Neothramycin A

Base Information

• Chemical Name: Neothramycin A
• CAS No.: 59593-16-7
• Molecular Formula: C₁₃H₁₄N₂O₄
• Molecular Weight: 262.265
• DSSTox Substance ID: DTXSID80208264
• Nikkaji Number: J12.357I
• Wikidata: Q75065496
• Metabolomics Workbench ID: 117115
• ChEMBL ID: CHEMBL508445
• Mol file: 59593-16-7.mol

Synonyms:neothramycin A

Chemical Property of Neothramycin A

Chemical Property:

• Vapor Pressure: 2.12E-14mmHg at 25°C
• Boiling Point: 582.3°C at 760 mmHg
• Flash Point: 305.9°C
• PSA: 82.36000
• Density: 1.54g/cm³
• LogP: 0.41320
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 262.09535693
• Heavy Atom Count: 19
• Complexity: 400

Purity/Quality:

NEOTHRAMYCIN A 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C2C(=C1)C(=O)N3C(CCC3O)C=N2)O
• Isomeric SMILES: COC1=C(C=C2C(=C1)C(=O)N3[C@@H](CC[C@@H]3O)C=N2)O

Technology Process of Neothramycin A

There total 2 articles about Neothramycin A 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:

(S)-Pyroglutaminol (17342-08-4) → neothramycine B (59593-15-6,59593-16-7,111058-80-1,111058-81-2)

Guidance literature:

Multi-step reaction with 6 steps

2: 65 percent

3: 80 percent / DIBAH

4: 85 percent / tetrahydrofuran; H₂O

5: 60 percent

With diisobutylaluminium hydride; In tetrahydrofuran; water;

DOI:10.1016/S0040-4039(00)84202-1

Reference yield:

(S)-Pyroglutaminol (17342-08-4) → neothramycine A (59593-15-6,59593-16-7,111058-80-1,111058-81-2)

Guidance literature:

Multi-step reaction with 6 steps

2: 65 percent

3: 80 percent / DIBAH

4: 85 percent / tetrahydrofuran; H₂O

5: 60 percent

With diisobutylaluminium hydride; In tetrahydrofuran; water;

DOI:10.1016/S0040-4039(00)84202-1

Reference yield:

methanol (67-56-1) + neothramycin B (59593-16-7) → methyl neothramycin B (59593-12-3)

Guidance literature:

DOI:10.1016/S0040-4039(00)98268-6

upstream raw materials:

(S)-Pyroglutaminol

Downstream raw materials:

methyl neothramycin B

Refernces