(S)-(-)-N-[2-(3,4-dimethoxyphenyl)-1-(hydroxymethyl)ethyl]-4-oxopentanamide

Base Information

Chemical Name:(S)-(-)-N-[2-(3,4-dimethoxyphenyl)-1-(hydroxymethyl)ethyl]-4-oxopentanamide
CAS No.:872516-24-0
Molecular Formula:C₁₆H₂₃NO₅
Molecular Weight:309.362
Hs Code.:

Synonyms:(S)-(-)-N-[2-(3,4-dimethoxyphenyl)-1-(hydroxymethyl)ethyl]-4-oxopentanamide

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Chemical Property of (S)-(-)-N-[2-(3,4-dimethoxyphenyl)-1-(hydroxymethyl)ethyl]-4-oxopentanamide

Chemical Property:

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Technology Process of (S)-(-)-N-[2-(3,4-dimethoxyphenyl)-1-(hydroxymethyl)ethyl]-4-oxopentanamide

There total 7 articles about (S)-(-)-N-[2-(3,4-dimethoxyphenyl)-1-(hydroxymethyl)ethyl]-4-oxopentanamide 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: 64.0%

: 917-54-4
methyllithium

: 406195-56-0
1-[(1R)-2-(3,4-dimethoxyphenyl)-1-(hydroxymethyl)ethyl]tetrahydro-1H-pyrrole-2,5-dione

: 872516-24-0
(S)-(-)-N-[2-(3,4-dimethoxyphenyl)-1-(hydroxymethyl)ethyl]-4-oxopentanamide

Guidance literature:: In pentane; at -78 ℃; for 6h;
DOI:10.1021/jo051584w

Reference yield:

: N-[2-(tert-butyl-diphenyl-silanyloxy)-1-(3,4-dimethoxy-benzyl)-ethyl]-succinamic acid

: 872516-24-0
(S)-(-)-N-[2-(3,4-dimethoxyphenyl)-1-(hydroxymethyl)ethyl]-4-oxopentanamide

Guidance literature:: Multi-step reaction with 3 steps

1: 3.9 g / NaOAc; Ac₂O / 1 h / 85 °C

2: 50 percent / TBAF / tetrahydrofuran / 0 - 20 °C

3: 64 percent / pentane / 6 h / -78 °C

With tetrabutyl ammonium fluoride; sodium acetate; acetic anhydride; In tetrahydrofuran; pentane;
DOI:10.1021/jo051584w

Reference yield:

: 105779-71-3
(S)-(-)-[2-(3,4-dimethoxyphenyl)-1-hydroxymethylethyl]carbamic acid tert-butyl ester

: 872516-24-0
(S)-(-)-N-[2-(3,4-dimethoxyphenyl)-1-(hydroxymethyl)ethyl]-4-oxopentanamide

Guidance literature:: Multi-step reaction with 6 steps

1: 95 percent / imidazole / CH₂Cl₂ / 18 h / 20 °C

2: 86 percent / CF₃CO₂H / CH₂Cl₂ / 1 h / 20 °C

3: diethyl ether / 16 h / Heating

4: 3.9 g / NaOAc; Ac₂O / 1 h / 85 °C

5: 50 percent / TBAF / tetrahydrofuran / 0 - 20 °C

6: 64 percent / pentane / 6 h / -78 °C

With 1H-imidazole; tetrabutyl ammonium fluoride; sodium acetate; acetic anhydride; trifluoroacetic acid; In tetrahydrofuran; diethyl ether; dichloromethane; pentane;
DOI:10.1021/jo051584w