(3R,5R,6S)-tert-butyl 3-allyl-2-oxo-5,6-diphenyl-3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)butyl)-morpholine-4-carboxylate

Base Information

Chemical Name:(3R,5R,6S)-tert-butyl 3-allyl-2-oxo-5,6-diphenyl-3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)butyl)-morpholine-4-carboxylate
CAS No.:1345672-86-7
Molecular Formula:C₃₄H₄₆BNO₆
Molecular Weight:575.553
Hs Code.:

Synonyms:(3R,5R,6S)-tert-butyl 3-allyl-2-oxo-5,6-diphenyl-3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)butyl)-morpholine-4-carboxylate

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Chemical Property of (3R,5R,6S)-tert-butyl 3-allyl-2-oxo-5,6-diphenyl-3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)butyl)-morpholine-4-carboxylate

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Technology Process of (3R,5R,6S)-tert-butyl 3-allyl-2-oxo-5,6-diphenyl-3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)butyl)-morpholine-4-carboxylate

There total 4 articles about (3R,5R,6S)-tert-butyl 3-allyl-2-oxo-5,6-diphenyl-3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)butyl)-morpholine-4-carboxylate 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: 96.0%

: 556-56-9
allyl iodid

: 1345672-85-6
(3R,5R,6S)-tert-butyl 2-oxo-5,6-diphenyl-3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)butyl)morpholine-4-carboxylate

: 1345672-86-7
(3R,5R,6S)-tert-butyl 3-allyl-2-oxo-5,6-diphenyl-3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)butyl)-morpholine-4-carboxylate

Guidance literature:: With N,N,N,N,-tetramethylethylenediamine; potassium hexamethylsilazane; In tetrahydrofuran; at -78 ℃;

Reference yield:

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

: 1345672-86-7
(3R,5R,6S)-tert-butyl 3-allyl-2-oxo-5,6-diphenyl-3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)butyl)-morpholine-4-carboxylate

Guidance literature:: Multi-step reaction with 4 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

With N,N,N,N,N,N-hexamethylphosphoric triamide; N,N,N,N,-tetramethylethylenediamine; sodium hexamethyldisilazane; potassium hexamethylsilazane; sodium iodide; benzo[1,3,2]dioxaborole; In tetrahydrofuran; 1,2-dimethoxyethane; acetone;
DOI:10.1021/jm400014c

Reference yield:

: 124215-50-5
2-(4-bromobutyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane

: 1345672-86-7
(3R,5R,6S)-tert-butyl 3-allyl-2-oxo-5,6-diphenyl-3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)butyl)-morpholine-4-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

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

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

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

With N,N,N,N,N,N-hexamethylphosphoric triamide; N,N,N,N,-tetramethylethylenediamine; sodium hexamethyldisilazane; potassium hexamethylsilazane; sodium iodide; In tetrahydrofuran; 1,2-dimethoxyethane; acetone;
DOI:10.1021/jm400014c