[1R-[1alpha(S*),3abeta,7aalpha]]-1-[2-(Acetyloxy)-1-methylethyl]octahydro-7a-methyl-4H-inden-4-one

Base Information

• Chemical Name: [1R-[1alpha(S*),3abeta,7aalpha]]-1-[2-(Acetyloxy)-1-methylethyl]octahydro-7a-methyl-4H-inden-4-one
• CAS No.: 141411-00-9
• Molecular Formula: C15H24O3
• Molecular Weight: 252.354
• Mol file: 141411-00-9.mol

Synonyms:[1R-[1alpha(S*),3abeta,7aalpha]]-1-[2-(Acetyloxy)-1-methylethyl]octahydro-7a-methyl-4H-inden-4-one;(S)-2-((1R,3aR,7aR)-7a-Methyl-4-oxooctahydro-1H-inden-1-yl)propyl acetate

Chemical Property of [1R-[1alpha(S*),3abeta,7aalpha]]-1-[2-(Acetyloxy)-1-methylethyl]octahydro-7a-methyl-4H-inden-4-one

Chemical Property:

• PSA: 43.37000
• Density: 1.049
• LogP: 2.97110

Purity/Quality:

99% ^*data from raw suppliers

(S)-2-((1R,3aR,7aR)-7a-methyl-4-oxooctahydro-1H-inden-1-yl)propylacetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of [1R-[1alpha(S*),3abeta,7aalpha]]-1-[2-(Acetyloxy)-1-methylethyl]octahydro-7a-methyl-4H-inden-4-one

There total 5 articles about [1R-[1alpha(S*),3abeta,7aalpha]]-1-[2-(Acetyloxy)-1-methylethyl]octahydro-7a-methyl-4H-inden-4-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: 88.0%

(20S)-Des-A,B-22-(acetoxy)-23,24-dinorcholane-8β-ol (141245-56-9) → (20S)-Des-A,B-22-(acetoxy)-23,24-dinorcholane-8-one (141411-00-9)

Guidance literature:

With pyridinium chlorochromate; In dichloromethane; for 1h; Ambient temperature;

DOI:10.1016/S0040-4039(00)79565-7

Reference yield: 30.0%

(20S)-Des-A,B-22-(acetoxy)-23,24-dinorcholane-8β-ol (141245-56-9) → Acetic acid (S)-(1S,2R,5R,6S)-2-(11-oxa-tricyclo[4.3.2.01,5]undec-2-yl)-propyl ester (141245-57-0) + (20S)-Des-A,B-22-(acetoxy)-23,24-dinorcholane-8-one (141411-00-9)

Guidance literature:

With lead(IV) acetate; In benzene; for 22h; Heating;

DOI:10.1016/S0040-4039(00)91659-9

Reference yield:

(8S,20S)-de-A,B-20-(hydroxymethyl)pregnan-8-ol (64190-52-9) → (20S)-Des-A,B-22-(acetoxy)-23,24-dinorcholane-8-one (141411-00-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent / pyridine / -20 - 0 °C

2: 88 percent / pyridinium chlorochromate (PCC) / CH₂Cl₂ / 1 h / Ambient temperature

With pyridine; pyridinium chlorochromate; In dichloromethane;

DOI:10.1016/S0040-4039(00)79565-7

upstream raw materials:

(20S)-Des-A,B-22-(acetoxy)-23,24-dinorcholane-8β-ol

(8S,20S)-de-A,B-20-(hydroxymethyl)pregnan-8-ol

acetic anhydride

Downstream raw materials:

22-hydroxyhomopregnacalciferol

AB₄₇

(S)-4-Benzenesulfonyl-2-{(1R,3aS,7aR)-4-[2-[(3R,5R)-3,5-bis-(tert-butyl-dimethyl-silanyloxy)-cyclohexylidene]-eth-(E)-ylidene]-7a-methyl-octahydro-inden-1-yl}-8-ethyl-8-triethylsilanyloxy-decan-3-ol

(1R,3aS,7aR)-4-[2-[(3R,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-cyclohexylidene]-eth-(E)-ylidene]-1-((E)-(R)-7-ethyl-1-methyl-7-triethylsilanyloxy-non-2-enyl)-7a-methyl-octahydro-indene