(5R)-5-[(1E)-3-hydroxy-4-phenylbut-1-enyl]-1-{4-[(triisopropylsilyl)thio]butyl}-pyrrolidin-2-one

Base Information

Chemical Name:(5R)-5-[(1E)-3-hydroxy-4-phenylbut-1-enyl]-1-{4-[(triisopropylsilyl)thio]butyl}-pyrrolidin-2-one
CAS No.:540721-69-5
Molecular Formula:C₂₇H₄₅NO₂SSi
Molecular Weight:475.811
Hs Code.:

Synonyms:(5R)-5-[(1E)-3-hydroxy-4-phenylbut-1-enyl]-1-{4-[(triisopropylsilyl)thio]butyl}-pyrrolidin-2-one

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Chemical Property of (5R)-5-[(1E)-3-hydroxy-4-phenylbut-1-enyl]-1-{4-[(triisopropylsilyl)thio]butyl}-pyrrolidin-2-one

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Technology Process of (5R)-5-[(1E)-3-hydroxy-4-phenylbut-1-enyl]-1-{4-[(triisopropylsilyl)thio]butyl}-pyrrolidin-2-one

There total 6 articles about (5R)-5-[(1E)-3-hydroxy-4-phenylbut-1-enyl]-1-{4-[(triisopropylsilyl)thio]butyl}-pyrrolidin-2-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: 85.0%

: 156275-96-6
triisopropylsilanethiol

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

: 540721-69-5
(5R)-5-[(1E)-3-hydroxy-4-phenylbut-1-enyl]-1-{4-[(triisopropylsilyl)thio]butyl}-pyrrolidin-2-one

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:

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

: 540721-69-5
(5R)-5-[(1E)-3-hydroxy-4-phenylbut-1-enyl]-1-{4-[(triisopropylsilyl)thio]butyl}-pyrrolidin-2-one

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: 85 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

Reference yield:

: 540721-67-3
(2R)-1-(4-chlorobutyl)-5-oxopyrrolidine-2-carboxaldehyde

: 540721-69-5
(5R)-5-[(1E)-3-hydroxy-4-phenylbut-1-enyl]-1-{4-[(triisopropylsilyl)thio]butyl}-pyrrolidin-2-one

Guidance literature:: Multi-step reaction with 3 steps

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

1.2: 62 percent / 1,2-dimethoxy-ethane / 20 °C

2.1: 90 percent / NaBH₄ / ethanol / -20 °C

3.1: 85 percent / MeONa; Bu₄NI / dimethylformamide / 50 °C

With sodium tetrahydroborate; sodium methylate; tetra-(n-butyl)ammonium iodide; sodium hydride; In 1,2-dimethoxyethane; ethanol; N,N-dimethyl-formamide; 1.2: Wittig reaction;
DOI:10.1016/S0960-894X(03)00042-8