4-acetyl-3-adamantan-1-ylmethyl-1-(2-chloro-benzyl)-2,7-dioxo-2,3,4,5,6,7-hexahydro-1H-benzo[e][1,4]diazonine-5-carboxylic acid

Base Information

Chemical Name:4-acetyl-3-adamantan-1-ylmethyl-1-(2-chloro-benzyl)-2,7-dioxo-2,3,4,5,6,7-hexahydro-1H-benzo[e][1,4]diazonine-5-carboxylic acid
CAS No.:196949-12-9
Molecular Formula:C₃₂H₃₅ClN₂O₅
Molecular Weight:563.093
Hs Code.:

4-acetyl-3-adamantan-1-ylmethyl-1-(2-chloro-benzyl)-2,7-dioxo-2,3,4,5,6,7-hexahydro-1<i>H</i>-benzo[<i>e</i>][1,4]diazonine-5-carboxylic acid

Synonyms:4-acetyl-3-adamantan-1-ylmethyl-1-(2-chloro-benzyl)-2,7-dioxo-2,3,4,5,6,7-hexahydro-1H-benzo[e][1,4]diazonine-5-carboxylic acid

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Chemical Property of 4-acetyl-3-adamantan-1-ylmethyl-1-(2-chloro-benzyl)-2,7-dioxo-2,3,4,5,6,7-hexahydro-1H-benzo[e][1,4]diazonine-5-carboxylic acid

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Technology Process of 4-acetyl-3-adamantan-1-ylmethyl-1-(2-chloro-benzyl)-2,7-dioxo-2,3,4,5,6,7-hexahydro-1H-benzo[e][1,4]diazonine-5-carboxylic acid

There total 3 articles about 4-acetyl-3-adamantan-1-ylmethyl-1-(2-chloro-benzyl)-2,7-dioxo-2,3,4,5,6,7-hexahydro-1H-benzo[e][1,4]diazonine-5-carboxylic acid 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:

: 18220-83-2
adamantan-1-ylacetaldehyde

: 196949-12-9
4-acetyl-3-adamantan-1-ylmethyl-1-(2-chloro-benzyl)-2,7-dioxo-2,3,4,5,6,7-hexahydro-1H-benzo[e][1,4]diazonine-5-carboxylic acid

Guidance literature:: Multi-step reaction with 4 steps

1.1: trifluoroacetic acid / CH₂Cl₂ / 23 h / 20 °C

2.1: Et₃N; DMAP / CH₂Cl₂ / 2 h / 20 °C

3.1: O₃ / methanol / -78 °C

3.2: Me₂S / methanol / 2 h / 20 °C

4.1: H₂ / 10percent Pd/C / methanol; tetrahydrofuran / 1 h / 20 °C

With dmap; hydrogen; ozone; triethylamine; trifluoroacetic acid; 10percent Pd/C; In tetrahydrofuran; methanol; dichloromethane; 1.1: Pictet-Spengler reaction / 2.1: Acetylation / 3.1: ozonolysis / 3.2: Reduction / 4.1: Hydrogenolysis;
DOI:10.1021/jm000960w

Reference yield:

: 1026151-76-7
(1R,3S)-1-Adamantan-1-ylmethyl-9-(2-chloro-benzyl)-2,3,4,9-tetrahydro-1H-β-carboline-3-carboxylic acid benzyl ester

: 196949-12-9
4-acetyl-3-adamantan-1-ylmethyl-1-(2-chloro-benzyl)-2,7-dioxo-2,3,4,5,6,7-hexahydro-1H-benzo[e][1,4]diazonine-5-carboxylic acid

Guidance literature:: Multi-step reaction with 3 steps

1.1: Et₃N; DMAP / CH₂Cl₂ / 2 h / 20 °C

2.1: O₃ / methanol / -78 °C

2.2: Me₂S / methanol / 2 h / 20 °C

3.1: H₂ / 10percent Pd/C / methanol; tetrahydrofuran / 1 h / 20 °C

With dmap; hydrogen; ozone; triethylamine; 10percent Pd/C; In tetrahydrofuran; methanol; dichloromethane; 1.1: Acetylation / 2.1: ozonolysis / 2.2: Reduction / 3.1: Hydrogenolysis;
DOI:10.1021/jm000960w

Reference yield:

: (1R,3S)-2-Acetyl-1-adamantan-1-ylmethyl-9-(2-chloro-benzyl)-2,3,4,9-tetrahydro-1H-β-carboline-3-carboxylic acid benzyl ester

: 196949-12-9
4-acetyl-3-adamantan-1-ylmethyl-1-(2-chloro-benzyl)-2,7-dioxo-2,3,4,5,6,7-hexahydro-1H-benzo[e][1,4]diazonine-5-carboxylic acid

Guidance literature:: Multi-step reaction with 2 steps

1.1: O₃ / methanol / -78 °C

1.2: Me₂S / methanol / 2 h / 20 °C

2.1: H₂ / 10percent Pd/C / methanol; tetrahydrofuran / 1 h / 20 °C

With hydrogen; ozone; 10percent Pd/C; In tetrahydrofuran; methanol; 1.1: ozonolysis / 1.2: Reduction / 2.1: Hydrogenolysis;
DOI:10.1021/jm000960w