methyl (R)-2,2-dimethyl-3-((S)-N-(4-cyano-2-((phenylmethoxycarbonyl)amino)butanoyl)-L-leucyl)oxazolidine-4-carboxylate

Base Information

Chemical Name:methyl (R)-2,2-dimethyl-3-((S)-N-(4-cyano-2-((phenylmethoxycarbonyl)amino)butanoyl)-L-leucyl)oxazolidine-4-carboxylate
CAS No.:1337986-96-5
Molecular Formula:C₂₆H₃₆N₄O₇
Molecular Weight:516.594
Hs Code.:

Synonyms:methyl (R)-2,2-dimethyl-3-((S)-N-(4-cyano-2-((phenylmethoxycarbonyl)amino)butanoyl)-L-leucyl)oxazolidine-4-carboxylate

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Chemical Property of methyl (R)-2,2-dimethyl-3-((S)-N-(4-cyano-2-((phenylmethoxycarbonyl)amino)butanoyl)-L-leucyl)oxazolidine-4-carboxylate

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Technology Process of methyl (R)-2,2-dimethyl-3-((S)-N-(4-cyano-2-((phenylmethoxycarbonyl)amino)butanoyl)-L-leucyl)oxazolidine-4-carboxylate

There total 7 articles about methyl (R)-2,2-dimethyl-3-((S)-N-(4-cyano-2-((phenylmethoxycarbonyl)amino)butanoyl)-L-leucyl)oxazolidine-4-carboxylate 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: 50.0%

: 1337986-95-4
N-(N-((S)-4-cyano-2-((phenylmethoxycarbonyl)amino)butanoyl)-L-leucyl)-D-serine methyl ester

: 77-76-9
2,2-dimethoxy-propane

: 1337986-96-5
methyl (R)-2,2-dimethyl-3-((S)-N-(4-cyano-2-((phenylmethoxycarbonyl)amino)butanoyl)-L-leucyl)oxazolidine-4-carboxylate

Guidance literature:: With toluene-4-sulfonic acid; In dichloromethane; at 20 ℃; for 19h; Inert atmosphere;
DOI:10.1016/j.tetlet.2011.08.017

Reference yield:

: 1337986-88-5
O-(1,1-dimethylethyl)-N-(L-leucyl)-D-serine methyl ester

: 1337986-96-5
methyl (R)-2,2-dimethyl-3-((S)-N-(4-cyano-2-((phenylmethoxycarbonyl)amino)butanoyl)-L-leucyl)oxazolidine-4-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: N-ethyl-N,N-diisopropylamine; HATU / dichloromethane / 20 h / 20 °C

2: trifluoroacetic acid / dichloromethane / 2 h / 20 °C

3: toluene-4-sulfonic acid / dichloromethane / 19 h / 20 °C / Inert atmosphere

With toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; HATU; trifluoroacetic acid; In dichloromethane;
DOI:10.1016/j.tetlet.2011.08.017

Reference yield:

: 1337986-87-4
O-(1,1-dimethylethyl)-N-(N-(phenylmethoxycarbonyl)-L-leucyl)-D-serine methyl ester

: 1337986-96-5
methyl (R)-2,2-dimethyl-3-((S)-N-(4-cyano-2-((phenylmethoxycarbonyl)amino)butanoyl)-L-leucyl)oxazolidine-4-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: palladium 10% on activated carbon; hydrogen / methanol / 16 h / 20 °C

2: N-ethyl-N,N-diisopropylamine; HATU / dichloromethane / 20 h / 20 °C

3: trifluoroacetic acid / dichloromethane / 2 h / 20 °C

4: toluene-4-sulfonic acid / dichloromethane / 19 h / 20 °C / Inert atmosphere

With palladium 10% on activated carbon; hydrogen; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; HATU; trifluoroacetic acid; In methanol; dichloromethane;
DOI:10.1016/j.tetlet.2011.08.017