(2R,4S)-1-allyloxycarbonyl-4-benzoylthio-2-(pyridin-2-ylmethyl)pyrrolidine

Base Information

Chemical Name:(2R,4S)-1-allyloxycarbonyl-4-benzoylthio-2-(pyridin-2-ylmethyl)pyrrolidine
CAS No.:156441-58-6
Molecular Formula:C₂₁H₂₂N₂O₃S
Molecular Weight:382.483
Hs Code.:

Synonyms:(2R,4S)-1-allyloxycarbonyl-4-benzoylthio-2-(pyridin-2-ylmethyl)pyrrolidine

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2R,4S)-1-allyloxycarbonyl-4-benzoylthio-2-(pyridin-2-ylmethyl)pyrrolidine

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Technology Process of (2R,4S)-1-allyloxycarbonyl-4-benzoylthio-2-(pyridin-2-ylmethyl)pyrrolidine

There total 13 articles about (2R,4S)-1-allyloxycarbonyl-4-benzoylthio-2-(pyridin-2-ylmethyl)pyrrolidine 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: 68.8%

: 156441-58-6
(2R,4S)-1-allyloxycarbonyl-4-benzoylthio-2-(pyridin-2-ylmethyl)pyrrolidine

: 156441-75-7
(2R,4S)-1-Allyloxycarbonyl-4-benzoylthio-2-{(1-methylimidazol-2-yl)-methyl}pyrrolidine

Guidance literature:

Reference yield:

: 156441-57-5
(2R,4R)-1-allyloxycarbonyl-4-hydroxy-2-(pyridin-2-ylmethyl)-pyrrolidine

: 98-91-9
thiobenzoic acid

: 1972-28-7,218603-74-8
diethylazodicarboxylate

: 156441-58-6
(2R,4S)-1-allyloxycarbonyl-4-benzoylthio-2-(pyridin-2-ylmethyl)pyrrolidine

Guidance literature:: With triphenylphosphine; In tetrahydrofuran;

Reference yield:

: 109-04-6
2-bromo-pyridine

: 156441-58-6
(2R,4S)-1-allyloxycarbonyl-4-benzoylthio-2-(pyridin-2-ylmethyl)pyrrolidine

Guidance literature:: Multi-step reaction with 7 steps

1: 76 percent / n-BuLi / tetrahydrofuran; hexane / 3 h / -70 - 5 °C

2: HCO₂NH₄ / Pd/C / methanol / 0.67 h / Heating

3: 184.11 g / aq. NaOH / tetrahydrofuran / 0.17 h / 0 - 5 °C / pH 8.5 - 10

4: CBr₄; PPh₃ / tetrahydrofuran / 20 °C

5: 17.7 g / Zn; AcOH / dimethylformamide / 1 h / 20 °C

6: aq. HCl / methanol / 1.75 h / 0 - 20 °C

7: PPh₃; DEAD / tetrahydrofuran / 2 h / 20 °C

With hydrogenchloride; sodium hydroxide; n-butyllithium; carbon tetrabromide; ammonium formate; acetic acid; triphenylphosphine; zinc; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; methanol; hexane; N,N-dimethyl-formamide; 7: Mitsunobu reaction;
DOI:10.1016/S0968-0896(00)00314-X