5-(3,14-Dihydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl)pyran-2-one

Base Information Edit

Chemical Name:5-(3,14-Dihydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl)pyran-2-one
CAS No.:465-20-3
Molecular Formula:C24H34 O4
Molecular Weight:386.532
Hs Code.:
European Community (EC) Number:621-198-0
NSC Number:89595,248518
Wikipedia:Bufalin
Wikidata:Q105219143
Mol file:465-20-3.mol

Synonyms:3-Epibufalin;465-21-4;465-20-3;NSC 89595;NSC-89595;BRN 5141601;(3-beta,5-beta)-3,14-Dihydroxybufa-20,22-dienolide;5-(3,14-dihydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl)pyran-2-one;Bufa-20,22-dienolide, 3,14-dihydroxy-, (3.beta.,5.beta.)-;SCHEMBL12756993;CHEBI:181100;QEEBRPGZBVVINN-UHFFFAOYSA-N;BCP15771;NSC89595;NSC248518;AKOS024319427;NSC-248518;3,14-Dihydroxybufa-20,22-dienolide #;5.beta.-Bufa-20, 3.beta.,14-dihydroxy-;Bufa-20, 3,14-dihydroxy-, (3.beta.,5.beta.)-;3-.beta.,14-Dihydroxy-5-.beta.-bufa-20,22-dienolide;5.beta.-Bufa-20,22-dienolide, 3.beta.,14-dihydroxy-

Suppliers and Price of 5-(3,14-Dihydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl)pyran-2-one

Supply Marketing:Edit

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

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
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Total 4 raw suppliers

Chemical Property of 5-(3,14-Dihydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl)pyran-2-one Edit

Chemical Property:

Vapor Pressure:1.05E-14mmHg at 25°C
Boiling Point:556.6°Cat760mmHg
Flash Point:189°C
PSA：70.67000
Density:1.226g/cm³
LogP:4.24190
XLogP3:3.2
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:1
Exact Mass:386.24570956
Heavy Atom Count:28
Complexity:741

Purity/Quality:: ≥98% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC12CCC(CC1CCC3C2CCC4(C3(CCC4C5=COC(=O)C=C5)O)C)O

Technology Process of 5-(3,14-Dihydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl)pyran-2-one

There total 36 articles about 5-(3,14-Dihydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl)pyran-2-one 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: 73.0%

: C₃₃H₅₅BrO₄Si₂

: 465-20-3,465-21-4,33766-62-0,107033-69-2
bufalin

Guidance literature:: C₃₃H₅₅BrO₄Si₂; With triethyl borane; oxygen; tri-n-butyl-tin hydride; In hexane; dichloromethane; at 20 ℃; for 4h; under 760.051 Torr;

With hydrogenchloride; water; In methanol; hexane; dichloromethane; at 20 ℃; for 20h; Inert atmosphere;
DOI:10.1021/acs.orglett.0c03251

Reference yield: 70.0%

: 83911-60-8
5-(3'β-benzyloxy-14'-hydroxy-5'β,14'β-androstan-17'β-yl)-2H-pyran-2-one

: 465-20-3,465-21-4,33766-62-0,107033-69-2
bufalin

Guidance literature:: With palladium dihydroxide;
DOI:10.1139/v82-309

Reference yield:

: 773-64-8
2-mesitylenesulphonyl chloride

: 465-20-3,465-21-4,33766-62-0,107033-69-2
bufalin

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) Et₃N; 2.) DBN / 1.) CH₂Cl₂, in ice-bath, 30 min; 2.) benzene, reflux, 1 h

2: 1.) NBS, 1percent HClO₄; 2.) AcONa / 2.) Raney-Ni / 1.) acetone, H₂O, r. t., 30 min; 2.) MeOH, CH₂Cl₂, 30 min

3: 70 percent / H₂ / Pd(OH)2/C / benzene; ethanol; cyclohexane / 2 h / Heating

With N-Bromosuccinimide; perchloric acid; 2,6-dichloro-benzonitrile; hydrogen; sodium acetate; triethylamine; palladium dihydroxide; nickel; In ethanol; cyclohexane; benzene;
DOI:10.1002/hlca.19830660831