(2S)-2-azaniumyl-3-(5-bromothiophen-2-yl)propanoate

Base Information

• Chemical Name: (2S)-2-azaniumyl-3-(5-bromothiophen-2-yl)propanoate
• CAS No.: 154593-58-5
• Molecular Formula: C7H8 Br N O2 S
• Molecular Weight: 250.116
• Hs Code.: 2934999090
• Mol file: 154593-58-5.mol

Synonyms:

Chemical Property of (2S)-2-azaniumyl-3-(5-bromothiophen-2-yl)propanoate

Chemical Property:

• Melting Point: 262 °C
• Refractive Index: 1.631
• Boiling Point: 368.5±42.0 °C(Predicted)
• PKA: 2.09±0.10(Predicted)
• PSA: 91.56000
• Density: 1.747±0.06 g/cm3(Predicted)
• LogP: 2.16530
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 0
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 248.94591
• Heavy Atom Count: 12
• Complexity: 173

Purity/Quality:

97% ^*data from raw suppliers

L-2-(5-Bromothienyl)alanine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(SC(=C1)Br)CC(C(=O)[O-])[NH3+]
• Isomeric SMILES: C1=C(SC(=C1)Br)C[C@@H](C(=O)[O-])[NH3+]

Technology Process of (2S)-2-azaniumyl-3-(5-bromothiophen-2-yl)propanoate

There total 8 articles about (2S)-2-azaniumyl-3-(5-bromothiophen-2-yl)propanoate 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: 3.0%

2-hydroxy-3-(5-bromo-2-thienyl)-acrylic acid → (S)-2-amino-3-(5-bromothiophen-2-yl)propanoic acid (154593-58-5)

Guidance literature:

With sodium hydroxide; L-Aspartic acid; E_. coli strain; pyridoxal 5'-phosphate;

DOI:10.1016/S0957-4166(97)00016-5

Reference yield:

L-(thien-2-yl)-alanine → (S)-2-amino-3-(5-bromothiophen-2-yl)propanoic acid (154593-58-5)

Guidance literature:

With bromine; In acetic acid;

Reference yield:

(E)-3-(5-bromo-2-thienyl)-2-propenoic acid (50868-68-3) → (S)-2-amino-3-(5-bromothiophen-2-yl)propanoic acid (154593-58-5)

Guidance literature:

With phenylalanine ammonia lyase from Anabaena variabilis; ammonium carbamate; In water; at 37 ℃; for 4h; pH=9; Enzymatic reaction;

DOI:10.1021/acs.orglett.6b02559

upstream raw materials:

2-acetylamino-3-(5-bromo-[2]thienyl)-propionic acid

5-bromo-2-thiophencarboxaldehyde

5-(5-bromo-2-thienyliden)-2-methyl-3-oxazolin-4-one

2-N-acetylamino-3-(5-bromo-2-thienyl)-acrylic acid

Downstream raw materials:

(S)-3-(5-Bromo-thiophen-2-yl)-2-tert-butoxycarbonylamino-propionic acid