA / tetrahydrofuran / 0.17 h / Ambient temperature

8: 100 percent / TBAF / tetrahydrofuran / 16 h / Ambient temperature

9: O₃ / ethanol / 0.17 h / -78 °C

10: NaBH₄ / ethanol

11: 100 percent / tributylphosphine / tetrahydrofuran / 2 h / Ambient temperature

With 2,6-dimethylpyridine; hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; sodium tetrahydroborate; samarium diiodide; tributylphosphine; 4 A molecular sieve; tetrabutyl ammonium fluoride; tetrabutylammomium bromide; hydrogen; potassium carbonate; ozone; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1039/p19960001125

Reference yield:

: 178627-86-6
(1R,2R,5R)-5-(1-Chloro-1-methylethyl)-2-methyl-3-oxocyclopentanecarboxylic acid

: 178627-95-7
(4R,5R)-4,5-Dimethyl-5-[2-(2-nitro-phenylselanyl)-ethyl]-dihydro-furan-2-one

Guidance literature:: Multi-step reaction with 10 steps

1: 90 percent / K₂CO₃ / dimethylformamide / 12 h / Ambient temperature

2: 58 percent / molecular sieves 4 Angstroem / tetrahydrofuran; diethyl ether / 0.5 h / -78 °C

3: H₂ / 10percent Pd/C / ethanol / 12 h / Ambient temperature

4: K₂CO₃ / dimethylformamide / 2 h / Ambient temperature

5: 96 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / Ambient temperature

6: 94 percent / SmI₂, HMPA / tetrahydrofuran / 0.17 h / Ambient temperature

7: 100 percent / TBAF / tetrahydrofuran / 16 h / Ambient temperature

8: O₃ / ethanol / 0.17 h / -78 °C

9: NaBH₄ / ethanol

10: 100 percent / tributylphosphine / tetrahydrofuran / 2 h / Ambient temperature

With 2,6-dimethylpyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; sodium tetrahydroborate; samarium diiodide; tributylphosphine; 4 A molecular sieve; tetrabutyl ammonium fluoride; hydrogen; potassium carbonate; ozone; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1039/p19960001125