Amino-benzo[B]thiophen-3-YL-acetic acid

Base Information

• Chemical Name: Amino-benzo[B]thiophen-3-YL-acetic acid
• CAS No.: 95834-55-2
• Molecular Formula: C₁₀H₉NO₂S
• Molecular Weight: 207.253
• ChEMBL ID: CHEMBL1092199
• DSSTox Substance ID: DTXSID80401091
• Mol file: 95834-55-2.mol

Synonyms:95834-55-2;AMINO-BENZO[B]THIOPHEN-3-YL-ACETIC ACID;2-amino-2-(1-benzothiophen-3-yl)acetic acid;Methyl2,3-dichloropropionate;2-AMINO-2-(BENZO[B]THIOPHEN-3-YL)ACETIC ACID;SCHEMBL4251872;CHEMBL1092199;DTXSID80401091;HRMLMRIORGNUSV-UHFFFAOYSA-N;AKOS011994324;AB20278;2-amino-2-(benzothiophen-3-yl)acetic acid

Chemical Property of Amino-benzo[B]thiophen-3-YL-acetic acid

Chemical Property:

• PSA: 91.56000
• LogP: 2.68600
• XLogP3: -0.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 207.03539970
• Heavy Atom Count: 14
• Complexity: 234

Purity/Quality:

98%min ^*data from raw suppliers

Amino-benzo[b]thiophen-3-yl-aceticacid 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=CS2)C(C(=O)O)N

Technology Process of Amino-benzo[B]thiophen-3-YL-acetic acid

There total 2 articles about Amino-benzo[B]thiophen-3-YL-acetic 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:

<2-(hydroxyimino)-3-benzothienyl>acetic acid (95835-19-1) → (RS)-3-benzothienylglycine (95834-55-2)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; at 24 ℃; for 3h; under 3102.9 Torr;

DOI:10.1021/jm00150a024

Reference yield:

C11H8N2O2S (1214206-50-4) → (RS)-3-benzothienylglycine (95834-55-2)

Guidance literature:

With water; barium carbonate; at 100 ℃; for 72h;

DOI:10.1016/j.bmcl.2009.10.020

Reference yield:

(RS)-3-benzothienylglycine (95834-55-2) → p-nitrobenzyl (RS)-7-(3-benzothienylglycylamido)-3-methyl-3-cephem-4-carboxylate p-toluenesulfonic acid salt (95834-71-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 92 percent / Et₃N / H₂O; tetrahydrofuran

2: 95 percent / EEDQ / tetrahydrofuran; acetonitrile / 5.5 h / 25 °C

3: acetonitrile / 72 h / 25 °C

With N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; triethylamine; In tetrahydrofuran; water; acetonitrile;

DOI:10.1021/jm00150a024

upstream raw materials:

<2-(hydroxyimino)-3-benzothienyl>acetic acid

C₁₁H₈N₂O₂S

Downstream raw materials:

p-nitrobenzyl (RS)-7-(3-benzothienylglycylamido)-3-methyl-3-cephem-4-carboxylate p-toluenesulfonic acid salt

p-nitrobenzyl (RS)-7--3-methyl-3-cephem-4-carboxylate

(R)-3-benzothienylglycine

Refernces

• 1、 Kukolja,Pfeil,Draheim,Ott. "Orally absorbable cephalosporin antibiotics. 3. Preparation of biologically active R isomer of 7-(3-benzothienylglycylamido)deacetoxycephalosporanic acid". . p. 1903 - 1906. Retrieved 2007/10/02.