Dehydroxyamino Oxamflatin Acid

Base Information

• Chemical Name: Dehydroxyamino Oxamflatin Acid
• CAS No.: 151720-90-0
• Molecular Formula: C17H13NO4S
• Molecular Weight: 327.35400
• DSSTox Substance ID: DTXSID50442895
• Wikidata: Q82260480
• Mol file: 151720-90-0.mol

Synonyms:Dehydroxyamino Oxamflatin Acid;151720-90-0;(E)-5-[3-(benzenesulfonamido)phenyl]pent-2-en-4-ynoic Acid;SCHEMBL5020581;DTXSID50442895

Chemical Property of Dehydroxyamino Oxamflatin Acid

Chemical Property:

• Melting Point: 187-189°C
• Boiling Point: 541.7±60.0 °C(Predicted)
• PKA: 3.85±0.10(Predicted)
• PSA: 91.85000
• Density: 1.42±0.1 g/cm3(Predicted)
• LogP: 3.63350
• Storage Temp.: -20°C Freezer
• Solubility.: DMSO, Methanol
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 327.05652907
• Heavy Atom Count: 23
• Complexity: 600

Purity/Quality:

97% ^*data from raw suppliers

Dehydroxyamino Oxamflatin Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)S(=O)(=O)NC2=CC=CC(=C2)C#CC=CC(=O)O
• Isomeric SMILES: C1=CC=C(C=C1)S(=O)(=O)NC2=CC=CC(=C2)C#C/C=C/C(=O)O
• Uses: Intermediate in the synthesis of Oxamflatin (O845090).

Technology Process of Dehydroxyamino Oxamflatin Acid

There total 6 articles about Dehydroxyamino Oxamflatin 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:

iodo-3-(tert-butyloxycarbonylamino)benzene (143390-49-2) → (E)-5-(3-Benzenesulfonylamino-phenyl)-pent-2-en-4-ynoic acid (151720-90-0)

Guidance literature:

Multi-step reaction with 6 steps

1: 52 percent / Pd(PPh₃)4, CuI, Et₃N

2: DMSO, (COCl)2

3: NaH

6: NaOH

With sodium hydroxide; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; oxalyl dichloride; sodium hydride; dimethyl sulfoxide; triethylamine;

DOI:10.1021/jm960174k

Reference yield:

[3-(3-Hydroxy-prop-1-ynyl)-phenyl]-carbamic acid tert-butyl ester (151721-60-7) → (E)-5-(3-Benzenesulfonylamino-phenyl)-pent-2-en-4-ynoic acid (151720-90-0)

Guidance literature:

Multi-step reaction with 5 steps

1: DMSO, (COCl)2

2: NaH

5: NaOH

With sodium hydroxide; oxalyl dichloride; sodium hydride; dimethyl sulfoxide;

DOI:10.1021/jm960174k

Reference yield:

[3-(3-Oxo-prop-1-ynyl)-phenyl]-carbamic acid tert-butyl ester (151721-61-8) → (E)-5-(3-Benzenesulfonylamino-phenyl)-pent-2-en-4-ynoic acid (151720-90-0)

Guidance literature:

Multi-step reaction with 4 steps

1: NaH

4: NaOH

With sodium hydroxide; sodium hydride;

DOI:10.1021/jm960174k

upstream raw materials:

(E)-5-(3-Benzenesulfonylamino-phenyl)-pent-2-en-4-ynoic acid methyl ester

iodo-3-(tert-butyloxycarbonylamino)benzene

[3-(3-Oxo-prop-1-ynyl)-phenyl]-carbamic acid tert-butyl ester

[3-(3-Hydroxy-prop-1-ynyl)-phenyl]-carbamic acid tert-butyl ester

Downstream raw materials:

oxamflatin