<3S-(3α,6α,7aα)>-6--6-benzyl-5-oxo-(5H)-pyrrolo<2,1-b>thiazolidine-3-carboxamide

Base Information

Chemical Name:<3S-(3α,6α,7aα)>-6--6-benzyl-5-oxo-(5H)-pyrrolo<2,1-b>thiazolidine-3-carboxamide
CAS No.:239437-83-3
Molecular Formula:C₂₂H₂₃N₃O₄S
Molecular Weight:425.508
Hs Code.:

<3S-(3α,6α,7aα)>-6-<N-(benzyoxycarbonyl)amino>-6-benzyl-5-oxo-(5H)-pyrrolo<2,1-b>thiazolidine-3-carboxamide

Synonyms:<3S-(3α,6α,7aα)>-6--6-benzyl-5-oxo-(5H)-pyrrolo<2,1-b>thiazolidine-3-carboxamide

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Chemical Property of <3S-(3α,6α,7aα)>-6--6-benzyl-5-oxo-(5H)-pyrrolo<2,1-b>thiazolidine-3-carboxamide

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Technology Process of <3S-(3α,6α,7aα)>-6--6-benzyl-5-oxo-(5H)-pyrrolo<2,1-b>thiazolidine-3-carboxamide

There total 6 articles about <3S-(3α,6α,7aα)>-6--6-benzyl-5-oxo-(5H)-pyrrolo<2,1-b>thiazolidine-3-carboxamide 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%

: 239437-78-6
methyl <3S-(3α,6α,7aα)>-6--6-benzyl-5-oxo-(5H)-pyrrolo<2,1-b>thiazolidine-3-carboxylate

: 239437-83-3
<3S-(3α,6α,7aα)>-6--6-benzyl-5-oxo-(5H)-pyrrolo<2,1-b>thiazolidine-3-carboxamide

Guidance literature:: With ammonia; In methanol; for 0.75h; Ambient temperature;
DOI:10.1021/jm990140n

Reference yield:

: 95260-60-9
(2S,4S)-benzyl 4-benzyl-5-oxo-2-phenyloxazolidine-3-carboxylate

: 239437-83-3
<3S-(3α,6α,7aα)>-6--6-benzyl-5-oxo-(5H)-pyrrolo<2,1-b>thiazolidine-3-carboxamide

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) KN(TMS)2 / 1.) THF, toluene, 30 min, 2.) THF, toluene, a) -78 deg C, 3 h, b) from -78 deg C to RT, 4 h

2: 100 percent / 1 N aq.NAOH / methanol / 16 h / Heating

3: OsO₄, NaIO₄ / tetrahydrofuran; ethyl acetate / 24 h

4: NaHCO₃ / H₂O; ethanol / 12 h / Ambient temperature

5: 41 percent / 2-chloro-1-methylpyridinium iodide, Et₃N / CH₂Cl₂ / 8 h / Heating

6: 100 percent / NH₃ / methanol / 0.75 h / Ambient temperature

With sodium hydroxide; sodium periodate; osmium(VIII) oxide; 2-chloro-1-methyl-pyridinium iodide; ammonia; potassium hexamethylsilazane; sodium hydrogencarbonate; triethylamine; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; ethyl acetate;
DOI:10.1021/jm990140n

Reference yield:

: 131288-65-8
(2S)-N-(benzyloxycarbonyl)-2-allylphenylalanine

: 239437-83-3
<3S-(3α,6α,7aα)>-6--6-benzyl-5-oxo-(5H)-pyrrolo<2,1-b>thiazolidine-3-carboxamide

Guidance literature:: Multi-step reaction with 4 steps

1: OsO₄, NaIO₄ / tetrahydrofuran; ethyl acetate / 24 h

2: NaHCO₃ / H₂O; ethanol / 12 h / Ambient temperature

3: 41 percent / 2-chloro-1-methylpyridinium iodide, Et₃N / CH₂Cl₂ / 8 h / Heating

4: 100 percent / NH₃ / methanol / 0.75 h / Ambient temperature

With sodium periodate; osmium(VIII) oxide; 2-chloro-1-methyl-pyridinium iodide; ammonia; sodium hydrogencarbonate; triethylamine; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; ethyl acetate;
DOI:10.1021/jm990140n