Plumbemycin B

Base Information

• Chemical Name: Plumbemycin B
• CAS No.: 62896-17-7
• Molecular Formula: C12H21N4O8P
• Molecular Weight: 380.292
• Mol file: 62896-17-7.mol

Synonyms:plumbemycin B

Chemical Property of Plumbemycin B

Chemical Property:

• PKA: 2.21±0.10(Predicted)
• PSA: 239.92000
• Density: 1.512g/cm³
• LogP: 0.52770
• XLogP3: -6.7
• Hydrogen Bond Donor Count: 7
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 10
• Exact Mass: 380.10970064
• Heavy Atom Count: 25
• Complexity: 602

Purity/Quality:

PLUMBEMYCIN B 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C(=O)NC(CC(=O)N)C(=O)NC(C=CCP(=O)(O)O)C(=O)O)N
• Isomeric SMILES: CC(C(=O)NC(CC(=O)N)C(=O)NC(/C=C/CP(=O)(O)O)C(=O)O)N

Technology Process of Plumbemycin B

There total 4 articles about Plumbemycin B 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: 84.6%

N-N2-(N-trifluoroacetyl-L-alanyl-L-asparaginyl)-3,4-didehydro-5-phosphono-D-norvaline ethyl ester (118430-55-0) → plumbemicin B (62896-17-7)

Guidance literature:

With sodium hydroxide; at 5 ℃; for 12h;

DOI:10.1016/S0040-4020(01)85930-5

Reference yield:

TFA-L-Ala-L-Asn-OH (118430-59-4) → plumbemicin B (62896-17-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 72.5 percent / N,N'-dicyclohexylcarbodiimide / ethyl acetate / 24 h / Ambient temperature

2: phosphodiesterase I / 6 h / 37 °C / pH = 8.8

3: 84.6 percent / 2 N sodium hydroxide / 12 h / 5 °C

With sodium hydroxide; phosphodiesterase I; dicyclohexyl-carbodiimide; In ethyl acetate;

DOI:10.1016/S0040-4020(01)85930-5

Reference yield:

5-diethoxyphosphinyl-3,4-didehydro-D-norvaline ethyl ester (121010-78-4) → plumbemicin B (62896-17-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 72.5 percent / N,N'-dicyclohexylcarbodiimide / ethyl acetate / 24 h / Ambient temperature

2: phosphodiesterase I / 6 h / 37 °C / pH = 8.8

3: 84.6 percent / 2 N sodium hydroxide / 12 h / 5 °C

With sodium hydroxide; phosphodiesterase I; dicyclohexyl-carbodiimide; In ethyl acetate;

DOI:10.1016/S0040-4020(01)85930-5

upstream raw materials:

N-N²-(N-trifluoroacetyl-L-alanyl-L-asparaginyl)-3,4-didehydro-5-phosphono-D-norvaline ethyl ester

TFA-L-Ala-L-Asn-OH

N-(N²-trifluoroacetyl-L-alanyl-L-asparaginyl)-3,4-didehydro-5-diethoxyphosphinyl-D-norvaline ethyl ester

5-diethoxyphosphinyl-3,4-didehydro-D-norvaline ethyl ester

Refernces