(5R)-1-[(3R)-3-ethylpent-4-enoyl]-5-[(triphenylmethoxy)methyl]pyrrolidin-2-one

Base Information

Chemical Name:(5R)-1-[(3R)-3-ethylpent-4-enoyl]-5-[(triphenylmethoxy)methyl]pyrrolidin-2-one
CAS No.:1477797-96-8
Molecular Formula:C₃₁H₃₃NO₃
Molecular Weight:467.608
Hs Code.:

Synonyms:(5R)-1-[(3R)-3-ethylpent-4-enoyl]-5-[(triphenylmethoxy)methyl]pyrrolidin-2-one

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Chemical Property of (5R)-1-[(3R)-3-ethylpent-4-enoyl]-5-[(triphenylmethoxy)methyl]pyrrolidin-2-one

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Technology Process of (5R)-1-[(3R)-3-ethylpent-4-enoyl]-5-[(triphenylmethoxy)methyl]pyrrolidin-2-one

There total 3 articles about (5R)-1-[(3R)-3-ethylpent-4-enoyl]-5-[(triphenylmethoxy)methyl]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%

: 1477797-95-7
(5R)-1-[(2E)-pent-2-enoyl]-5-[(triphenylmethoxy)methyl]pyrrolidin-2-one

: 1826-67-1
vinyl magnesium bromide

: 1477797-96-8
(5R)-1-[(3R)-3-ethylpent-4-enoyl]-5-[(triphenylmethoxy)methyl]pyrrolidin-2-one

Guidance literature:: (5R)-1-[(2E)-pent-2-enoyl]-5-[(triphenylmethoxy)methyl]pyrrolidin-2-one; vinyl magnesium bromide; With copper(I) bromide dimethylsulfide complex; dimethylsulfide; In tetrahydrofuran; at -45 ℃; for 0.333333h; Inert atmosphere; Molecular sieve;

(5R)-1-[(2E)-pent-2-enoyl]-5-[(triphenylmethoxy)methyl]pyrrolidin-2-one; In tetrahydrofuran; at -45 ℃; for 1h; Inert atmosphere;

With water; ammonium chloride; In tetrahydrofuran; Inert atmosphere;
DOI:10.1055/s-0033-1338974

Reference yield:

: 124665-91-4
(R)-5-trityloxymethyl-2-pyrrolidinone

: 1477797-96-8
(5R)-1-[(3R)-3-ethylpent-4-enoyl]-5-[(triphenylmethoxy)methyl]pyrrolidin-2-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere

1.2: 2.5 h / -78 - 20 °C / Inert atmosphere

2.1: copper(I) bromide dimethylsulfide complex; dimethylsulfide / tetrahydrofuran / 0.33 h / -45 °C / Inert atmosphere; Molecular sieve

2.2: 1 h / -45 °C / Inert atmosphere

2.3: Inert atmosphere

With n-butyllithium; copper(I) bromide dimethylsulfide complex; dimethylsulfide; In tetrahydrofuran;
DOI:10.1055/s-0033-1338974

Reference yield:

: 13991-37-2
trans-2-pentenoic acid

: 1477797-96-8
(5R)-1-[(3R)-3-ethylpent-4-enoyl]-5-[(triphenylmethoxy)methyl]pyrrolidin-2-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere

1.2: 2.5 h / -78 - 20 °C / Inert atmosphere

2.1: copper(I) bromide dimethylsulfide complex; dimethylsulfide / tetrahydrofuran / 0.33 h / -45 °C / Inert atmosphere; Molecular sieve

2.2: 1 h / -45 °C / Inert atmosphere

2.3: Inert atmosphere

With n-butyllithium; copper(I) bromide dimethylsulfide complex; dimethylsulfide; In tetrahydrofuran;
DOI:10.1055/s-0033-1338974