(2S)-N-[(1S)-1-(1,3-dioxolan-2-yl)-2-phenylethyl]-2-hydroxy-3-phenylpropanamide

Base Information

Chemical Name:(2S)-N-[(1S)-1-(1,3-dioxolan-2-yl)-2-phenylethyl]-2-hydroxy-3-phenylpropanamide
CAS No.:611210-36-7
Molecular Formula:C₂₀H₂₃NO₄
Molecular Weight:341.407
Hs Code.:

Synonyms:(2S)-N-[(1S)-1-(1,3-dioxolan-2-yl)-2-phenylethyl]-2-hydroxy-3-phenylpropanamide

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2S)-N-[(1S)-1-(1,3-dioxolan-2-yl)-2-phenylethyl]-2-hydroxy-3-phenylpropanamide

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Technology Process of (2S)-N-[(1S)-1-(1,3-dioxolan-2-yl)-2-phenylethyl]-2-hydroxy-3-phenylpropanamide

There total 5 articles about (2S)-N-[(1S)-1-(1,3-dioxolan-2-yl)-2-phenylethyl]-2-hydroxy-3-phenylpropanamide 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: 82.0%

: 20312-36-1
L-3-phenyllactic acid

: 114701-05-2
(1S)-1-(1,3-dioxolan-2-yl)-2-phenylethanamine

: 611210-36-7
(2S)-N-[(1S)-1-(1,3-dioxolan-2-yl)-2-phenylethyl]-2-hydroxy-3-phenylpropanamide

Guidance literature:: With 3-dimethylaminopropylcarbodiimide monohydrochloride; benzotriazol-1-ol; triethylamine; In dichloromethane; N,N-dimethyl-formamide; at 20 ℃; for 18h;
DOI:10.1016/j.bmc.2003.09.031

Reference yield:

: 3182-95-4
L-Phenylalaninol

: 611210-36-7
(2S)-N-[(1S)-1-(1,3-dioxolan-2-yl)-2-phenylethyl]-2-hydroxy-3-phenylpropanamide

Guidance literature:: Multi-step reaction with 5 steps

1: 87 percent / Et₃N / tetrahydrofuran / 18 h / 20 °C

2: 76 percent / ethyldiisopropylamine; SO₃/pyridine / CH₂Cl₂; dimethylsulfoxide / 0.5 h / cooling

3: 75 percent / pyridinium tosylate / toluene / 18 h / 80 °C

4: 95 percent / H₂ / Pd/C / ethyl acetate / 18 h / 20 °C / atmospheric pressure

5: 82 percent / benzotriazol-1-ol; Et₃N; 1-[3-(dimethylamino)propyl]carbodiimide*HCl / dimethylformamide; CH₂Cl₂ / 18 h / 20 °C

With pyridine; 3-dimethylaminopropylcarbodiimide monohydrochloride; sulfur trioxide; hydrogen; pyridinium p-toluenesulfonate; benzotriazol-1-ol; triethylamine; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide; toluene;
DOI:10.1016/j.bmc.2003.09.031

Reference yield:

: 59830-60-3
benzyl (1S)-(1-formyl-2-phenylethyl)carbamate

: 611210-36-7
(2S)-N-[(1S)-1-(1,3-dioxolan-2-yl)-2-phenylethyl]-2-hydroxy-3-phenylpropanamide

Guidance literature:: Multi-step reaction with 3 steps

1: 75 percent / pyridinium tosylate / toluene / 18 h / 80 °C

2: 95 percent / H₂ / Pd/C / ethyl acetate / 18 h / 20 °C / atmospheric pressure

3: 82 percent / benzotriazol-1-ol; Et₃N; 1-[3-(dimethylamino)propyl]carbodiimide*HCl / dimethylformamide; CH₂Cl₂ / 18 h / 20 °C

With 3-dimethylaminopropylcarbodiimide monohydrochloride; hydrogen; pyridinium p-toluenesulfonate; benzotriazol-1-ol; triethylamine; palladium on activated charcoal; In dichloromethane; ethyl acetate; N,N-dimethyl-formamide; toluene;
DOI:10.1016/j.bmc.2003.09.031