(R)-2-Acetylamino-3-[5-(4-fluoro-phenyl)-4-(4-methanesulfonyl-phenyl)-thiophen-2-ylsulfanyl]-propionic acid

Base Information

• Chemical Name: (R)-2-Acetylamino-3-[5-(4-fluoro-phenyl)-4-(4-methanesulfonyl-phenyl)-thiophen-2-ylsulfanyl]-propionic acid
• CAS No.: 169515-92-8
• Molecular Formula: C₂₂H₂₀FNO₅S₃
• Molecular Weight: 493.601
• Mol file: 169515-92-8.mol

Synonyms:(R)-2-Acetylamino-3-[5-(4-fluoro-phenyl)-4-(4-methanesulfonyl-phenyl)-thiophen-2-ylsulfanyl]-propionic acid

Chemical Property of (R)-2-Acetylamino-3-[5-(4-fluoro-phenyl)-4-(4-methanesulfonyl-phenyl)-thiophen-2-ylsulfanyl]-propionic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-2-Acetylamino-3-[5-(4-fluoro-phenyl)-4-(4-methanesulfonyl-phenyl)-thiophen-2-ylsulfanyl]-propionic acid

There total 4 articles about (R)-2-Acetylamino-3-[5-(4-fluoro-phenyl)-4-(4-methanesulfonyl-phenyl)-thiophen-2-ylsulfanyl]-propionic 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: 91.0%

acetic anhydride (108-24-7) + (R)-2-Amino-3-[5-(4-fluoro-phenyl)-4-(4-methanesulfonyl-phenyl)-thiophen-2-ylsulfanyl]-propionic acid → (R)-2-Acetylamino-3-[5-(4-fluoro-phenyl)-4-(4-methanesulfonyl-phenyl)-thiophen-2-ylsulfanyl]-propionic acid (169515-92-8)

Guidance literature:

With triethylamine; In diethyl ether; water; at 0 ℃;

Reference yield:

2-(4-fluorophenyl)-3-[4-(methylsulfonyl)phenyl]thiophene (88149-87-5) → (R)-2-Acetylamino-3-[5-(4-fluoro-phenyl)-4-(4-methanesulfonyl-phenyl)-thiophen-2-ylsulfanyl]-propionic acid (169515-92-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 68 percent / n-Bu₃P / tetrahydrofuran / Ambient temperature

2: 65 percent / 4N aq. HCl, AcOH / 100 °C

3: 91 percent / Et₃N / diethyl ether; H₂O / 0 °C

With hydrogenchloride; tributylphosphine; acetic acid; triethylamine; In tetrahydrofuran; diethyl ether; water;

Reference yield:

(R)-2-tert-Butoxycarbonylamino-3-[5-(4-fluoro-phenyl)-4-(4-methanesulfonyl-phenyl)-thiophen-2-ylsulfanyl]-propionic acid methyl ester (169515-95-1) → (R)-2-Acetylamino-3-[5-(4-fluoro-phenyl)-4-(4-methanesulfonyl-phenyl)-thiophen-2-ylsulfanyl]-propionic acid (169515-92-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 65 percent / 4N aq. HCl, AcOH / 100 °C

2: 91 percent / Et₃N / diethyl ether; H₂O / 0 °C

With hydrogenchloride; acetic acid; triethylamine; In diethyl ether; water;

upstream raw materials:

acetic anhydride

N-tert-butyloxycarbonyl-L-serine methyl ester

C₃₄H₂₄F₂O₄S₆

2-(4-fluorophenyl)-3-[4-(methylsulfonyl)phenyl]thiophene

Downstream raw materials:

(R)-2-Acetylamino-3-[5-(4-fluoro-phenyl)-4-(4-methanesulfonyl-phenyl)-thiophen-2-ylsulfanyl]-propionic acid 2-methoxy-ethoxymethyl ester

(R)-2-Acetylamino-3-[(S)-5-(4-fluoro-phenyl)-4-(4-methanesulfonyl-phenyl)-thiophene-2-sulfinyl]-propionic acid 2-methoxy-ethoxymethyl ester