Unii-7R6CR62kfe

Base Information

• Chemical Name: Unii-7R6CR62kfe
• CAS No.: 2503-26-6
• Molecular Formula: C30H51 N5 O7
• Molecular Weight: 593.764
• Hs Code.: 2933790090
• UNII: 7R6CR62KFE
• Nikkaji Number: J28.634F
• Wikidata: Q27268746
• ChEMBL ID: CHEMBL4524056
• Mol file: 2503-26-6.mol

Synonyms:destruxin B

Chemical Property of Unii-7R6CR62kfe

Chemical Property:

• Vapor Pressure: 4.15E-31mmHg at 25°C
• Melting Point: 234 °C
• Boiling Point: 875°Cat760mmHg
• PKA: 13.54±0.70(Predicted)
• Flash Point: 483°C
• PSA: 145.43000
• Density: 1.17g/cm³
• LogP: 1.78730
• Storage Temp.: -20°C
• Solubility.: Soluble in DMSO (up to 10 mg/ml)
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 5
• Exact Mass: 593.37884898
• Heavy Atom Count: 42
• Complexity: 1020

Purity/Quality:

99%, ^*data from raw suppliers

Destruxin B ≥96% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(C)C1C(=O)N(C(C(=O)N(C(C(=O)NCCC(=O)OC(C(=O)N2CCCC2C(=O)N1)CC(C)C)C)C)C(C)C)C
• Isomeric SMILES: CC[C@H](C)[C@H]1C(=O)N([C@H](C(=O)N([C@H](C(=O)NCCC(=O)O[C@@H](C(=O)N2CCC[C@H]2C(=O)N1)CC(C)C)C)C)C(C)C)C
• Description: Destruxin B (2503-26-6) is a cyclic depsipeptide produced by various species of fungi.1 Induces apoptosis in human nonsmall cell lung cancer cells.2 Displays selective cytotoxic effects on human oral cancer cell lines.3 Inhibits hepatocellular carcinoma cell growth via modulation of the Wnt/β-catenin pathway.4
• Uses: Destruxin B is used as part of destruxin-clausenamide insecticide compounds and its applications in controlling pests. It is also studied for its selective apoptotic cell death effects of oral cancer cells treated with destruxin B.

Technology Process of Unii-7R6CR62kfe

There total 15 articles about Unii-7R6CR62kfe 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: 65.0%

C30H51N5O7N2H4(C5H8O2)2 (187753-76-0) → destruxin B (2503-26-6)

Guidance literature:

C₃₀H₅₁N₅O₇N₂H₄(C₅H₈O₂)2; With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 0.5h;

With hydrogenchloride; sodium nitrite; for 0.25h;

With sodium hydrogencarbonate; In dichloromethane; at 20 ℃; for 15h; Further stages.;

DOI:10.1021/jo015953+

Reference yield: 65.0%

(S)-2-[((S)-2-{[(2S,3S)-2-({(S)-1-[(R)-2-(3-Amino-propionyloxy)-4-methyl-pentanoyl]-pyrrolidine-2-carbonyl}-amino)-3-methyl-pentanoyl]-methyl-amino}-3-methyl-butyryl)-methyl-amino]-propionic acid → destruxin B (2503-26-6)

Guidance literature:

With sodium hydrogencarbonate; In dichloromethane; water;

DOI:10.1016/S0040-4039(96)02346-5

Reference yield:

(R)-2-hydroxy-4-methylpentanoic acid (20312-37-2,498-36-2) → destruxin B (2503-26-6)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 93 percent / DCC; HOBt hydrate / CH₂Cl₂ / 21 h / 0 - 20 °C

2.1: 98 percent / DCC; DMAP / CH₂Cl₂ / 21 h / 0 - 20 °C

3.1: H₂ / Pd/C / methanol / 2 h

4.1: 233 mg / DCC; HOBt hydrate / CH₂Cl₂ / 25 h / 0 - 20 °C

5.1: TFA / CH₂Cl₂ / 0.5 h / 20 °C

5.2: NaNO₂; aq. HCl / 0.25 h

5.3: 65 percent / aq. NaHCO₃ / CH₂Cl₂ / 15 h / 20 °C

With dmap; hydrogen; benzotriazol-1-ol; dicyclohexyl-carbodiimide; trifluoroacetic acid; palladium on activated charcoal; In methanol; dichloromethane;

DOI:10.1021/jo015953+

upstream raw materials:

C₃₀H₅₁N₅O₇N₂H₄(C₅H₈O₂)2

(R)-2-hydroxy-4-methylpentanoic acid

N'-{(S)-2-[Methyl-((S)-3-methyl-2-methylamino-butyryl)-amino]-propionyl}-hydrazinecarboxylic acid tert-butyl ester

(S)-1-((R)-2-Hydroxy-4-methyl-pentanoyl)-pyrrolidine-2-carboxylic acid benzyl ester

Refernces

• 1、 Ward,Gai,Lazny,Pedras. "Probing host-selective phytotoxicity: Synthesis of destruxin B and several natural analogues". . p. 7832 - 7840. Retrieved 2007/10/03.