(S)-ethyl 2-benzamidopentanoate

Base Information

• Chemical Name: (S)-ethyl 2-benzamidopentanoate
• CAS No.: 467449-12-3
• Molecular Formula: C₁₄H₁₉NO₃
• Molecular Weight: 249.31
• Mol file: 467449-12-3.mol

Synonyms:(S)-ethyl 2-benzamidopentanoate

Chemical Property of (S)-ethyl 2-benzamidopentanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-ethyl 2-benzamidopentanoate

There total 1 articles about (S)-ethyl 2-benzamidopentanoate 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:

L-Norvaline (6600-40-4,498-18-0) + benzoyl chloride (98-88-4) → (S)-ethyl 2-benzamidopentanoate (467449-12-3)

Guidance literature:

With triethylamine; In dichloromethane; for 4h; Cooling with ice;

DOI:10.1016/j.tet.2012.09.081

Reference yield:

(S)-ethyl 2-benzamidopentanoate (467449-12-3) → (S)-coniine hydrochloride (555-92-0,15991-59-0,51541-42-5,88057-03-8)

Guidance literature:

Multi-step reaction with 8 steps

1.1: lithium aluminium tetrahydride / tetrahydrofuran / 4 h / Cooling with ice; Reflux

2.1: 1H-imidazole; thionyl chloride; triethylamine / dichloromethane / Cooling with ice

2.2: 0 °C

3.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -10 °C / Inert atmosphere

3.2: -10 - 20 °C / Inert atmosphere

4.1: hydrogenchloride; water / tetrahydrofuran; hexane

5.1: palladium on activated charcoal; 10 wt% Pd(OH)2 on carbon; hydrogen / tetrahydrofuran / 24 h / 20 °C

6.1: toluene / Reflux

7.1: lithium aluminium tetrahydride / diethyl ether / 4 h / Cooling with ice; Reflux

8.1: hydrogenchloride / diethyl ether

With 1H-imidazole; hydrogenchloride; lithium aluminium tetrahydride; n-butyllithium; thionyl chloride; palladium on activated charcoal; 10 wt% Pd(OH)2 on carbon; water; hydrogen; triethylamine; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; toluene;

DOI:10.1016/j.tet.2012.09.081

Reference yield:

(S)-ethyl 2-benzamidopentanoate (467449-12-3) → coniine (458-88-8)

Guidance literature:

Multi-step reaction with 7 steps

1.1: lithium aluminium tetrahydride / tetrahydrofuran / 4 h / Cooling with ice; Reflux

2.1: 1H-imidazole; thionyl chloride; triethylamine / dichloromethane / Cooling with ice

2.2: 0 °C

3.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -10 °C / Inert atmosphere

3.2: -10 - 20 °C / Inert atmosphere

4.1: hydrogenchloride; water / tetrahydrofuran; hexane

5.1: palladium on activated charcoal; 10 wt% Pd(OH)2 on carbon; hydrogen / tetrahydrofuran / 24 h / 20 °C

6.1: toluene / Reflux

7.1: lithium aluminium tetrahydride / diethyl ether / 4 h / Cooling with ice; Reflux

With 1H-imidazole; hydrogenchloride; lithium aluminium tetrahydride; n-butyllithium; thionyl chloride; palladium on activated charcoal; 10 wt% Pd(OH)2 on carbon; water; hydrogen; triethylamine; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; toluene;

DOI:10.1016/j.tet.2012.09.081

upstream raw materials:

L-Norvaline

benzoyl chloride

Downstream raw materials:

(S)-3-benzyl-4-propyl-1,2,3-oxathiazolidine 2,2-dioxide

C₁₂H₁₇NO₂

(S)-ethyl 5-(benzylamino)oct-2-ynoate

coniine