(S)-2-(benzo[b]thiophene-2-carboxamido)-3-(4-hydroxyphenyl)propanoic acid

Base Information

• Chemical Name: (S)-2-(benzo[b]thiophene-2-carboxamido)-3-(4-hydroxyphenyl)propanoic acid
• CAS No.: 1279713-95-9
• Molecular Formula: C₁₈H₁₅NO₄S
• Molecular Weight: 341.387
• Mol file: 1279713-95-9.mol

Synonyms:(S)-2-(benzo[b]thiophene-2-carboxamido)-3-(4-hydroxyphenyl)propanoic acid

Chemical Property of (S)-2-(benzo[b]thiophene-2-carboxamido)-3-(4-hydroxyphenyl)propanoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-(benzo[b]thiophene-2-carboxamido)-3-(4-hydroxyphenyl)propanoic acid

There total 3 articles about (S)-2-(benzo[b]thiophene-2-carboxamido)-3-(4-hydroxyphenyl)propanoic 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: 89.1%

(S)-tert-butyl 2-(benzo[b]thiophene-2-carboxamido)-3-(4-hydroxyphenyl)propanoate (1279714-09-8) → (S)-2-(benzo[b]thiophene-2-carboxamido)-3-(4-hydroxyphenyl)propanoic acid (1279713-95-9)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 12h; Inert atmosphere;

DOI:10.1021/ja111312h

Reference yield:

L-tyrosine (60-18-4,18875-48-4,25619-78-7,30704-25-7) → (S)-2-(benzo[b]thiophene-2-carboxamido)-3-(4-hydroxyphenyl)propanoic acid (1279713-95-9)

Guidance literature:

Multi-step reaction with 3 steps

1: perchloric acid / 12 h / 20 °C

2: N-ethyl-N,N-diisopropylamine; HATU / dichloromethane / 20 °C

3: trifluoroacetic acid / dichloromethane / 12 h / 20 °C / Inert atmosphere

With perchloric acid; N-ethyl-N,N-diisopropylamine; HATU; trifluoroacetic acid; In dichloromethane;

DOI:10.1021/ja111312h

Reference yield:

benzo[b]thiophene-2-carboxylic acid (6314-28-9) + Tyr(tBu) (16874-12-7,87553-74-0) → (S)-2-(benzo[b]thiophene-2-carboxamido)-3-(4-hydroxyphenyl)propanoic acid (1279713-95-9)

Guidance literature:

Multi-step reaction with 2 steps

1: N-ethyl-N,N-diisopropylamine; HATU / dichloromethane / 20 °C

2: trifluoroacetic acid / dichloromethane / 12 h / 20 °C / Inert atmosphere

With N-ethyl-N,N-diisopropylamine; HATU; trifluoroacetic acid; In dichloromethane;

DOI:10.1021/ja111312h

upstream raw materials:

benzo[b]thiophene-2-carboxylic acid

Tyr(tBu)

(S)-tert-butyl 2-(benzo[b]thiophene-2-carboxamido)-3-(4-hydroxyphenyl)propanoate

L-tyrosine

Refernces

• 1、 Cheng, Kui,Wang, Xiaohui,Yin, Hang. "Small-molecule inhibitors of the TLR3/dsRNA complex". . p. 3764 - 3767. Retrieved 2011/06/18.