3-((S)-1-Methylcarbamoyl-2-naphthalen-2-yl-ethylamino)-propionic acid methyl ester

Base Information

Chemical Name:3-((S)-1-Methylcarbamoyl-2-naphthalen-2-yl-ethylamino)-propionic acid methyl ester
CAS No.:408540-44-3
Molecular Formula:C₁₈H₂₂N₂O₃
Molecular Weight:314.384
Hs Code.:

Synonyms:3-((S)-1-Methylcarbamoyl-2-naphthalen-2-yl-ethylamino)-propionic acid methyl ester

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Chemical Property of 3-((S)-1-Methylcarbamoyl-2-naphthalen-2-yl-ethylamino)-propionic acid methyl ester

Chemical Property:

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Technology Process of 3-((S)-1-Methylcarbamoyl-2-naphthalen-2-yl-ethylamino)-propionic acid methyl ester

There total 1 articles about 3-((S)-1-Methylcarbamoyl-2-naphthalen-2-yl-ethylamino)-propionic acid methyl 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:

: 56583-58-5,76985-10-9,58438-04-3
N-tert-butoxycarbonyl-3-(2-naphthyl)-L-alanine

: 408540-44-3
3-((S)-1-Methylcarbamoyl-2-naphthalen-2-yl-ethylamino)-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: DCCI; HOBt; NMM / dimethylformamide / 12 h / 20 °C

2: HCl (gas) / CH₂Cl₂ / 2 h / 20 °C

3: DIPEA / methanol / 14 h / 20 °C

With 4-methyl-morpholine; hydrogenchloride; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; In methanol; dichloromethane; N,N-dimethyl-formamide; 3: Michael addition;
DOI:10.1016/j.bmcl.2004.11.072

Reference yield:

: 408540-44-3
3-((S)-1-Methylcarbamoyl-2-naphthalen-2-yl-ethylamino)-propionic acid methyl ester

: 3-[[(S)-2-(4-Dimethylamino-benzylamino)-4-methyl-pentanoyl]-((S)-1-methylcarbamoyl-2-naphthalen-2-yl-ethyl)-amino]-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: HATU; DIPEA / dimethylformamide / 48 h / 0 - 20 °C

2: HCl (gas) / CH₂Cl₂ / 2 h / 20 °C

3: Na(OAc)3BH; AcOH / tetrahydrofuran / 1 h / 20 °C

With hydrogenchloride; sodium tris(acetoxy)borohydride; acetic acid; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2004.11.072

Reference yield:

: 408540-44-3
3-((S)-1-Methylcarbamoyl-2-naphthalen-2-yl-ethylamino)-propionic acid methyl ester

: 848671-27-2
3-[[(S)-2-(4-Dimethylamino-benzylamino)-4-methyl-pentanoyl]-((S)-1-methylcarbamoyl-2-naphthalen-2-yl-ethyl)-amino]-propionic acid

Guidance literature:: Multi-step reaction with 4 steps

1: HATU; DIPEA / dimethylformamide / 48 h / 0 - 20 °C

2: HCl (gas) / CH₂Cl₂ / 2 h / 20 °C

3: Na(OAc)3BH; AcOH / tetrahydrofuran / 1 h / 20 °C

4: LiOH / tetrahydrofuran; H₂O / 1 h / 20 °C

With hydrogenchloride; lithium hydroxide; sodium tris(acetoxy)borohydride; acetic acid; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2004.11.072