Teleocidin A2

Base Information

• Chemical Name: Teleocidin A2
• CAS No.: 102209-77-8
• Molecular Formula: C₂₇H₃₉N₃O₂
• Molecular Weight: 437.626
• UNII: JYJ1OOC650
• ChEMBL ID: CHEMBL472644
• Nikkaji Number: J134.078F
• Wikidata: Q27281743
• Mol file: 102209-77-8.mol

Synonyms:Teleocidin A2;teleocidin A-2;102209-77-8;TELEOCIDINA-2;JYJ1OOC650;(10S,13S)-5-[(3S)-3,7-dimethylocta-1,6-dien-3-yl]-13-(hydroxymethyl)-9-methyl-10-propan-2-yl-3,9,12-triazatricyclo[6.6.1.04,15]pentadeca-1,4,6,8(15)-tetraen-11-one;Teleocidin A 2;UNII-JYJ1OOC650;CHEMBL472644;CHEBI:211900;1H-Pyrrolo(4,3,2-gh)-1,4-benzodiazonin-3-one, 9-((1S)-1-ethenyl-1,5-dimethyl-4-hexenyl)-1,2,4,5,6,8-hexahydro-5-(hydroxymethyl)-1-methyl-2-(1methylethyl)-, (2S,5S)-;Q27281743;3H-PYRROLO(4,3,2-GH)-1,4-BENZODIAZONIN-3-ONE, 9-((1S)-1-ETHENYL-1,5-DIMETHYL-4-HEXEN-1-YL)-1,2,4,5,6,8-HEXAHYDRO-5-(HYDROXYMETHYL)-1-METHYL-2-(1-METHYLETHYL)-, (2S,5S)-;3H-PYRROLO(4,3,2-GH)-1,4-BENZODIAZONIN-3-ONE, 9-((1S)-1-ETHENYL-1,5-DIMETHYL-4-HEXENYL)-1,2,4,5,6,8-HEXAHYDRO-5-(HYDROXYMETHYL)-1-METHYL-2-(1-METHYLETHYL)-, (2S,5S)-;3H-PYRROLO(4,3,2-GH)-1,4-BENZODIAZONIN-3-ONE, 9-(1-ETHENYL-1,5-DIMETHYL-4-HEXENYL)-1,2,4,5,6,8-HEXAHYDRO-5-(HYDROXYMETHYL)-1-METHYL-2-(1-METHYLETHYL)-, (2S-(2R*,5R*,9(R*)))-

Chemical Property of Teleocidin A2

Chemical Property:

• Vapor Pressure: 5.58E-19mmHg at 25°C
• Boiling Point: 672.1°C at 760 mmHg
• PKA: 14.39±0.10(Predicted)
• Flash Point: 360.3°C
• PSA: 91.14000
• Density: 1.064g/cm³
• LogP: 5.83640
• XLogP3: 6.2
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 7
• Exact Mass: 437.30422750
• Heavy Atom Count: 32
• Complexity: 701

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C1C(=O)NC(CC2=CNC3=C(C=CC(=C23)N1C)C(C)(CCC=C(C)C)C=C)CO
• Isomeric SMILES: CC(C)[C@H]1C(=O)N[C@@H](CC2=CNC3=C(C=CC(=C23)N1C)[C@@](C)(CCC=C(C)C)C=C)CO

Technology Process of Teleocidin A2

There total 22 articles about Teleocidin A2 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: 63.0%

C33H53N3O2Si (1638769-41-1) → Lyngbyatoxin A (70497-14-2,102209-77-8,112652-99-0,112653-00-6,112653-01-7,112653-02-8,138512-80-8,138512-81-9,56645-57-9)

Guidance literature:

With lithium tetrafluoroborate; camphor-10-sulfonic acid; In tetrahydrofuran; at 23 ℃;

DOI:10.1039/c4sc00256c

Reference yield: 4.0%

(S)-2-{[3-(2-Amino-3-hydroxy-propyl)-7-((R)-1,5-dimethyl-1-vinyl-hex-4-enyl)-1H-indol-4-yl]-methyl-amino}-3-methyl-butyric acid → (+)-Teleocicin A-2 (70497-14-2,102209-77-8,112652-99-0,112653-00-6,112653-01-7,112653-02-8,138512-80-8,138512-81-9,56645-57-9) + (10S,13R)-5-((R)-1,5-Dimethyl-1-vinyl-hex-4-enyl)-13-hydroxymethyl-10-isopropyl-9-methyl-3,9,12-triaza-tricyclo[6.6.1.04,15]pentadeca-1,4,6,8(15)-tetraen-11-one (70497-14-2,102209-77-8,112652-99-0,112653-00-6,112653-01-7,112653-02-8,138512-80-8,138512-81-9,56645-57-9) + Lyngbyatoxin A (70497-14-2,102209-77-8,112652-99-0,112653-00-6,112653-01-7,112653-02-8,138512-80-8,138512-81-9,56645-57-9)

Guidance literature:

With diphenylphosphoranyl azide; triethylamine; In N,N-dimethyl-formamide; 0 deg C, 1 h, then room temp. 24 h;

DOI:10.1016/S0040-4039(00)96097-0

Reference yield: 4.0%

(S)-2-{[3-(2-Amino-3-hydroxy-propyl)-7-((R)-1,5-dimethyl-1-vinyl-hex-4-enyl)-1H-indol-4-yl]-methyl-amino}-3-methyl-butyric acid → (+)-Teleocicin A-2 (70497-14-2,102209-77-8,112652-99-0,112653-00-6,112653-01-7,112653-02-8,138512-80-8,138512-81-9,56645-57-9) + (10S,13R)-5-((R)-1,5-Dimethyl-1-vinyl-hex-4-enyl)-13-hydroxymethyl-10-isopropyl-9-methyl-3,9,12-triaza-tricyclo[6.6.1.04,15]pentadeca-1,4,6,8(15)-tetraen-11-one (70497-14-2,102209-77-8,112652-99-0,112653-00-6,112653-01-7,112653-02-8,138512-80-8,138512-81-9,56645-57-9) + Lyngbyatoxin A (70497-14-2,102209-77-8,112652-99-0,112653-00-6,112653-01-7,112653-02-8,138512-80-8,138512-81-9,56645-57-9)

Guidance literature:

With diphenylphosphoranyl azide; triethylamine; In N,N-dimethyl-formamide; 0 deg C, 1 h, then room temp. 24 h;

DOI:10.1016/S0040-4039(00)96097-0

upstream raw materials:

N-methyl-L-valyl-L-tryptophanol

(-)-7-bromo-14-O-TBDMS-indolactam-V

C₃₆H₅₈N₄O₄Si

C₃₂H₅₁N₃O₃Si

Downstream raw materials:

(+)-Teleocidin A-1 (+)-MTPA-ester

Teleocidin A-2 (+)-MTPA-ester

21,22-dihydroteleocidin A-2

(R)-2-Ethyl-2-methyl-pentanedioic acid

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