(2R,5R)-4-[2-(6-benzyl-3,3-dimethyl-2,3-dihydro-pyrrolo-[3,2-c]pyridin-1-yl)-2-oxo-ethyl]-5-methoxymethyl-2-methyl-piperazine-1-carboxylic acid tert-butyl ester

Base Information

Chemical Name:(2R,5R)-4-[2-(6-benzyl-3,3-dimethyl-2,3-dihydro-pyrrolo-[3,2-c]pyridin-1-yl)-2-oxo-ethyl]-5-methoxymethyl-2-methyl-piperazine-1-carboxylic acid tert-butyl ester
CAS No.:1403900-65-1
Molecular Formula:C₃₀H₄₂N₄O₄
Molecular Weight:522.688
Hs Code.:

(2R,5R)-4-[2-(6-benzyl-3,3-dimethyl-2,3-dihydro-pyrrolo-[3,2-c]pyridin-1-yl)-2-oxo-ethyl]-5-methoxymethyl-2-methyl-piperazine-1-carboxylic acid tert-butyl ester

Synonyms:(2R,5R)-4-[2-(6-benzyl-3,3-dimethyl-2,3-dihydro-pyrrolo-[3,2-c]pyridin-1-yl)-2-oxo-ethyl]-5-methoxymethyl-2-methyl-piperazine-1-carboxylic acid tert-butyl ester

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Chemical Property of (2R,5R)-4-[2-(6-benzyl-3,3-dimethyl-2,3-dihydro-pyrrolo-[3,2-c]pyridin-1-yl)-2-oxo-ethyl]-5-methoxymethyl-2-methyl-piperazine-1-carboxylic acid tert-butyl ester

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Technology Process of (2R,5R)-4-[2-(6-benzyl-3,3-dimethyl-2,3-dihydro-pyrrolo-[3,2-c]pyridin-1-yl)-2-oxo-ethyl]-5-methoxymethyl-2-methyl-piperazine-1-carboxylic acid tert-butyl ester

There total 11 articles about (2R,5R)-4-[2-(6-benzyl-3,3-dimethyl-2,3-dihydro-pyrrolo-[3,2-c]pyridin-1-yl)-2-oxo-ethyl]-5-methoxymethyl-2-methyl-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: 79.0%

: (2R,5R)-4-[2-(6-chloro-3,3-dimethyl-2,3-dihydro-pyrrolo[3,2-c]pyridin-1-yl)-2-oxo-ethyl]-5-methoxymethyl-2-methyl-piperazine-1-carboxylic acid tert-butyl ester

: 62673-31-8
benzyl(bromo)zinc

: 1403900-65-1
(2R,5R)-4-[2-(6-benzyl-3,3-dimethyl-2,3-dihydro-pyrrolo-[3,2-c]pyridin-1-yl)-2-oxo-ethyl]-5-methoxymethyl-2-methyl-piperazine-1-carboxylic acid tert-butyl ester

Guidance literature:: With 1-methyl-pyrrolidin-2-one; dichloro-[1,3-bis(2,6-diisopropylpenyl)-2-imidazolidinyliden]-(3-chloropyridyl)palladium(II); lithium bromide; In tetrahydrofuran; at 20 ℃; for 0.5h; Inert atmosphere;
DOI:10.1021/acs.jmedchem.5b00706

Reference yield:

: 1403898-71-4
(2R,5R)-2-methoxymethyl-5-methyl-piperazine-1,4-dicarboxylic acid 1-benzyl ester 4-tertbutylester

: 1403900-65-1
(2R,5R)-4-[2-(6-benzyl-3,3-dimethyl-2,3-dihydro-pyrrolo-[3,2-c]pyridin-1-yl)-2-oxo-ethyl]-5-methoxymethyl-2-methyl-piperazine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: hydrogen; palladium 10% on activated carbon / methanol / 3 h / 20 °C / 750.08 Torr

2: potassium carbonate / acetonitrile / 18 h / 20 °C

3: hydrogen; palladium 10% on activated carbon / methanol / 3 h / 20 °C / 750.08 Torr

4: triethylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate / dichloromethane / 18 h / 20 °C

5: lithium bromide; dichloro-[1,3-bis(2,6-diisopropylpenyl)-2-imidazolidinyliden]-(3-chloropyridyl)palladium(II); 1-methyl-pyrrolidin-2-one / tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere

With 1-methyl-pyrrolidin-2-one; dichloro-[1,3-bis(2,6-diisopropylpenyl)-2-imidazolidinyliden]-(3-chloropyridyl)palladium(II); palladium 10% on activated carbon; hydrogen; potassium carbonate; triethylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; lithium bromide; In tetrahydrofuran; methanol; dichloromethane; acetonitrile;
DOI:10.1021/acs.jmedchem.5b00706

Reference yield:

: 1403898-72-5
(2R,5R)-5-methoxymethyl-2-methyl-piperazine-1-carboxylic acid tert-butyl ester

: 1403900-65-1
(2R,5R)-4-[2-(6-benzyl-3,3-dimethyl-2,3-dihydro-pyrrolo-[3,2-c]pyridin-1-yl)-2-oxo-ethyl]-5-methoxymethyl-2-methyl-piperazine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: potassium carbonate / acetonitrile / 18 h / 20 °C

2: hydrogen; palladium 10% on activated carbon / methanol / 3 h / 20 °C / 750.08 Torr

3: triethylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate / dichloromethane / 18 h / 20 °C

4: lithium bromide; dichloro-[1,3-bis(2,6-diisopropylpenyl)-2-imidazolidinyliden]-(3-chloropyridyl)palladium(II); 1-methyl-pyrrolidin-2-one / tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere

With 1-methyl-pyrrolidin-2-one; dichloro-[1,3-bis(2,6-diisopropylpenyl)-2-imidazolidinyliden]-(3-chloropyridyl)palladium(II); palladium 10% on activated carbon; hydrogen; potassium carbonate; triethylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; lithium bromide; In tetrahydrofuran; methanol; dichloromethane; acetonitrile;
DOI:10.1021/acs.jmedchem.5b00706