(2R,5S)-4-{2-[6-(4-fluorobenzyl)-3,3-dimethyl-2,3-dihydropyrrolo[3,2-b]pyridin-1-yl]-2-oxoethyl}-2-methyl-5-((R)-3-methylmorpholin-4-ylmethyl)piperazine-1-carboxylic acid tert-butyl ester

Base Information

Chemical Name:(2R,5S)-4-{2-[6-(4-fluorobenzyl)-3,3-dimethyl-2,3-dihydropyrrolo[3,2-b]pyridin-1-yl]-2-oxoethyl}-2-methyl-5-((R)-3-methylmorpholin-4-ylmethyl)piperazine-1-carboxylic acid tert-butyl ester
CAS No.:1403904-77-7
Molecular Formula:C₃₄H₄₈FN₅O₄
Molecular Weight:609.785
Hs Code.:

(2R,5S)-4-{2-[6-(4-fluorobenzyl)-3,3-dimethyl-2,3-dihydropyrrolo[3,2-b]pyridin-1-yl]-2-oxoethyl}-2-methyl-5-((R)-3-methylmorpholin-4-ylmethyl)piperazine-1-carboxylic acid tert-butyl ester

Synonyms:(2R,5S)-4-{2-[6-(4-fluorobenzyl)-3,3-dimethyl-2,3-dihydropyrrolo[3,2-b]pyridin-1-yl]-2-oxoethyl}-2-methyl-5-((R)-3-methylmorpholin-4-ylmethyl)piperazine-1-carboxylic acid tert-butyl ester

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Chemical Property of (2R,5S)-4-{2-[6-(4-fluorobenzyl)-3,3-dimethyl-2,3-dihydropyrrolo[3,2-b]pyridin-1-yl]-2-oxoethyl}-2-methyl-5-((R)-3-methylmorpholin-4-ylmethyl)piperazine-1-carboxylic acid tert-butyl ester

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Technology Process of (2R,5S)-4-{2-[6-(4-fluorobenzyl)-3,3-dimethyl-2,3-dihydropyrrolo[3,2-b]pyridin-1-yl]-2-oxoethyl}-2-methyl-5-((R)-3-methylmorpholin-4-ylmethyl)piperazine-1-carboxylic acid tert-butyl ester

There total 5 articles about (2R,5S)-4-{2-[6-(4-fluorobenzyl)-3,3-dimethyl-2,3-dihydropyrrolo[3,2-b]pyridin-1-yl]-2-oxoethyl}-2-methyl-5-((R)-3-methylmorpholin-4-ylmethyl)piperazine-1-carboxylic acid tert-butyl 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:

: (2R,5S)-2-methyl-5-((R)-3-methyl-morpholin-4-ylmethyl)-piperazine-1-carboxylic acid tert-butyl ester

: 2-chloro-1-[6-(4-fluorobenzyl)-3,3-dimethyl-2,3-dihydropyrrolo[3,2-b]pyridin-1-yl]ethanone hydrochloride

: 1403904-77-7
(2R,5S)-4-{2-[6-(4-fluorobenzyl)-3,3-dimethyl-2,3-dihydropyrrolo[3,2-b]pyridin-1-yl]-2-oxoethyl}-2-methyl-5-((R)-3-methylmorpholin-4-ylmethyl)piperazine-1-carboxylic acid tert-butyl ester

Guidance literature:: With potassium carbonate; potassium iodide; In acetonitrile; at 20 ℃; for 1h;
DOI:10.1021/acs.jmedchem.6b01877

Reference yield:

: 1403898-64-5
(2R,5R)-5-(hydroxymethyl)-2-methylpiperazine-1-carboxylic acid tert-butyl ester

: 1403904-77-7
(2R,5S)-4-{2-[6-(4-fluorobenzyl)-3,3-dimethyl-2,3-dihydropyrrolo[3,2-b]pyridin-1-yl]-2-oxoethyl}-2-methyl-5-((R)-3-methylmorpholin-4-ylmethyl)piperazine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: sodium tris(acetoxy)borohydride / 1,2-dichloro-ethane / 2 h / 20 °C

2: methanesulfonyl chloride; triethylamine / dichloromethane / 18 h / 20 °C

3: potassium carbonate; potassium iodide / acetonitrile / 18 h / 70 °C

4: palladium 10% on activated carbon; hydrogen; acetic acid / ethanol / 1 h / 20 °C / 750.08 Torr

5: potassium carbonate; potassium iodide / acetonitrile / 1 h / 20 °C

With palladium 10% on activated carbon; hydrogen; sodium tris(acetoxy)borohydride; potassium carbonate; acetic acid; methanesulfonyl chloride; triethylamine; potassium iodide; In ethanol; dichloromethane; 1,2-dichloro-ethane; acetonitrile;
DOI:10.1021/acs.jmedchem.6b01877

Reference yield:

: (2R,5S)-4-benzyl-2-methyl-5-((R)-3-methyl-morpholin-4-ylmethyl)piperazine-1-carboxylic acid tert-butyl ester

: 1403904-77-7
(2R,5S)-4-{2-[6-(4-fluorobenzyl)-3,3-dimethyl-2,3-dihydropyrrolo[3,2-b]pyridin-1-yl]-2-oxoethyl}-2-methyl-5-((R)-3-methylmorpholin-4-ylmethyl)piperazine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: palladium 10% on activated carbon; hydrogen; acetic acid / ethanol / 1 h / 20 °C / 750.08 Torr

2: potassium carbonate; potassium iodide / acetonitrile / 1 h / 20 °C

With palladium 10% on activated carbon; hydrogen; potassium carbonate; acetic acid; potassium iodide; In ethanol; acetonitrile;
DOI:10.1021/acs.jmedchem.6b01877