(1R,5S,7R)-1,5,7-Trimethyl-2,4-dioxo-3-oxa-bicyclo[3.3.1]nonane-7-carboxylic acid (1-benzyl-2-oxo-propyl)-amide

Base Information

• Chemical Name: (1R,5S,7R)-1,5,7-Trimethyl-2,4-dioxo-3-oxa-bicyclo[3.3.1]nonane-7-carboxylic acid (1-benzyl-2-oxo-propyl)-amide
• CAS No.: 120881-32-5
• Molecular Formula: C₂₂H₂₇NO₅
• Molecular Weight: 385.46
• Mol file: 120881-32-5.mol

Synonyms:(1R,5S,7R)-1,5,7-Trimethyl-2,4-dioxo-3-oxa-bicyclo[3.3.1]nonane-7-carboxylic acid (1-benzyl-2-oxo-propyl)-amide

Chemical Property of (1R,5S,7R)-1,5,7-Trimethyl-2,4-dioxo-3-oxa-bicyclo[3.3.1]nonane-7-carboxylic acid (1-benzyl-2-oxo-propyl)-amide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,5S,7R)-1,5,7-Trimethyl-2,4-dioxo-3-oxa-bicyclo[3.3.1]nonane-7-carboxylic acid (1-benzyl-2-oxo-propyl)-amide

There total 1 articles about (1R,5S,7R)-1,5,7-Trimethyl-2,4-dioxo-3-oxa-bicyclo[3.3.1]nonane-7-carboxylic acid (1-benzyl-2-oxo-propyl)-amide 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: 81.0%

5-(chloroformyl)-cis,cis-1,3,5-trimethylcyclohexane-1,3-dicarboxylic anhydride (79410-29-0) + 3-amino-4-phenyl-2-butanone hydrochloride (5440-27-7) → (1R,5S,7R)-1,5,7-Trimethyl-2,4-dioxo-3-oxa-bicyclo[3.3.1]nonane-7-carboxylic acid (1-benzyl-2-oxo-propyl)-amide (120881-32-5)

Guidance literature:

With triethylamine; In dichloromethane; for 1h; Ambient temperature;

DOI:10.1021/ja00006a050

Reference yield: 85.0%

(1R,5S,7R)-1,5,7-Trimethyl-2,4-dioxo-3-oxa-bicyclo[3.3.1]nonane-7-carboxylic acid (1-benzyl-2-oxo-propyl)-amide (120881-32-5) → (1S,5R,7S)-3-(1-Benzyl-2-oxo-propyl)-1,5,7-trimethyl-2,4-dioxo-3-aza-bicyclo[3.3.1]nonane-7-carboxylic acid (120881-34-7)

Guidance literature:

With pyridine; for 2h; Heating;

DOI:10.1021/ja00006a050

Reference yield:

(1R,5S,7R)-1,5,7-Trimethyl-2,4-dioxo-3-oxa-bicyclo[3.3.1]nonane-7-carboxylic acid (1-benzyl-2-oxo-propyl)-amide (120881-32-5) → (1S,5R,7S)-3-(1-Benzyl-2-oxo-propyl)-1,5,7-trimethyl-2,4-dioxo-3-aza-bicyclo[3.3.1]nonane-7-carboxylic acid methyl ester (120881-36-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / pyridine / 2 h / Heating

2: 90 percent / diethyl ether; CH₂Cl₂

With pyridine; In diethyl ether; dichloromethane;

DOI:10.1021/ja00006a050

upstream raw materials:

5-(chloroformyl)-cis,cis-1,3,5-trimethylcyclohexane-1,3-dicarboxylic anhydride

3-amino-4-phenyl-2-butanone hydrochloride

Downstream raw materials:

(1S,5R,7S)-3-(1-Benzyl-2-oxo-propyl)-1,5,7-trimethyl-2,4-dioxo-3-aza-bicyclo[3.3.1]nonane-7-carboxylic acid

(1S,5R,7S)-3-(1-Benzyl-2-oxo-propyl)-1,5,7-trimethyl-2,4-dioxo-3-aza-bicyclo[3.3.1]nonane-7-carboxylic acid methyl ester