Dihydroabikoviromycin

Base Information

• Chemical Name: Dihydroabikoviromycin
• CAS No.: 38704-36-8
• Molecular Formula: C10H13NO
• Molecular Weight: 163.24
• Mol file: 38704-36-8.mol

Synonyms:dihydroabikoviromycin;SF-973C

Chemical Property of Dihydroabikoviromycin

Chemical Property:

• Vapor Pressure: 0.00444mmHg at 25°C
• Refractive Index: 1.5400 (estimate)
• Boiling Point: 277.8°C at 760 mmHg
• Flash Point: 105.7°C
• PSA: 24.56000
• Density: 1.16g/cm³
• LogP: 1.33080
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 163.099714038
• Heavy Atom Count: 12
• Complexity: 282

Purity/Quality:

99% ^*data from raw suppliers

DIHYDROABIKOVIROMYCIN 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC=C1C=CC2C13C(O3)CCN2
• Isomeric SMILES: C/C=C\1/C=CC2C13C(O3)CCN2

Technology Process of Dihydroabikoviromycin

There total 8 articles about Dihydroabikoviromycin 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: 22.0%

streptazone A → dihydroabikoviromycin (20421-29-8,38704-36-8) + abikoviromycin (23846-85-7,31774-33-1,20421-02-7)

Guidance literature:

With chlorobis(cyclooctene)-iridium(I) dimer; H₂SiEt₂; In dichloromethane; for 6h; Inert atmosphere; Reflux;

DOI:10.1002/anie.202101439

Reference yield:

4,4a-epoxy-5-(E)-ethylidene-3,4,4a,5-tetrahydro-2H-[1]pyrindine; sulfate (1:1) (20421-03-8,43043-59-0) → Dihydroabikoviromycin (20421-29-8,38704-36-8)

Guidance literature:

With sodium tetrahydroborate; In water;

DOI:10.1007/BF01032036

Reference yield:

streptazone B1 → dihydroabikoviromycin (20421-29-8,38704-36-8) + abikoviromycin (23846-85-7,31774-33-1,20421-02-7)

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

upstream raw materials:

4,4a-epoxy-5-(E)-ethylidene-3,4,4a,5-tetrahydro-2H-[1]pyrindine; sulfate (1:1)

Refernces

• 1、 Onda,Konda,Narimatsu,Tanaka,Awaya. "Alkaloids from Streptomyces sp. NA-337". . p. 2916 - 2920. Retrieved 2007/10/04.
• 2、 Ogawa,Tsuruoka,Shomura,Watanabe,Inouye. "Letter: On the synergism of SF-973B and C.". . p. 186 - 188. Retrieved 2007/10/10.