(3’R,7a’S)-3’-phenyldihydro-1‘H-spiro[cyclopropane-1,6’-pyrrolo[1,2-c][1,3]oxazol]-5’-one

Base Information

Chemical Name:(3’R,7a’S)-3’-phenyldihydro-1‘H-spiro[cyclopropane-1,6’-pyrrolo[1,2-c][1,3]oxazol]-5’-one
CAS No.:1431322-84-7
Molecular Formula:C₁₄H₁₅NO₂
Molecular Weight:229.279
Hs Code.:

Synonyms:(3’R,7a’S)-3’-phenyldihydro-1‘H-spiro[cyclopropane-1,6’-pyrrolo[1,2-c][1,3]oxazol]-5’-one

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Chemical Property of (3’R,7a’S)-3’-phenyldihydro-1‘H-spiro[cyclopropane-1,6’-pyrrolo[1,2-c][1,3]oxazol]-5’-one

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Technology Process of (3’R,7a’S)-3’-phenyldihydro-1‘H-spiro[cyclopropane-1,6’-pyrrolo[1,2-c][1,3]oxazol]-5’-one

There total 6 articles about (3’R,7a’S)-3’-phenyldihydro-1‘H-spiro[cyclopropane-1,6’-pyrrolo[1,2-c][1,3]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: 41.0%

: 958275-39-3
(3R,7aS)-6-methylene-3-phenyltetrahydropyrrolo[1,2-c]oxazol-5(1H)-one

: 1774-47-6
trimethylsulfoxonium iodide

: 1431322-84-7
(3’R,7a’S)-3’-phenyldihydro-1‘H-spiro[cyclopropane-1,6’-pyrrolo[1,2-c][1,3]oxazol]-5’-one

Guidance literature:: trimethylsulfoxonium iodide; With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 1h; Inert atmosphere;

(3R,7aS)-6-methylene-3-phenyltetrahydropyrrolo[1,2-c]oxazol-5(1H)-one; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 3h; Inert atmosphere;

Reference yield: 41.0%

: 958275-39-3
(3R,7aS)-6-methylene-3-phenyltetrahydropyrrolo[1,2-c]oxazol-5(1H)-one

: 1431322-84-7
(3’R,7a’S)-3’-phenyldihydro-1‘H-spiro[cyclopropane-1,6’-pyrrolo[1,2-c][1,3]oxazol]-5’-one

Guidance literature:: With trimethylsulfoxonium iodide; sodium hydride; In N,N-dimethyl-formamide; at 20 ℃;
DOI:10.1016/j.bmcl.2013.02.093

Reference yield:

: 17342-08-4
(S)-Pyroglutaminol

: 1431322-84-7
(3’R,7a’S)-3’-phenyldihydro-1‘H-spiro[cyclopropane-1,6’-pyrrolo[1,2-c][1,3]oxazol]-5’-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: toluene-4-sulfonic acid / toluene / Reflux; Dean-Stark

2.1: lithium hexamethyldisilazane / tetrahydrofuran / 2 h / -50 - -40 °C

2.2: 0.5 h / -55 - -45 °C

3.1: potassium hydrogencarbonate / methanol; water / 10 - 50 °C

4.1: potassium tert-butylate / tetrahydrofuran / 1 h / 10 - 60 °C

4.2: 10 - 60 °C

With potassium tert-butylate; potassium hydrogencarbonate; toluene-4-sulfonic acid; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; water; toluene;