(1R,3aR,7aR)-1-((2R,5S)-5,6-dimethylheptan-2-yl)-7a-methylhexahydro-1H-inden-4(2H)-one

Base Information

• Chemical Name: (1R,3aR,7aR)-1-((2R,5S)-5,6-dimethylheptan-2-yl)-7a-methylhexahydro-1H-inden-4(2H)-one
• CAS No.: 58322-11-5
• Molecular Formula: C19H34O
• Molecular Weight: 278.47
• Mol file: 58322-11-5.mol

Synonyms:(1R,3aR,7aR)-7a-Methyl-1-((1R,4S)-1,4,5-trimethyl-hexyl)-octahydro-inden-4-one;(3aR)-7-oxo-3ar-methyl-3c-((1R:4S)-1.4.5-trimethyl-hexyl)-(7atH)-hexahydro-indan;(1R,3aR,7aR)-7a-methyl-1-[(1R,4S)-1,4,5-trimethylhexyl]octahydro-4H-inden-4-one;

Chemical Property of (1R,3aR,7aR)-1-((2R,5S)-5,6-dimethylheptan-2-yl)-7a-methylhexahydro-1H-inden-4(2H)-one

Chemical Property:

• PSA: 17.07000
• LogP: 5.48030

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,3aR,7aR)-1-((2R,5S)-5,6-dimethylheptan-2-yl)-7a-methylhexahydro-1H-inden-4(2H)-one

There total 10 articles about (1R,3aR,7aR)-1-((2R,5S)-5,6-dimethylheptan-2-yl)-7a-methylhexahydro-1H-inden-4(2H)-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: 95.0%

(1R,3aR,4S,7aR)-7a-methyl-1-<(1R,4S)-1,4,5-trimethylhexyl>-octahydro-1H-inden-4-ol (33813-75-1) → (1R,3aR,7aR,1'R,4'S)-5,6,7,7a-tetrahydro-7a-methyl-1-(1',4',5'-trimethylhexyl)-3aH-indan-4-one (58322-11-5)

Guidance literature:

With sodium hydrogencarbonate; Dess-Martin periodane; In dichloromethane; at 0 - 20 ℃; for 1h;

DOI:10.1016/j.tet.2011.12.057

Reference yield:

Calciferol (50-14-6) → (1R,3aR,7aR,1'R,4'S)-5,6,7,7a-tetrahydro-7a-methyl-1-(1',4',5'-trimethylhexyl)-3aH-indan-4-one (58322-11-5)

Guidance literature:

Multi-step reaction with 5 steps

1: KMnO₄

3: 1.) Pb(OAc)4, pyridine, 2.) NaBH₄, CeCl₃*7H₂O / 1.) CH₂Cl₂, 0 deg C, 10 min, 2.) CH₃OH, 0 deg C, 3 h

4: 1.80 g / H₂ / Pd/C / methanol / 16 h

5: Jones reagent / acetone

With pyridine; lead(IV) acetate; sodium tetrahydroborate; potassium permanganate; jones reagent; cerium(III) chloride; hydrogen; palladium on activated charcoal; In methanol; acetone;

Reference yield:

(1R,3aR,4S,7aR)-7a-methyl-1-<(2E)-(1R,4R)-1,4,5-trimethyl-hex-2-enyl>-octahydro-1H-inden-4-ol (55812-82-3,63730-57-4,63730-58-5,102281-42-5) → (1R,3aR,7aR,1'R,4'S)-5,6,7,7a-tetrahydro-7a-methyl-1-(1',4',5'-trimethylhexyl)-3aH-indan-4-one (58322-11-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.80 g / H₂ / Pd/C / methanol / 16 h

2: Jones reagent / acetone

With jones reagent; hydrogen; palladium on activated charcoal; In methanol; acetone;

upstream raw materials:

(3aR)-7-oxo-3ar-methyl-3c-((1R:4R)-1.4.5-trimethyl-hexen-(2t)-yl)-(7acH)-hexahydro-indan

(1R,3aR,7aR)-7a-Methyl-1-((E)-(1R,4R)-1,4,5-trimethyl-hex-2-enyl)-octahydro-inden-4-one

(1R,3aR,4S,7aR)-7a-methyl-1-<(1R,4S)-1,4,5-trimethylhexyl>-octahydro-1H-inden-4-ol

chloroform

Downstream raw materials:

C₄₀H₇₄O₂Si₂

(3R,3aR)-3a-methyl-7-phenylsulfonyl-3-<(1R,4S)-1,4,5-trimethyl-hexyl>-2,3,3a,4,5,6-hexahydro-1H-indene

(1R,3aR,4S,7aR)-4-benzenesulfonyl-7a-methyl-1-<(1R,4S)-1,4,5-trimethyl-hexyl>-octahydroindene

(3R,3aR)-3a-methyl-7-phenylsulfanyl-3-<(1R,4S)-1,4,5-trimethyl-hexyl>-2,3,3a,4,5,6-hexahydro-1H-indene