2-{(S)-2-[(2-Benzyloxymethyl-phenyl)-methyl-amino]-3-methyl-butyrylamino}-malonic acid diethyl ester

Base Information

Chemical Name:2-{(S)-2-[(2-Benzyloxymethyl-phenyl)-methyl-amino]-3-methyl-butyrylamino}-malonic acid diethyl ester
CAS No.:219645-11-1
Molecular Formula:C₂₇H₃₆N₂O₆
Molecular Weight:484.593
Hs Code.:

Synonyms:2-{(S)-2-[(2-Benzyloxymethyl-phenyl)-methyl-amino]-3-methyl-butyrylamino}-malonic acid diethyl ester

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Chemical Property of 2-{(S)-2-[(2-Benzyloxymethyl-phenyl)-methyl-amino]-3-methyl-butyrylamino}-malonic acid diethyl ester

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Technology Process of 2-{(S)-2-[(2-Benzyloxymethyl-phenyl)-methyl-amino]-3-methyl-butyrylamino}-malonic acid diethyl ester

There total 4 articles about 2-{(S)-2-[(2-Benzyloxymethyl-phenyl)-methyl-amino]-3-methyl-butyrylamino}-malonic acid diethyl 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: 81.0%

: 13433-00-6
diethyl aminomalonate hydrochloride

: 219645-09-7
(S)-N-methyl-N-(2'-benzyloxymethylphenyl)vaniline

: 219645-11-1
2-{(S)-2-[(2-Benzyloxymethyl-phenyl)-methyl-amino]-3-methyl-butyrylamino}-malonic acid diethyl ester

Guidance literature:: With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In dichloromethane; Ambient temperature;
DOI:10.1021/ja981662f

Reference yield:

: 88-67-5
2-Iodobenzoic acid

: 219645-11-1
2-{(S)-2-[(2-Benzyloxymethyl-phenyl)-methyl-amino]-3-methyl-butyrylamino}-malonic acid diethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: ClCO₂Me/NaBH₄

2: 17 percent / CuI, K₂CO₃, DMA / 48 h / 90 °C

3: 1.) NaH / 1.) THF, 2.) THF, 0 deg C, overnight

4: 81 percent / Et₃N, HOBt, EDC / CH₂Cl₂ / Ambient temperature

With sodium tetrahydroborate; copper(l) iodide; 2,4-dichlorophenoxyacetic acid dimethylamine; sodium hydride; potassium carbonate; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; methyl chloroformate; In dichloromethane;
DOI:10.1021/ja981662f

Reference yield:

: 5159-41-1
2-iodobenzyl alcohol

: 219645-11-1
2-{(S)-2-[(2-Benzyloxymethyl-phenyl)-methyl-amino]-3-methyl-butyrylamino}-malonic acid diethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 17 percent / CuI, K₂CO₃, DMA / 48 h / 90 °C

2: 1.) NaH / 1.) THF, 2.) THF, 0 deg C, overnight

3: 81 percent / Et₃N, HOBt, EDC / CH₂Cl₂ / Ambient temperature

With copper(l) iodide; 2,4-dichlorophenoxyacetic acid dimethylamine; sodium hydride; potassium carbonate; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In dichloromethane;
DOI:10.1021/ja981662f