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

Base Information

Chemical Name:(2R,5R)-2-methoxymethyl-5-methyl-piperazine-1,4-dicarboxylic acid 1-benzyl ester 4-tertbutylester
CAS No.:1403898-71-4
Molecular Formula:C₂₀H₃₀N₂O₅
Molecular Weight:378.469
Hs Code.:

Synonyms:

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Chemical Property of (2R,5R)-2-methoxymethyl-5-methyl-piperazine-1,4-dicarboxylic acid 1-benzyl ester 4-tertbutylester

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Technology Process of (2R,5R)-2-methoxymethyl-5-methyl-piperazine-1,4-dicarboxylic acid 1-benzyl ester 4-tertbutylester

There total 3 articles about (2R,5R)-2-methoxymethyl-5-methyl-piperazine-1,4-dicarboxylic acid 1-benzyl ester 4-tertbutylester 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: 65.0%

: 75-09-2
dichloromethane

: 1403898-70-3
(2R,5R)-2-hydroxymethyl-5-methylpiperazine-1,4-dicarboxylic acid 1-benzyl ester 4-tert-butyl ester

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

Guidance literature:: dichloromethane; (2R,5R)-2-hydroxymethyl-5-methylpiperazine-1,4-dicarboxylic acid 1-benzyl ester 4-tert-butyl ester; With trimethoxonium tetrafluoroborate; N,N,N',N'-tetramethyl-1,8-diaminonaphthalene; at 4 - 5 ℃; for 0.583333h;

at 5 - 17 ℃; for 1h;
DOI:10.1021/acs.jmedchem.5b00706

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

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

Guidance literature:: Multi-step reaction with 3 steps

1.1: triethylamine / methanol / 20 h / 10 - 50 °C

1.2: 18 h / 100 °C

2.1: sodium hydroxide / water; tetrahydrofuran / 2 h / 3 - 4 °C

3.1: N,N,N',N'-tetramethyl-1,8-diaminonaphthalene; trimethoxonium tetrafluoroborate / 0.58 h / 4 - 5 °C

3.2: 1 h / 5 - 17 °C

With trimethoxonium tetrafluoroborate; N,N,N',N'-tetramethyl-1,8-diaminonaphthalene; triethylamine; sodium hydroxide; In tetrahydrofuran; methanol; water;
DOI:10.1021/acs.jmedchem.5b00706

Reference yield:

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

: 501-53-1,94274-21-2
benzyl chloroformate

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

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydroxide / water; tetrahydrofuran / 2 h / 3 - 4 °C

2.1: N,N,N',N'-tetramethyl-1,8-diaminonaphthalene; trimethoxonium tetrafluoroborate / 0.58 h / 4 - 5 °C

2.2: 1 h / 5 - 17 °C

With trimethoxonium tetrafluoroborate; N,N,N',N'-tetramethyl-1,8-diaminonaphthalene; sodium hydroxide; In tetrahydrofuran; water;
DOI:10.1021/acs.jmedchem.5b00706