(2s)-Hydroxy(4-nitrophenyl)ethanoic acid

Base Information

• Chemical Name: (2s)-Hydroxy(4-nitrophenyl)ethanoic acid
• CAS No.: 77977-72-1
• Molecular Formula: C₈H₇NO₅
• Molecular Weight: 197.147
• European Community (EC) Number: 871-149-4
• Nikkaji Number: J74.232E
• Mol file: 77977-72-1.mol

Synonyms:(2s)-hydroxy(4-nitrophenyl)ethanoic acid;(2S)-2-hydroxy-2-(4-nitrophenyl)acetic acid;77977-72-1;(S)-2-Hydroxy-2-(4-nitrophenyl)acetic acid;SCHEMBL10170602;EN300-25915181

Chemical Property of (2s)-Hydroxy(4-nitrophenyl)ethanoic acid

Chemical Property:

• XLogP3: 0.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 197.03242232
• Heavy Atom Count: 14
• Complexity: 228

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(C(=O)O)O)[N+](=O)[O-]
• Isomeric SMILES: C1=CC(=CC=C1[C@@H](C(=O)O)O)[N+](=O)[O-]

Technology Process of (2s)-Hydroxy(4-nitrophenyl)ethanoic acid

There total 2 articles about (2s)-Hydroxy(4-nitrophenyl)ethanoic 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:

sodium oxalate (62-76-0) + 4-nitrobenzaldehdye (555-16-8) → (S)-4-nitromandelic acid (77977-72-1) + (R)-4-nitromandelic acid (77977-73-2)

Guidance literature:

With oxalyl Coenzyme A decarboxylase from Methylorubrum extorquens Y₄₉₇A mutant; oxalyl Coenzyme A synthetase from from Methylorubrum extorquens; thioesterase YciA from Escherichia coli; thiamine diphosphate; ATP; coenzyme A; magnesium chloride; In dimethyl sulfoxide; at 30 ℃; for 24h; pH=6.8; enantioselective reaction; Enzymatic reaction;

DOI:10.1002/anie.201915155

Reference yield:

→ (S)-4-nitromandelic acid (77977-72-1)

Guidance literature:

Reference yield:

(S)-4-nitromandelic acid (77977-72-1) → (S)-α,4-dihydroxy-benzeneacetic acid (13244-75-2)

Guidance literature:

Multi-step reaction with 3 steps

2: palladium/al3O₃; ethanol / Hydrogenation

3: Diazotization_.anschliessende Hydrolyse

With aluminum oxide; ethanol; palladium;

upstream raw materials:

sodium oxalate

4-nitrobenzaldehdye

Downstream raw materials:

(S)-α,4-dihydroxy-benzeneacetic acid

Refernces