Abikoviromycin

Base Information

Chemical Name:Abikoviromycin
CAS No.:31774-33-1
Deprecated CAS:1394-85-0,20421-02-7
Molecular Formula:C₁₀H₁₁NO
Molecular Weight:161.203
Hs Code.:
UNII:V639MO1IZ5
DSSTox Substance ID:DTXSID501043393
Wikipedia:Abikoviromycin
Mol file:31774-33-1.mol

Synonyms:abikoviromycin;latumcidin;SF-973A

Suppliers and Price of Abikoviromycin

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

American Custom Chemicals Corporation
ABIKOVIROMYCIN 95.00%
5MG
$ 497.37

Total 6 raw suppliers

Chemical Property of Abikoviromycin

Chemical Property:

Boiling Point:278.8°Cat760mmHg
PKA:6.48±0.20(Predicted)
Flash Point:101.3°C
PSA：24.89000
Density:1.3g/cm³
LogP:0.92040
XLogP3:0.6
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:0
Exact Mass:161.084063974
Heavy Atom Count:12
Complexity:327

Purity/Quality:

99%, ^*data from raw suppliers

ABIKOVIROMYCIN 95.00% ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC=C1C=CC2=NCCC3C12O3
Isomeric SMILES:C/C=C\1/C=CC2=NCC[C@@H]3[C@]12O3

Technology Process of Abikoviromycin

There total 6 articles about Abikoviromycin 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: 33.0%

: streptazone A

: 23846-85-7,31774-33-1,20421-02-7
abikoviromycin

Guidance literature:: With chlorobis(cyclooctene)-iridium(I) dimer; H₂SiEt₂; In dichloromethane; at 25 ℃; for 6h; Inert atmosphere;
DOI:10.1002/anie.202101439

Reference yield: 22.0%

: streptazone A

: 20421-29-8,38704-36-8
dihydroabikoviromycin

: 23846-85-7,31774-33-1,20421-02-7
abikoviromycin

Guidance literature:: With chlorobis(cyclooctene)-iridium(I) dimer; H₂SiEt₂; In dichloromethane; for 6h; Inert atmosphere; Reflux;
DOI:10.1002/anie.202101439

Reference yield:

: streptazone B₁

: 20421-29-8,38704-36-8
dihydroabikoviromycin

: 23846-85-7,31774-33-1,20421-02-7
abikoviromycin

Guidance literature:: Multi-step reaction with 2 steps

1: C₂₆H₃₀N₂O; Cumene hydroperoxide; sodium carbonate / chloroform; water; toluene / 17 h / 25 °C / Inert atmosphere

2: chlorobis(cyclooctene)-iridium(I) dimer; H₂SiEt₂ / dichloromethane / 6 h / Inert atmosphere; Reflux

With chlorobis(cyclooctene)-iridium(I) dimer; H₂SiEt₂; Cumene hydroperoxide; C₂₆H₃₀N₂O; sodium carbonate; In dichloromethane; chloroform; water; toluene;
DOI:10.1002/anie.202101439

Refernces

Concise Asymmetric Syntheses of Streptazone A and Abikoviromycin**

10.1002/anie.202101439

Gustav J. W?rmer, Nikolaj L. Villadsen, Peter N?rby, and Thomas B. Poulsen, present a highly concise and asymmetric synthesis of the alkaloids Streptazone A and Abikoviromycin, which feature an unusual arrangement of reactive functionalities within a compact tricyclic ring system. The synthesis involves constructing Streptazone B1 using a rhodium-catalyzed distal selective allene-ynamide Pauson-Khand reaction, followed by a regio- and enantioselective epoxidation under chiral phase-transfer catalytic conditions to obtain Streptazone A in just 8 steps. Abikoviromycin is then synthesized in one additional step through a chemoselective, iridium-catalyzed reduction of the enaminone system. The study also investigates the reactivity of Streptazone A towards a cysteine mimic, N-acetylcysteamine, revealing unanticipated transformations, including bis-thiol conjugation that may proceed via the formation of a cyclopentadienone intermediate.

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Encyclopedia

Technology Process of Abikoviromycin

Abikoviromycin

Concise Asymmetric Syntheses of Streptazone A and Abikoviromycin**

10.1002/anie.202101439

NAVIGATION