4-diisopropylamino-N-((1S,2S)-2-hydroxy-1-methoxymethyl-2-phenylethyl)benzamide

Base Information

• Chemical Name: 4-diisopropylamino-N-((1S,2S)-2-hydroxy-1-methoxymethyl-2-phenylethyl)benzamide
• CAS No.: 850013-09-1
• Molecular Formula: C₂₅H₃₂N₂O₅
• Molecular Weight: 440.539

Synonyms:4-diisopropylamino-N-((1S,2S)-2-hydroxy-1-methoxymethyl-2-phenylethyl)benzamide

Chemical Property of 4-diisopropylamino-N-((1S,2S)-2-hydroxy-1-methoxymethyl-2-phenylethyl)benzamide

Chemical Property:

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Technology Process of 4-diisopropylamino-N-((1S,2S)-2-hydroxy-1-methoxymethyl-2-phenylethyl)benzamide

There total 2 articles about 4-diisopropylamino-N-((1S,2S)-2-hydroxy-1-methoxymethyl-2-phenylethyl)benzamide 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%

N-[2-(tert-butyl-dimethyl-silanyloxy)-1-methoxymethyl-2-phenyl-ethyl]-4-diisopropylaminooxalyl-benzamide (864515-54-8) → 4-diisopropylamino-N-((1S,2S)-2-hydroxy-1-methoxymethyl-2-phenylethyl)benzamide (850013-09-1)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 0.5h;

DOI:10.1021/ja043999p

Reference yield:

(1S,2S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methoxymethyl-2-phenyl-ethylamine (864515-64-0) → 4-diisopropylamino-N-((1S,2S)-2-hydroxy-1-methoxymethyl-2-phenylethyl)benzamide (850013-09-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide*HCl / CH₂Cl₂ / 0.17 h / 20 °C

1.2: 75 percent / CH₂Cl₂ / 2 h / 20 °C

2.1: 82 percent / tetrabutylammonium fluoride / tetrahydrofuran / 0.5 h

With tetrabutyl ammonium fluoride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; dichloromethane;

DOI:10.1021/ja043999p

Reference yield:

4-diisopropylamino-N-((1S,2S)-2-hydroxy-1-methoxymethyl-2-phenylethyl)benzamide (850013-09-1) → N-((1S,2S)-2-Hydroxy-1-methoxymethyl-2-phenyl-ethyl)-4-(3-isopropyl-2,2-dimethyl-4-oxo-oxazolidin-5-yl)-benzamide + 4-(3-Hydroxy-1-isopropyl-2,2-dimethyl-4-oxo-azetidin-3-yl)-N-((1S,2S)-2-hydroxy-1-methoxymethyl-2-phenyl-ethyl)-benzamide

Guidance literature:

In acetonitrile; UV-irradiation; cooling;

DOI:10.1021/ja043999p

upstream raw materials:

N-[2-(tert-butyl-dimethyl-silanyloxy)-1-methoxymethyl-2-phenyl-ethyl]-4-diisopropylaminooxalyl-benzamide

(1S,2S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methoxymethyl-2-phenyl-ethylamine

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