(4aR,6aS,9aS,9bS)-6a-methyloctahydrocyclopenta[f]chromene-3,7(2H,8H)-dione

Base Information

• Chemical Name: (4aR,6aS,9aS,9bS)-6a-methyloctahydrocyclopenta[f]chromene-3,7(2H,8H)-dione
• CAS No.: 126784-20-1
• Molecular Formula: C13H18O3
• Molecular Weight: 222.284
• Mol file: 126784-20-1.mol

Synonyms:Sitolactone

Chemical Property of (4aR,6aS,9aS,9bS)-6a-methyloctahydrocyclopenta[f]chromene-3,7(2H,8H)-dione

Chemical Property:

• Melting Point: 119 - 121 °C
• PSA: 43.37000
• LogP: 2.08740

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (4aR,6aS,9aS,9bS)-6a-methyloctahydrocyclopenta[f]chromene-3,7(2H,8H)-dione

There total 17 articles about (4aR,6aS,9aS,9bS)-6a-methyloctahydrocyclopenta[f]chromene-3,7(2H,8H)-dione 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: 39.0%

Lithocholic acid (434-13-9) → 3aα-H-4α-<3'-propionic acid>-5α-hydroxy-7aβ-methyl-hexahydro-1-indanone-δ-lactone (126784-20-1)

Guidance literature:

In water; at 30 ℃; for 48h; mutant strain of Nocardia corallina NG-511;

Reference yield: 39.0%

lithocholic acid → 3aα-H-4α-<3'-propionic acid>-5α-hydroxy-7aβ-methyl-hexahydro-1-indanone-δ-lactone (126784-20-1)

Guidance literature:

at 30 ℃; for 48h; Nocardia corallina IFO 3338 strain NG-511;

DOI:10.1271/bbb1961.44.1469

Reference yield: 35.0%

cholesterol (57-88-5) → 3aα-H-4α-<3'-propionic acid>-5α-hydroxy-7aβ-methyl-hexahydro-1-indanone-δ-lactone (126784-20-1)

Guidance literature:

In water; at 30 ℃; for 48h; mutant strain of Nocardia corallina NG-511;

upstream raw materials:

β-sitosterol

cholesterol

Cholest-4-en-3-one

progesterone

Refernces

• 1、 Nakamatsu, Tsuyoshi,Beppu, Teruhiko,Arima, Kei. "Microbial Production of 3aα-H-4α-(3'-Propionic acid)-5α-hydroxy-7aβ-methylhexahydro-1-indanone-δ-lactone from Soybean Sterol". . p. 1449 - 1454. Retrieved 2007/10/02.
• 2、 Lee,Sih. "Mechanisms of steroid oxidation by microorganisms. XII. Metabolism of hexahydroindanpropionic acid derivatives.". . p. 1395 - 1403. Retrieved 2007/10/11.