4-{(2R)-2-[(1E)-3-hydroxy-4-phenylbut-1-enyl]-5-oxopyrrolidin-1-yl}butyl thiocyanate

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Chemical Name:4-{(2R)-2-[(1E)-3-hydroxy-4-phenylbut-1-enyl]-5-oxopyrrolidin-1-yl}butyl thiocyanate
CAS No.:540721-57-1
Molecular Formula:C₁₉H₂₄N₂O₂S
Molecular Weight:344.478
Hs Code.:

Synonyms:4-{(2R)-2-[(1E)-3-hydroxy-4-phenylbut-1-enyl]-5-oxopyrrolidin-1-yl}butyl thiocyanate

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Chemical Property of 4-{(2R)-2-[(1E)-3-hydroxy-4-phenylbut-1-enyl]-5-oxopyrrolidin-1-yl}butyl thiocyanate

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Technology Process of 4-{(2R)-2-[(1E)-3-hydroxy-4-phenylbut-1-enyl]-5-oxopyrrolidin-1-yl}butyl thiocyanate

There total 7 articles about 4-{(2R)-2-[(1E)-3-hydroxy-4-phenylbut-1-enyl]-5-oxopyrrolidin-1-yl}butyl thiocyanate 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: 98.0%

: 463-56-9
thiocyanic acid

: 540721-64-0
(5R)-1-(4-chlorobutyl)-5-[(1E)-3-hydroxy-4-phenylbut-1-enyl]-pyrrolidin-2-one

: 540721-57-1
4-{(2R)-2-[(1E)-3-hydroxy-4-phenylbut-1-enyl]-5-oxopyrrolidin-1-yl}butyl thiocyanate

Guidance literature:: With sodium methylate; tetra-(n-butyl)ammonium iodide; In N,N-dimethyl-formamide; at 50 ℃;
DOI:10.1016/S0960-894X(03)00042-8

Reference yield:

: 333-20-0
potassium thioacyanate

: 540721-64-0
(5R)-1-(4-chlorobutyl)-5-[(1E)-3-hydroxy-4-phenylbut-1-enyl]-pyrrolidin-2-one

: 540721-57-1
4-{(2R)-2-[(1E)-3-hydroxy-4-phenylbut-1-enyl]-5-oxopyrrolidin-1-yl}butyl thiocyanate

Guidance literature:: tetra-(n-butyl)ammonium iodide; In DMF (N,N-dimethyl-formamide); at 50 ℃;

Reference yield:

: 128899-30-9,100548-49-0,106191-02-0
(R)-5-(((tert-butyldimethylsilyl)oxy)methyl)pyrrolidin-2-one

: 540721-57-1
4-{(2R)-2-[(1E)-3-hydroxy-4-phenylbut-1-enyl]-5-oxopyrrolidin-1-yl}butyl thiocyanate

Guidance literature:: Multi-step reaction with 6 steps

1.1: NaH / dimethylformamide / 50 °C

1.2: 87 percent / Bu₄NI / dimethylformamide / 50 °C

2.1: 90 percent / HF*Py / CH₂Cl₂

3.1: 95 percent / Dess-Martin periodinane / CH₂Cl₂

4.1: NaH / 1,2-dimethoxy-ethane / 0 °C

4.2: 62 percent / 1,2-dimethoxy-ethane / 20 °C

5.1: 90 percent / NaBH₄ / ethanol / -20 °C

6.1: 98 percent / MeONa; Bu₄NI / dimethylformamide / 50 °C

With sodium tetrahydroborate; sodium methylate; tetra-(n-butyl)ammonium iodide; sodium hydride; Dess-Martin periodane; pyridine hydrogenfluoride; In 1,2-dimethoxyethane; ethanol; dichloromethane; N,N-dimethyl-formamide; 4.2: Wittig reaction;
DOI:10.1016/S0960-894X(03)00042-8