2-[(3-tert-butoxycarbonylamino-2-ethoxycarbonylmethyl-piperidine-1-carbonyl)-amino]-3-phenyl-propionic acid methyl ester

Base Information

• Chemical Name: 2-[(3-tert-butoxycarbonylamino-2-ethoxycarbonylmethyl-piperidine-1-carbonyl)-amino]-3-phenyl-propionic acid methyl ester
• CAS No.: 352274-76-1
• Molecular Formula: C₂₅H₃₇N₃O₇
• Molecular Weight: 491.585

Synonyms:2-[(3-tert-butoxycarbonylamino-2-ethoxycarbonylmethyl-piperidine-1-carbonyl)-amino]-3-phenyl-propionic acid methyl ester

Chemical Property of 2-[(3-tert-butoxycarbonylamino-2-ethoxycarbonylmethyl-piperidine-1-carbonyl)-amino]-3-phenyl-propionic acid methyl ester

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Technology Process of 2-[(3-tert-butoxycarbonylamino-2-ethoxycarbonylmethyl-piperidine-1-carbonyl)-amino]-3-phenyl-propionic acid methyl ester

There total 2 articles about 2-[(3-tert-butoxycarbonylamino-2-ethoxycarbonylmethyl-piperidine-1-carbonyl)-amino]-3-phenyl-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:

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride (7524-50-7) → 2-[(3-tert-butoxycarbonylamino-2-ethoxycarbonylmethyl-piperidine-1-carbonyl)-amino]-3-phenyl-propionic acid methyl ester (352274-76-1)

Guidance literature:

Multi-step reaction with 2 steps

1: TEA / tetrahydrofuran / 0.17 h / 0 °C

2: tetrahydrofuran / 1 h / 20 °C

With TEA; In tetrahydrofuran;

DOI:10.1021/jm010813d

Reference yield:

methyl (S)-2-isocyanato-3-phenylpropanoate (40203-94-9) + (2R*,3S*)-3-(tert-butoxycarbonyl)amino-2-(ethoxycarbonyl)methylpiperidine (1219132-56-5) → 2-[(3-tert-butoxycarbonylamino-2-ethoxycarbonylmethyl-piperidine-1-carbonyl)-amino]-3-phenyl-propionic acid methyl ester (352274-76-1)

Guidance literature:

In tetrahydrofuran; at 20 ℃; for 1h;

DOI:10.1021/jm010813d

Reference yield: 12.0%

2-[(3-tert-butoxycarbonylamino-2-ethoxycarbonylmethyl-piperidine-1-carbonyl)-amino]-3-phenyl-propionic acid methyl ester (352274-76-1) → (4aS,5R)-5-(tert-butoxycarbonyl)amino-2-[(1S)-1-(methoxycarbonyl)-2-phenylethyl]-1,3-dioxoperhydropyrido[1,2-c]pyrimidine + (4aS,5R)-5-(tert-butoxycarbonyl)amino-2-[(1S)-1-(ethoxycarbonyl)-2-phenylethyl]-1,3-dioxoperhydropyrido[1,2-c]pyrimidine + (4aR,5S)-5-(tert-butoxycarbonyl)amino-2-[(1S)-1-(ethoxycarbonyl)-2-phenylethyl]-1,3-dioxoperhydropyrido[1,2-c]pyrimidine (352274-78-3)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 20 ℃; for 0.5h;

DOI:10.1021/jm010813d

upstream raw materials:

methyl (S)-2-isocyanato-3-phenylpropanoate

(2R*,3S*)-3-(tert-butoxycarbonyl)amino-2-(ethoxycarbonyl)methylpiperidine

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

Downstream raw materials:

(4aR,5S)-5-(tert-butoxycarbonyl)amino-2-[(1S)-1-(ethoxycarbonyl)-2-phenylethyl]-1,3-dioxoperhydropyrido[1,2-c]pyrimidine

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