3-Azabicyclo[3.3.1]nonane-7-carboxylic acid, 1,5,7-trimethyl-2-oxo-, (1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl ester, (1R,5S,7S)-

Base Information

Chemical Name:3-Azabicyclo[3.3.1]nonane-7-carboxylic acid, 1,5,7-trimethyl-2-oxo-, (1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl ester, (1R,5S,7S)-
CAS No.:299162-25-7
Molecular Formula:C22H37NO3
Molecular Weight:363.541
Hs Code.:
Mol file:299162-25-7.mol

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Chemical Property of 3-Azabicyclo[3.3.1]nonane-7-carboxylic acid, 1,5,7-trimethyl-2-oxo-, (1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl ester, (1R,5S,7S)-

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Technology Process of 3-Azabicyclo[3.3.1]nonane-7-carboxylic acid, 1,5,7-trimethyl-2-oxo-, (1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl ester, (1R,5S,7S)-

There total 3 articles about 3-Azabicyclo[3.3.1]nonane-7-carboxylic acid, 1,5,7-trimethyl-2-oxo-, (1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl ester, (1R,5S,7S)- 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: 76.0%

: 299162-28-0
(1S,5R,7S)-1,5,7-Trimethyl-2,4-dioxo-3-aza-bicyclo[3.3.1]nonane-7-carboxylic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester

: 299162-25-7
(1R,5S,7S)-1,5,7-Trimethyl-2-oxo-3-azabicyclo[3.3.1]-nonan-7-carboxylic acid menthyl ester

: 347144-93-8
(1S,5R,7R)-1,5,7-Trimethyl-2-oxo-3-azabicyclo[3.3.1]-nonan-7-carboxylic acid menthyl ester

Guidance literature:: (1S,5R,7S)-1,5,7-Trimethyl-2,4-dioxo-3-aza-bicyclo[3.3.1]nonane-7-carboxylic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester; With sodium tetrahydroborate; In methanol; at 0 ℃;

With triethylsilane; In trifluoroacetic acid; at 20 ℃; for 5h;
DOI:10.1055/s-2001-15231

Reference yield:

: 2216-51-5
(-)-menthol

: 299162-25-7
(1R,5S,7S)-1,5,7-Trimethyl-2-oxo-3-azabicyclo[3.3.1]-nonan-7-carboxylic acid menthyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: 79 percent / DMAP / CH₂Cl₂ / 48 h / Heating

2.1: NaBH₄ / methanol / 0 °C

2.2: 76 percent / triethylsilane / trifluoroacetic acid / 5 h / 20 °C

With dmap; sodium tetrahydroborate; In methanol; dichloromethane;
DOI:10.1055/s-2001-15231

Reference yield:

: 109216-50-4
(1S,5R,7S)-1,5,7-Trimethyl-2,4-dioxo-3-aza-bicyclo[3.3.1]nonane-7-carbonyl chloride

: 299162-25-7
(1R,5S,7S)-1,5,7-Trimethyl-2-oxo-3-azabicyclo[3.3.1]-nonan-7-carboxylic acid menthyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: 79 percent / DMAP / CH₂Cl₂ / 48 h / Heating

2.1: NaBH₄ / methanol / 0 °C

2.2: 76 percent / triethylsilane / trifluoroacetic acid / 5 h / 20 °C

With dmap; sodium tetrahydroborate; In methanol; dichloromethane;
DOI:10.1055/s-2001-15231