narbomycin

Base Information

• Chemical Name: narbomycin
• CAS No.: 6036-25-5
• Deprecated CAS: 1414-30-8
• Molecular Formula: C₂₈H₄₇NO₇
• Molecular Weight: 509.684
• UNII: 024664144V
• ChEMBL ID: CHEMBL106096
• DSSTox Substance ID: DTXSID301318396
• Metabolomics Workbench ID: 70509
• Nikkaji Number: J39.493I
• Wikidata: Q27104078
• Mol file: 6036-25-5.mol

Synonyms:Narbomycin(6CI,7CI,8CI); Oxacyclotetradec-11-ene-2,4,10-trione,14-ethyl-3,5,7,9,13-pentamethyl-6-[[3,4,6-trideoxy-3-(dimethylamino)-b-D-xylo-hexopyranosyl]oxy]-,(3R,5R,6S,7S,9R,11E,13R,14R)- (9CI); Picromycin, 12-deoxy-; Antibiotic B62169B; Norbomycin; Norbomycine

Chemical Property of narbomycin

Chemical Property:

• Vapor Pressure: 4.9E-20mmHg at 25°C
• Melting Point: 113.5-115°
• Boiling Point: 656.8°C at 760 mmHg
• Flash Point: 351°C
• PSA: 102.37000
• Density: 1.1g/cm³
• LogP: 3.39800
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 4
• Exact Mass: 509.33525284
• Heavy Atom Count: 36
• Complexity: 797

Purity/Quality:

>98% ^*data from raw suppliers

NARBOMYCIN 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC1C(C=CC(=O)C(CC(C(C(C(=O)C(C(=O)O1)C)C)OC2C(C(CC(O2)C)N(C)C)O)C)C)C
• Isomeric SMILES: CC[C@@H]1[C@@H](/C=C/C(=O)[C@@H](C[C@@H]([C@@H]([C@H](C(=O)[C@H](C(=O)O1)C)C)O[C@H]2[C@@H]([C@H](C[C@H](O2)C)N(C)C)O)C)C)C

Technology Process of narbomycin

There total 4 articles about narbomycin 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: 94.0%

C30H49NO8 (79498-53-6) → narbomycin (6036-25-5,27656-75-3)

Guidance literature:

With water; triethylamine; In methanol; at 20 ℃; for 3h;

DOI:10.1021/jo201158q

Reference yield:

C12H19Cl3N2O4 (1234550-56-1) + narbonolide (32885-75-9) → narbomycin (6036-25-5,27656-75-3)

Guidance literature:

Multi-step reaction with 2 steps

1: trifluorormethanesulfonic acid / dichloromethane / 14 h / -20 - 20 °C / Molecular sieve

2: water; triethylamine / methanol / 3 h / 20 °C

With trifluorormethanesulfonic acid; water; triethylamine; In methanol; dichloromethane;

DOI:10.1021/jo201158q

Reference yield:

picromycin (19721-56-3) → narbomycin (6036-25-5,27656-75-3)

Guidance literature:

With potassium dihydrogenphosphate; ethylenediaminetetraacetic acid; NADPH; Equilibrium constant;

DOI:10.1016/S0960-894X(98)00553-8

upstream raw materials:

picromycin

C₁₂H₁₉Cl₃N₂O₄

narbonolide

C₃₀H₄₉NO₈

Downstream raw materials:

picromycin

(+)-Prelog-Djerassi lactonic acid