{(S)-1-[Hydroxy-((R)-1-phenyl-ethylcarbamoyl)-methyl]-pentyl}-carbamic acid (S)-4,4-dimethyl-2-oxo-pyrrolidin-3-yl ester

Base Information

Chemical Name:{(S)-1-[Hydroxy-((R)-1-phenyl-ethylcarbamoyl)-methyl]-pentyl}-carbamic acid (S)-4,4-dimethyl-2-oxo-pyrrolidin-3-yl ester
CAS No.:854001-40-4
Molecular Formula:C₂₂H₃₃N₃O₅
Molecular Weight:419.521
Hs Code.:

Synonyms:{(S)-1-[Hydroxy-((R)-1-phenyl-ethylcarbamoyl)-methyl]-pentyl}-carbamic acid (S)-4,4-dimethyl-2-oxo-pyrrolidin-3-yl ester

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Chemical Property of {(S)-1-[Hydroxy-((R)-1-phenyl-ethylcarbamoyl)-methyl]-pentyl}-carbamic acid (S)-4,4-dimethyl-2-oxo-pyrrolidin-3-yl ester

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Technology Process of {(S)-1-[Hydroxy-((R)-1-phenyl-ethylcarbamoyl)-methyl]-pentyl}-carbamic acid (S)-4,4-dimethyl-2-oxo-pyrrolidin-3-yl ester

There total 4 articles about {(S)-1-[Hydroxy-((R)-1-phenyl-ethylcarbamoyl)-methyl]-pentyl}-carbamic acid (S)-4,4-dimethyl-2-oxo-pyrrolidin-3-yl ester 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: 66.0%

: 907564-04-9
(S)-3-{(S)-1-[Hydroxy-((R)-1-phenyl-ethylcarbamoyl)-methyl]-pentylcarbamoyloxy}-4,4-dimethyl-2-oxo-pyrrolidine-1-carboxylic acid benzyl ester

: 854001-40-4
{(S)-1-[Hydroxy-((R)-1-phenyl-ethylcarbamoyl)-methyl]-pentyl}-carbamic acid (S)-4,4-dimethyl-2-oxo-pyrrolidin-3-yl ester

Guidance literature:: With hydrogen; palladium on activated charcoal; In tetrahydrofuran;
DOI:10.1016/j.bmcl.2005.03.023

Reference yield:

: 854001-55-1
3-(tert-butyl-dimethyl-silanyloxy)-4,4-dimethyl-pyrrolidin-2-one

: 854001-40-4
{(S)-1-[Hydroxy-((R)-1-phenyl-ethylcarbamoyl)-methyl]-pentyl}-carbamic acid (S)-4,4-dimethyl-2-oxo-pyrrolidin-3-yl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: NaH / tetrahydrofuran / 0 °C

1.2: 94 percent / tetrahydrofuran / 0 - 20 °C

2.1: 94 percent / TBAF / tetrahydrofuran

3.1: pyridine / toluene; CH₂Cl₂ / -20 - 20 °C

4.1: iPr₂NEt / dioxane

5.1: 66 percent / H₂ / Pd/C / tetrahydrofuran

With pyridine; tetrabutyl ammonium fluoride; hydrogen; sodium hydride; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; dichloromethane; toluene;
DOI:10.1016/j.bmcl.2005.03.023

Reference yield:

: 854001-39-1
(S)-3-Hydroxy-4,4-dimethyl-2-oxo-pyrrolidine-1-carboxylic acid benzyl ester

: 854001-40-4
{(S)-1-[Hydroxy-((R)-1-phenyl-ethylcarbamoyl)-methyl]-pentyl}-carbamic acid (S)-4,4-dimethyl-2-oxo-pyrrolidin-3-yl ester

Guidance literature:: Multi-step reaction with 3 steps

1: pyridine / toluene; CH₂Cl₂ / -20 - 20 °C

2: iPr₂NEt / dioxane

3: 66 percent / H₂ / Pd/C / tetrahydrofuran

With pyridine; hydrogen; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; dichloromethane; toluene;
DOI:10.1016/j.bmcl.2005.03.023