1H-Indene-1-carboxaldehyde,octahydro-7a-hydroxy-3a-methyl-4-oxo-,(1R,3aR,7aR)-rel-(9CI)

Base Information

• Chemical Name: 1H-Indene-1-carboxaldehyde,octahydro-7a-hydroxy-3a-methyl-4-oxo-,(1R,3aR,7aR)-rel-(9CI)
• CAS No.: 674347-42-3
• Molecular Formula: C11H16O3
• Molecular Weight: 196.24
• Mol file: 674347-42-3.mol

Synonyms:1H-Indene-1-carboxaldehyde,octahydro-7a-hydroxy-3a-methyl-4-oxo-,(1R,3aR,7aR)-rel-(9CI)

Chemical Property of 1H-Indene-1-carboxaldehyde,octahydro-7a-hydroxy-3a-methyl-4-oxo-,(1R,3aR,7aR)-rel-(9CI)

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1H-Indene-1-carboxaldehyde,octahydro-7a-hydroxy-3a-methyl-4-oxo-,(1R,3aR,7aR)-rel-(9CI)

There total 6 articles about 1H-Indene-1-carboxaldehyde,octahydro-7a-hydroxy-3a-methyl-4-oxo-,(1R,3aR,7aR)-rel-(9CI) 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:

(E)-4-(1-methyl-2,6-dioxocyclohexyl)but-2-enal (674347-41-2) → 2-(3-formylpropyl)-2-methyl-1,3-cyclohexanedione (674347-67-2) + (1R,3aS,7aS)-7a-Hydroxy-3a-methyl-4-oxo-octahydro-indene-1-carbaldehyde (674347-42-3) + (1S,3aS,7aS)-7a-Hydroxy-3a-methyl-4-oxo-octahydro-indene-1-carbaldehyde (674347-42-3)

Guidance literature:

With trifuran-2-yl-phosphane; hydrogen; potassium carbonate; bis(cycloocta-1,5-diene)rhodium(I) trifluoromethanesulfonate; In tetrahydrofuran; at 40 ℃; under 760 Torr;

DOI:10.1021/ol030136c

Reference yield:

(E)-4-(1-methyl-2,6-dioxocyclohexyl)but-2-enal (674347-41-2) → 2-(3-formylpropyl)-2-methyl-1,3-cyclohexanedione (674347-67-2) + (1R,3aS,7aS)-7a-Hydroxy-3a-methyl-4-oxo-octahydro-indene-1-carbaldehyde (674347-42-3) + (1S,3aS,7aS)-7a-Hydroxy-3a-methyl-4-oxo-octahydro-indene-1-carbaldehyde (674347-42-3)

Guidance literature:

With trifuran-2-yl-phosphane; hydrogen; potassium carbonate; bis(cycloocta-1,5-diene)rhodium(I) trifluoromethanesulfonate; In tetrahydrofuran; at 40 ℃; under 760 Torr;

DOI:10.1021/ol030136c

Reference yield:

2-allyl-2-methyl-1,3-cyclohexanedione (31929-07-4) → (1R,3aS,7aS)-7a-Hydroxy-3a-methyl-4-oxo-octahydro-indene-1-carbaldehyde (674347-42-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 64 percent / Grubbs second-generation catalyst / CH₂Cl₂ / Heating

2: K₂CO₃; H₂; (2-furyl)3P / Rh(COD)2OTf / tetrahydrofuran / 40 °C / 760 Torr

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; trifuran-2-yl-phosphane; hydrogen; potassium carbonate; bis(cycloocta-1,5-diene)rhodium(I) trifluoromethanesulfonate; In tetrahydrofuran; dichloromethane;

DOI:10.1021/ol030136c

upstream raw materials:

(E)-4-(1-methyl-2,6-dioxocyclohexyl)but-2-enal

2-allyl-2-methyl-1,3-cyclohexanedione

2-(3-formylpropyl)-2-methyl-1,3-cyclohexanedione