((1S)-1-benzyl-3-cyclopropylamino-2-hydroxy-3-oxopropyl)carbamic acid 1,1-dimethylethyl ester

Base Information

Chemical Name:((1S)-1-benzyl-3-cyclopropylamino-2-hydroxy-3-oxopropyl)carbamic acid 1,1-dimethylethyl ester
CAS No.:862388-10-1
Molecular Formula:C₁₈H₂₆N₂O₄
Molecular Weight:334.415
Hs Code.:

Synonyms:((1S)-1-benzyl-3-cyclopropylamino-2-hydroxy-3-oxopropyl)carbamic acid 1,1-dimethylethyl ester

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Chemical Property of ((1S)-1-benzyl-3-cyclopropylamino-2-hydroxy-3-oxopropyl)carbamic acid 1,1-dimethylethyl ester

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Technology Process of ((1S)-1-benzyl-3-cyclopropylamino-2-hydroxy-3-oxopropyl)carbamic acid 1,1-dimethylethyl ester

There total 12 articles about ((1S)-1-benzyl-3-cyclopropylamino-2-hydroxy-3-oxopropyl)carbamic acid 1,1-dimethylethyl 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: 46.5%

: 191849-93-1
3(S)-(N-tert-butoxycarbonylamino)-2(R,S)-hydroxy-4-phenylbutyric acid

: 765-30-0
Cyclopropylamine

: 862388-10-1
((1S)-1-benzyl-3-cyclopropylamino-2-hydroxy-3-oxopropyl)carbamic acid 1,1-dimethylethyl ester

Guidance literature:: 3(S)-(N-tert-butoxycarbonylamino)-2(R,S)-hydroxy-4-phenylbutyric acid; With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 0 ℃; for 0.166667h; Inert atmosphere;

Cyclopropylamine; With benzotriazol-1-ol; In N,N-dimethyl-formamide; at 0 - 20 ℃; Inert atmosphere;
DOI:10.1002/cmdc.202000385

Reference yield: 23.0%

: 58644-53-4
cyclopropyl isocyanide

: 72155-45-4
Boc-L-phenylalaninal

: 862388-10-1
((1S)-1-benzyl-3-cyclopropylamino-2-hydroxy-3-oxopropyl)carbamic acid 1,1-dimethylethyl ester

Guidance literature:: cyclopropyl isocyanide; Boc-L-phenylalaninal; With acetic acid; In dichloromethane; at 20 ℃; for 0.25h;

With lithium hydroxide monohydrate; In tetrahydrofuran; methanol; water;

Reference yield:

: 72155-45-4
Boc-L-phenylalaninal

: 862388-10-1
((1S)-1-benzyl-3-cyclopropylamino-2-hydroxy-3-oxopropyl)carbamic acid 1,1-dimethylethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium hydrogen sulfite / methanol; H₂O / 5 °C

1.2: H₂O; methanol; ethyl acetate / 5 h / 20 °C

2.1: HCl / H₂O; dioxane / Heating

3.1: 12 g / NaOH / dioxane; H₂O / 18 h / 20 °C / pH 11

4.1: 1-hydroxybenzotriazole; 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride / dimethylformamide; H₂O / 20 °C

With hydrogenchloride; sodium hydroxide; benzotriazol-1-ol; sodium hydrogensulfite; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In 1,4-dioxane; methanol; water; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2005.04.059