(3R,5R,6S)-4-methyl-5,6-diphenyl-3-(2-(piperidin-1-yl)ethyl)-3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)butyl)morpholin-2-one

Base Information

Chemical Name:(3R,5R,6S)-4-methyl-5,6-diphenyl-3-(2-(piperidin-1-yl)ethyl)-3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)butyl)morpholin-2-one
CAS No.:1427043-09-1
Molecular Formula:C₃₄H₄₉BN₂O₄
Molecular Weight:560.585
Hs Code.:

Synonyms:(3R,5R,6S)-4-methyl-5,6-diphenyl-3-(2-(piperidin-1-yl)ethyl)-3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)butyl)morpholin-2-one

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Chemical Property of (3R,5R,6S)-4-methyl-5,6-diphenyl-3-(2-(piperidin-1-yl)ethyl)-3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)butyl)morpholin-2-one

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Technology Process of (3R,5R,6S)-4-methyl-5,6-diphenyl-3-(2-(piperidin-1-yl)ethyl)-3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)butyl)morpholin-2-one

There total 8 articles about (3R,5R,6S)-4-methyl-5,6-diphenyl-3-(2-(piperidin-1-yl)ethyl)-3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)butyl)morpholin-2-one 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%

: 50-00-0,30525-89-4,61233-19-0
formaldehyd

: 1427043-08-0
(3R,5R,6S)-5,6-diphenyl-3-(2-(piperidin-1-yl)ethyl)-3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)butyl)morpholin-2-one

: 1427043-09-1
(3R,5R,6S)-4-methyl-5,6-diphenyl-3-(2-(piperidin-1-yl)ethyl)-3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)butyl)morpholin-2-one

Guidance literature:: With sodium cyanoborohydride; acetic acid; In tetrahydrofuran; acetonitrile; at 20 ℃; Inert atmosphere;
DOI:10.1021/jm400014c

Reference yield:

: 76-09-5
2,3-dimethyl-2,3-butane diol

: 1427043-09-1
(3R,5R,6S)-4-methyl-5,6-diphenyl-3-(2-(piperidin-1-yl)ethyl)-3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)butyl)morpholin-2-one

Guidance literature:: Multi-step reaction with 8 steps

1.1: benzo[1,3,2]dioxaborole / 20 °C / Inert atmosphere

1.2: 6 h / 95 °C / Inert atmosphere

1.3: 16 h / 20 °C / Inert atmosphere

2.1: sodium iodide / acetone / 55 °C / Inert atmosphere

3.1: N,N,N,N,N,N-hexamethylphosphoric triamide; sodium hexamethyldisilazane / tetrahydrofuran / -78 - 20 °C / Inert atmosphere

4.1: N,N,N,N,-tetramethylethylenediamine; potassium hexamethylsilazane / tetrahydrofuran; 1,2-dimethoxyethane / -78 °C / Inert atmosphere

5.1: ozone; triphenylphosphine / dichloromethane / 16 h

6.1: acetic acid / 1,2-dichloro-ethane / 1 h / 20 °C / Inert atmosphere

6.2: 16 h / 20 °C / Inert atmosphere

7.1: trifluoroacetic acid / dichloromethane / 20 °C / Inert atmosphere

8.1: acetic acid; sodium cyanoborohydride / tetrahydrofuran; acetonitrile / 20 °C / Inert atmosphere

With N,N,N,N,N,N-hexamethylphosphoric triamide; N,N,N,N,-tetramethylethylenediamine; sodium hexamethyldisilazane; potassium hexamethylsilazane; sodium cyanoborohydride; ozone; acetic acid; triphenylphosphine; trifluoroacetic acid; sodium iodide; benzo[1,3,2]dioxaborole; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane; 1,2-dichloro-ethane; acetone; acetonitrile;
DOI:10.1021/jm400014c

Reference yield:

: 1427043-05-7
(3R,5R,6S)-tert-butyl 2-oxo-3-(2-oxoethyl)-5,6-diphenyl-3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-butyl)morpholine-4-carboxylate

: 1427043-09-1
(3R,5R,6S)-4-methyl-5,6-diphenyl-3-(2-(piperidin-1-yl)ethyl)-3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)butyl)morpholin-2-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: acetic acid / 1,2-dichloro-ethane / 1 h / 20 °C / Inert atmosphere

1.2: 16 h / 20 °C / Inert atmosphere

2.1: trifluoroacetic acid / dichloromethane / 20 °C / Inert atmosphere

3.1: acetic acid; sodium cyanoborohydride / tetrahydrofuran; acetonitrile / 20 °C / Inert atmosphere

With sodium cyanoborohydride; acetic acid; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; 1,2-dichloro-ethane; acetonitrile;
DOI:10.1021/jm400014c