(3R,5S)-3-Adamantan-1-ylmethyl-1-(2-chloro-benzyl)-2,7-dioxo-1,2,3,5,6,7-hexahydro-benzo[e][1,4]diazonine-4,5-dicarboxylic acid 5-benzyl ester 4-methyl ester

Base Information

Chemical Name:(3R,5S)-3-Adamantan-1-ylmethyl-1-(2-chloro-benzyl)-2,7-dioxo-1,2,3,5,6,7-hexahydro-benzo[e][1,4]diazonine-4,5-dicarboxylic acid 5-benzyl ester 4-methyl ester
CAS No.:1028270-18-9
Molecular Formula:C₃₉H₄₁ClN₂O₆
Molecular Weight:669.217
Hs Code.:

(3R,5S)-3-Adamantan-1-ylmethyl-1-(2-chloro-benzyl)-2,7-dioxo-1,2,3,5,6,7-hexahydro-benzo[e][1,4]diazonine-4,5-dicarboxylic acid 5-benzyl ester 4-methyl ester

Synonyms:(3R,5S)-3-Adamantan-1-ylmethyl-1-(2-chloro-benzyl)-2,7-dioxo-1,2,3,5,6,7-hexahydro-benzo[e][1,4]diazonine-4,5-dicarboxylic acid 5-benzyl ester 4-methyl ester

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Chemical Property of (3R,5S)-3-Adamantan-1-ylmethyl-1-(2-chloro-benzyl)-2,7-dioxo-1,2,3,5,6,7-hexahydro-benzo[e][1,4]diazonine-4,5-dicarboxylic acid 5-benzyl ester 4-methyl ester

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Technology Process of (3R,5S)-3-Adamantan-1-ylmethyl-1-(2-chloro-benzyl)-2,7-dioxo-1,2,3,5,6,7-hexahydro-benzo[e][1,4]diazonine-4,5-dicarboxylic acid 5-benzyl ester 4-methyl ester

There total 3 articles about (3R,5S)-3-Adamantan-1-ylmethyl-1-(2-chloro-benzyl)-2,7-dioxo-1,2,3,5,6,7-hexahydro-benzo[e][1,4]diazonine-4,5-dicarboxylic acid 5-benzyl ester 4-methyl ester 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:

: 1026173-73-8
(1R,3S)-1-Adamantan-1-ylmethyl-9-(2-chloro-benzyl)-1,3,4,9-tetrahydro-β-carboline-2,3-dicarboxylic acid 3-benzyl ester 2-methyl ester

: 1028270-18-9
(3R,5S)-3-Adamantan-1-ylmethyl-1-(2-chloro-benzyl)-2,7-dioxo-1,2,3,5,6,7-hexahydro-benzo[e][1,4]diazonine-4,5-dicarboxylic acid 5-benzyl ester 4-methyl ester

Guidance literature:: (1R,3S)-1-Adamantan-1-ylmethyl-9-(2-chloro-benzyl)-1,3,4,9-tetrahydro-β-carboline-2,3-dicarboxylic acid 3-benzyl ester 2-methyl ester; With ozone; In methanol; at -78 ℃;

With dimethylsulfide; In methanol; at 20 ℃; for 2h; Further stages.;
DOI:10.1021/jm000960w

Reference yield:

: 18220-83-2
adamantan-1-ylacetaldehyde

: 1028270-18-9
(3R,5S)-3-Adamantan-1-ylmethyl-1-(2-chloro-benzyl)-2,7-dioxo-1,2,3,5,6,7-hexahydro-benzo[e][1,4]diazonine-4,5-dicarboxylic acid 5-benzyl ester 4-methyl ester

Guidance literature:: Multi-step reaction with 3 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

With dmap; ozone; triethylamine; trifluoroacetic acid; In methanol; dichloromethane; 1.1: Pictet-Spengler reaction / 2.1: Acylation / 3.1: ozonolysis / 3.2: Reduction;
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

: 1028270-18-9
(3R,5S)-3-Adamantan-1-ylmethyl-1-(2-chloro-benzyl)-2,7-dioxo-1,2,3,5,6,7-hexahydro-benzo[e][1,4]diazonine-4,5-dicarboxylic acid 5-benzyl ester 4-methyl ester

Guidance literature:: Multi-step reaction with 2 steps

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

2.1: O₃ / methanol / -78 °C

2.2: Me₂S / methanol / 2 h / 20 °C

With dmap; ozone; triethylamine; In methanol; dichloromethane; 1.1: Acylation / 2.1: ozonolysis / 2.2: Reduction;
DOI:10.1021/jm000960w