(3R,5aR,6aS,6bS)-3-phenyltetrahydro-3H-cyclopropa[3,4]pyrrolo[1,2-c]oxazol-5(1H)-one

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Chemical Name:(3R,5aR,6aS,6bS)-3-phenyltetrahydro-3H-cyclopropa[3,4]pyrrolo[1,2-c]oxazol-5(1H)-one
CAS No.:220622-90-2
Molecular Formula:C₁₃H₁₃NO₂
Molecular Weight:215.252
Hs Code.:

Synonyms:(3R,5aR,6aS,6bS)-3-phenyltetrahydro-3H-cyclopropa[3,4]pyrrolo[1,2-c]oxazol-5(1H)-one

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Chemical Property of (3R,5aR,6aS,6bS)-3-phenyltetrahydro-3H-cyclopropa[3,4]pyrrolo[1,2-c]oxazol-5(1H)-one

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Technology Process of (3R,5aR,6aS,6bS)-3-phenyltetrahydro-3H-cyclopropa[3,4]pyrrolo[1,2-c]oxazol-5(1H)-one

There total 9 articles about (3R,5aR,6aS,6bS)-3-phenyltetrahydro-3H-cyclopropa[3,4]pyrrolo[1,2-c]oxazol-5(1H)-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: 63.15%

: 1774-47-6
trimethylsulfoxonium iodide

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

: 220622-90-2
(3R,5aR,6aS,6bS)-3-phenyltetrahydro-3H-cyclopropa[3,4]pyrrolo[1,2-c]oxazol-5(1H)-one

Guidance literature:: trimethylsulfoxonium iodide; With sodium hydride; In dimethyl sulfoxide; at 50 ℃; for 1h;

(3R,7aS)-3-phenyl-3,7a-dihydro-1H-pyrrolo[1,2-c]oxazol-5-one; In dimethyl sulfoxide; at 55 ℃; for 2h;

Reference yield: 60.0%

: 30004-64-9,344752-32-5
(dimethylamino)phenyloxosulfonium methylide

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

: 220622-90-2
(3R,5aR,6aS,6bS)-3-phenyltetrahydro-3H-cyclopropa[3,4]pyrrolo[1,2-c]oxazol-5(1H)-one

Guidance literature:: In dimethyl sulfoxide; Ambient temperature;
DOI:10.1021/jo9816109

Reference yield:

: 17342-08-4
(S)-Pyroglutaminol

: 220622-90-2
(3R,5aR,6aS,6bS)-3-phenyltetrahydro-3H-cyclopropa[3,4]pyrrolo[1,2-c]oxazol-5(1H)-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: toluene-4-sulfonic acid / toluene; water / 5 h / Reflux

2.1: potassium hexamethylsilazane / tetrahydrofuran / 0.5 h / -78 °C

2.2: 4 h / 0 °C

2.3: 7.5 h / 0 - 17 °C

3.1: dihydrogen peroxide / ethyl acetate / 0.5 h / 0 °C

3.2: 12 h / 15 °C

4.1: sodium hydride / dimethyl sulfoxide / 1 h / 50 °C

4.2: 2 h / 55 °C

With dihydrogen peroxide; potassium hexamethylsilazane; sodium hydride; toluene-4-sulfonic acid; In tetrahydrofuran; water; dimethyl sulfoxide; ethyl acetate; toluene;