(R)-2-Methylene-4-phenyl-4-((R)-toluene-4-sulfinyl)-butyric acid

Base Information

• Chemical Name: (R)-2-Methylene-4-phenyl-4-((R)-toluene-4-sulfinyl)-butyric acid
• CAS No.: 100907-35-5
• Molecular Formula: C₁₈H₁₈O₃S
• Molecular Weight: 314.405
• Mol file: 100907-35-5.mol

Synonyms:(R)-2-Methylene-4-phenyl-4-((R)-toluene-4-sulfinyl)-butyric acid

Chemical Property of (R)-2-Methylene-4-phenyl-4-((R)-toluene-4-sulfinyl)-butyric acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-2-Methylene-4-phenyl-4-((R)-toluene-4-sulfinyl)-butyric acid

There total 1 articles about (R)-2-Methylene-4-phenyl-4-((R)-toluene-4-sulfinyl)-butyric acid 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:

lithium α-bromomethyl acrylate (100907-32-2) + (R)-1-(benzylsulfinyl)-4-methylbenzene (4820-08-0,10381-70-1,68680-65-9,4820-07-9) → (R)-2-Methylene-4-phenyl-4-((R)-toluene-4-sulfinyl)-butyric acid (100907-35-5) + (S)-2-Methylene-4-phenyl-4-((R)-toluene-4-sulfinyl)-butyric acid (100907-25-3)

Guidance literature:

With 2,2,6,6-tetramethylpiperidinyl-lithium; Yield given. Multistep reaction. Yields of byproduct given; - 75 deg C, THF;

DOI:10.1016/S0040-4039(00)98870-1

Reference yield: 96.0%

(R)-2-Methylene-4-phenyl-4-((R)-toluene-4-sulfinyl)-butyric acid (100907-35-5) → (R)-2-Methylene-4-phenyl-4-p-tolylsulfanyl-butyric acid (100907-29-7)

Guidance literature:

With trifluoroacetic anhydride; sodium iodide; In acetone; at -40 ℃;

DOI:10.1016/S0040-4039(00)98870-1

Reference yield:

(R)-2-Methylene-4-phenyl-4-((R)-toluene-4-sulfinyl)-butyric acid (100907-35-5) → (4S)-2-methylene-4-phenyl-γ-butyrolactone (109958-04-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 96 percent / NaI, (CF₃CO)2O / acetone / -40 °C

2: CH₂Cl₂; nitromethane / -5 - 20 °C

3: 96 percent / t-BuOK / dimethylformamide / 0 °C / addition at -45 deg C

With potassium tert-butylate; trifluoroacetic anhydride; sodium iodide; In nitromethane; dichloromethane; N,N-dimethyl-formamide; acetone;

DOI:10.1016/S0040-4039(00)98870-1

upstream raw materials:

lithium α-bromomethyl acrylate

(R)-1-(benzylsulfinyl)-4-methylbenzene

Downstream raw materials:

(R)-2-Methylene-4-phenyl-4-p-tolylsulfanyl-butyric acid

(4S)-2-methylene-4-phenyl-γ-butyrolactone