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

Base Information

Chemical Name:methyl <3S-(3α,6α,7aα)>-6--6-benzyl-5-oxo-(5H)-pyrrolo<2,1-b>thiazolidine-3-carboxylate
CAS No.:239437-78-6
Molecular Formula:C₂₃H₂₄N₂O₅S
Molecular Weight:440.52
Hs Code.:

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

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

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

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

There total 5 articles about methyl <3S-(3α,6α,7aα)>-6--6-benzyl-5-oxo-(5H)-pyrrolo<2,1-b>thiazolidine-3-carboxylate 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: 14.0%

: 239437-75-3
(2RS,4S)-2-<2(R)--2-benzyl-2-carboxyethyl>thiazolidine-4-carboxylic acid methyl ester

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

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

Guidance literature:: With 2-chloro-1-methyl-pyridinium iodide; triethylamine; In dichloromethane; for 8h; Heating;
DOI:10.1021/jm990140n

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 5 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

With sodium hydroxide; sodium periodate; osmium(VIII) oxide; 2-chloro-1-methyl-pyridinium iodide; 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

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

Guidance literature:: Multi-step reaction with 3 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

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