SMILAGENIN ACETATE

Base Information

• Chemical Name: SMILAGENIN ACETATE
• CAS No.: 4947-75-5
• Molecular Formula: C29H46 O4
• Molecular Weight: 458.682
• Mol file: 4947-75-5.mol

Synonyms:5b-Spirostan-3b-ol, acetate, (25R)- (8CI);Smilagenin acetate (6CI,7CI); Spiro[8H-naphth[2',1':4,5]indeno[2,1-b]furan-8,2'-[2H]pyran],spirostan-3-ol deriv.; Isosarsasapogenin, acetate; NSC 15488

Chemical Property of SMILAGENIN ACETATE

Chemical Property:

• Vapor Pressure: 3.23E-11mmHg at 25°C
• Boiling Point: 527.5°Cat760mmHg
• Flash Point: 221.8°C
• PSA: 44.76000
• Density: 1.11g/cm³
• LogP: 6.36460

Purity/Quality:

Analysis control,HPLC≥98% ^*data from raw suppliers

SMILAGENIN,ACETATE(NewProduct) 98%(HPLC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of SMILAGENIN ACETATE

There total 31 articles about SMILAGENIN ACETATE 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: 100.0%

sarsasapogenin (126-19-2) → sarsasapogenin acetate (2530-07-6,2752-97-8,4947-75-5,4948-43-0,6870-09-3,10158-77-7,16653-26-2,106759-13-1,106759-14-2,122291-16-1,35319-91-6)

Guidance literature:

DOI:10.3987/com-00-8937

Reference yield: 98.7%

acetic anhydride (108-24-7) + 3-epismilagenin (77-60-1,126-18-1,126-19-2,428-41-1,470-00-8,470-01-9,470-03-1,546-41-8,6788-40-5,7050-46-6,16653-88-6,19043-98-2,20460-38-2,31356-48-6,36027-61-9,36136-35-3,75172-34-8,78964-18-8,82597-74-8,107380-02-9,119677-72-4) → (25R)-5β-spirostan-3α-ol acetate (2530-07-6,2752-97-8,4947-75-5,4948-43-0,6870-09-3,10158-77-7,16653-26-2,35319-91-6,106759-13-1,106759-14-2,122291-16-1)

Guidance literature:

With pyridine; dmap;

DOI:10.1007/s10870-011-0126-3

Reference yield: 92.0%

dihydrotigogenin 3-acetate (39636-34-5,65243-90-5,82858-54-6,107243-02-7,121349-68-6,121421-12-3) → tigogenin acetate (2530-07-6,2752-97-8,4947-75-5,4948-43-0,6870-09-3,10158-77-7,16653-26-2,35319-91-6,106759-13-1,106759-14-2,122291-16-1)

Guidance literature:

With [bis(acetoxy)iodo]benzene; iodine; In cyclohexane; at 40 ℃; for 0.666667h; Irradiation;

upstream raw materials:

(25R)-3β-hydroxy-5α14β-spirostan-11-one

(25R)-3β-hydroxy-5α,14β-spirost-8-en-11-one

(25R)-3β-acetoxy-5α,14β-spirost-8-en-11-one

acetic anhydride

Downstream raw materials:

3β-acetoxy-5β-pregn-16-en-20-one

acetic acid-((23R,25R)-23-bromo-5β-spirostan-3β-yl ester)

acetic acid-((23S,25R)-23-bromo-5β-spirostan-3β-yl ester)

3-O-p-bromobenzoylsarsasapogenin

Refernces

• 1、 Vias-Bravo, Omar,Merino-Montiel, Penlope,Romero-Lpez, Anabel,Montiel-Smith, Sara,Meza-Reyes, Socorro,Melndez, Francisco J.,Sandoval-Ramrez, Jess. "Epimerization of C-22 in (25R)- and (25S)-sapogenins". . p. 60 - 67. Retrieved 2015/01/30.
• 2、 MacIas-Alonso, Mariana,Esturau-Escofet, Nuria,Flores-Alamo, Marcos,Iglesias-Arteaga, Martin A.,Moreno-Esparza, Rafael. "The crystal structure of 3-epismilagenin acetate and 23-oxo-3-epismilagenin acetate". experimental part. p. 1476 - 1482. Retrieved 2012/06/15.