Antibiotic BBM 928C

Base Information

• Chemical Name: Antibiotic BBM 928C
• CAS No.: 76110-01-5
• Molecular Formula: C60H74N14O22
• Molecular Weight: 1343.33
• Wikidata: Q105140008
• Mol file: 76110-01-5.mol

Synonyms:antibiotic BBM 928C;BBM 928A;BBM 928C;BBM-928 A;BBM-928 C;BBM-928A;BBM-928C;luzopeptin;luzopeptin A;luzopeptin B;luzopeptin C;luzopeptins

Chemical Property of Antibiotic BBM 928C

Chemical Property:

• PSA: 481.20000
• LogP: -4.61340
• XLogP3: -1.9
• Hydrogen Bond Donor Count: 10
• Hydrogen Bond Acceptor Count: 26
• Rotatable Bond Count: 8
• Exact Mass: 1342.51021004
• Heavy Atom Count: 96
• Complexity: 2780

Purity/Quality:

99% ^*data from raw suppliers

BBM-928-C 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C1C(=O)OCC(C(=O)N2C(C(CC=N2)O)C(=O)NCC(=O)N(CC(=O)N(C(C(=O)OCC(C(=O)N3C(C(CC=N3)O)C(=O)NCC(=O)N(CC(=O)N1C)C)NC(=O)C4=C(C=C5C=C(C=CC5=N4)OC)O)C(C)(C)O)C)C)NC(=O)C6=C(C=C7C=C(C=CC7=N6)OC)O)O
• Isomeric SMILES: CC(C)([C@H]1C(=O)OC[C@H](C(=O)N2C([C@H](CC=N2)O)C(=O)NCC(=O)N(CC(=O)N([C@H](C(=O)OC[C@H](C(=O)N3C([C@H](CC=N3)O)C(=O)NCC(=O)N(CC(=O)N1C)C)NC(=O)C4=C(C=C5C=C(C=CC5=N4)OC)O)C(C)(C)O)C)C)NC(=O)C6=C(C=C7C=C(C=CC7=N6)OC)O)O

Technology Process of Antibiotic BBM 928C

There total 6 articles about Antibiotic BBM 928C 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: 80.0%

3-hydroxy-6-methoxyquinoline-2-carboxylic acid (77421-33-1) + (3R,7S,16S,17S,23R,27S,36S,37S)-3,23-Diamino-17,37-dihydroxy-7,27-bis-(1-hydroxy-1-methyl-ethyl)-8,11,28,31-tetramethyl-5,25-dioxa-1,8,11,14,20,21,28,31,34,40-decaaza-tricyclo[34.4.0.016,21]tetraconta-19,39-diene-2,6,9,12,15,22,26,29,32,35-decaone; hydrochloride → luzopeptin C (76110-01-5)

Guidance literature:

With sodium hydrogencarbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 25 ℃; for 11h;

DOI:10.1021/ja993019e

Reference yield: 12.0%

C72H102N14O22Si2 → luzopeptin C (76110-01-5)

Guidance literature:

With pyridine hydrogenfluoride; In dichloromethane; at 20 ℃;

DOI:10.1016/S0040-4039(01)00080-6

Reference yield:

Methyl 3-(benzyloxy)-6-methoxyquinoline-2-carboxylate (171917-55-8) → luzopeptin C (76110-01-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 97 percent / H₂ / 10 percent Pd/C / ethanol / 3 h / 23 °C

2: 70 percent / aq. LiOH / methanol; tetrahydrofuran / 10 h / 23 °C

3: 80 percent / NaHCO₃; HOBt; EDCI / dimethylformamide / 11 h / 25 °C

With lithium hydroxide; hydrogen; sodium hydrogencarbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; N,N-dimethyl-formamide; 1: Hydrogenolysis / 2: Hydrolysis / 3: Condensation;

DOI:10.1021/ja993019e

upstream raw materials:

3-hydroxy-6-methoxyquinoline-2-carboxylic acid

(3R,7S,16S,17S,23R,27S,36S,37S)-3,23-Diamino-17,37-dihydroxy-7,27-bis-(1-hydroxy-1-methyl-ethyl)-8,11,28,31-tetramethyl-5,25-dioxa-1,8,11,14,20,21,28,31,34,40-decaaza-tricyclo[34.4.0.0^16,21]tetraconta-19,39-diene-2,6,9,12,15,22,26,29,32,35-decaone

Methyl 3-(benzyloxy)-6-methoxyquinoline-2-carboxylate

Downstream raw materials:

sarcosine

D-Serine

L-β-hydroxy-N-methylvaline

glycine