(R)-N-hydrocinnamoyl-2-methyl-2-propanesulfinamide

Base Information

• Chemical Name: (R)-N-hydrocinnamoyl-2-methyl-2-propanesulfinamide
• CAS No.: 243671-49-0
• Molecular Formula: C₁₃H₁₉NO₂S
• Molecular Weight: 253.365
• Mol file: 243671-49-0.mol

Synonyms:(R)-N-hydrocinnamoyl-2-methyl-2-propanesulfinamide

Chemical Property of (R)-N-hydrocinnamoyl-2-methyl-2-propanesulfinamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-N-hydrocinnamoyl-2-methyl-2-propanesulfinamide

There total 2 articles about (R)-N-hydrocinnamoyl-2-methyl-2-propanesulfinamide 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: 96.0%

C14H18O4 + (R)-2-methylpropane-2-sulfinamide (196929-78-9) → (R)-N-hydrocinnamoyl-2-methyl-2-propanesulfinamide (243671-49-0)

Guidance literature:

(R)-2-methylpropane-2-sulfinamide; With potassium hydride; In tetrahydrofuran; at -10 ℃;

C₁₄H₁₈O₄; In tetrahydrofuran; at -10 ℃; for 0.583333h;

DOI:10.1021/jo990271w

Reference yield:

3-Phenylpropionic acid (501-52-0) → (R)-N-hydrocinnamoyl-2-methyl-2-propanesulfinamide (243671-49-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: N-methylmorpholine / tetrahydrofuran / 0.17 h / -20 °C

2.1: KH / tetrahydrofuran / -10 °C

2.2: 96 percent / tetrahydrofuran / 0.58 h / -10 °C

With 4-methyl-morpholine; potassium hydride; In tetrahydrofuran; 1.1: Acylation / 2.1: Metallation / 2.2: Acylation;

DOI:10.1021/jo990271w

Reference yield: 83.0%

ethyl iodide (75-03-6) + (R)-N-hydrocinnamoyl-2-methyl-2-propanesulfinamide (243671-49-0) → (R,R)-N-[2-(phenylmethyl)butanoyl]-2-methyl-2-propanesulfinamide (243671-52-5) + N-[(S)-2-(phenylmethyl)butanoyl]-2-methyl-2-propane-(R)-sulfinamide

Guidance literature:

(R)-N-hydrocinnamoyl-2-methyl-2-propanesulfinamide; With potassium hydride; In tetrahydrofuran; at 0 ℃; for 1h;

With 2,2,6,6-tetramethylpiperidinyl-lithium; In tetrahydrofuran; at -78 - 0 ℃; for 1.5h;

ethyl iodide; In tetrahydrofuran; at -78 - 20 ℃; for 5h;

DOI:10.1021/jo990271w

upstream raw materials:

(R)-2-methylpropane-2-sulfinamide

3-Phenylpropionic acid

Downstream raw materials:

(R,R)-N-[2-(phenylmethyl)butanoyl]-2-methyl-2-propanesulfinamide

(R)-2-(phenylmethyl)butanol

(R)-2-(phenylmethyl)butyric acid

(R)-N-methyl-N-[2-(phenylmethyl)butanoyl]-2-methyl-2-propanesulfonamide

Refernces