2,2,4,4-Tetramethyl-oxazolidine-3-carboxylic acid (5E,7E)-(S)-4-dibenzylamino-8-phenyl-octa-5,7-dienyl ester

Base Information

• Chemical Name: 2,2,4,4-Tetramethyl-oxazolidine-3-carboxylic acid (5E,7E)-(S)-4-dibenzylamino-8-phenyl-octa-5,7-dienyl ester
• CAS No.: 223418-08-4
• Molecular Formula: C₃₆H₄₄N₂O₃
• Molecular Weight: 552.757

Synonyms:2,2,4,4-Tetramethyl-oxazolidine-3-carboxylic acid (5E,7E)-(S)-4-dibenzylamino-8-phenyl-octa-5,7-dienyl ester

Chemical Property of 2,2,4,4-Tetramethyl-oxazolidine-3-carboxylic acid (5E,7E)-(S)-4-dibenzylamino-8-phenyl-octa-5,7-dienyl ester

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Technology Process of 2,2,4,4-Tetramethyl-oxazolidine-3-carboxylic acid (5E,7E)-(S)-4-dibenzylamino-8-phenyl-octa-5,7-dienyl ester

There total 3 articles about 2,2,4,4-Tetramethyl-oxazolidine-3-carboxylic acid (5E,7E)-(S)-4-dibenzylamino-8-phenyl-octa-5,7-dienyl 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: 65.0%

2,2,4,4-tetramethyl-1,3-oxazolidine-3-carbonyl chloride (146176-60-5) + (5E,7E)-(S)-4-Dibenzylamino-8-phenyl-octa-5,7-dien-1-ol → 2,2,4,4-Tetramethyl-oxazolidine-3-carboxylic acid (5E,7E)-(S)-4-dibenzylamino-8-phenyl-octa-5,7-dienyl ester (223418-08-4)

Guidance literature:

With sodium hydride; In tetrahydrofuran; Heating;

DOI:10.1016/S0040-4039(99)00092-1

Reference yield:

E-cinnamyltriphenylphosphonium chloride (69052-20-6) → 2,2,4,4-Tetramethyl-oxazolidine-3-carboxylic acid (5E,7E)-(S)-4-dibenzylamino-8-phenyl-octa-5,7-dienyl ester (223418-08-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 84 percent / KOt-Bu / diethyl ether / -18 - 25 °C

2: 88 percent / TBAF / tetrahydrofuran / Ambient temperature

3: 65 percent / NaH / tetrahydrofuran / Heating

With potassium tert-butylate; tetrabutyl ammonium fluoride; sodium hydride; In tetrahydrofuran; diethyl ether;

DOI:10.1016/S0040-4039(99)00092-1

Reference yield:

Dibenzyl-{(2E,4E)-(S)-1-[3-(tert-butyl-dimethyl-silanyloxy)-propyl]-5-phenyl-penta-2,4-dienyl}-amine (223418-05-1) → 2,2,4,4-Tetramethyl-oxazolidine-3-carboxylic acid (5E,7E)-(S)-4-dibenzylamino-8-phenyl-octa-5,7-dienyl ester (223418-08-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / TBAF / tetrahydrofuran / Ambient temperature

2: 65 percent / NaH / tetrahydrofuran / Heating

With tetrabutyl ammonium fluoride; sodium hydride; In tetrahydrofuran;

DOI:10.1016/S0040-4039(99)00092-1

upstream raw materials:

2,2,4,4-tetramethyl-1,3-oxazolidine-3-carbonyl chloride

E-cinnamyltriphenylphosphonium chloride

Dibenzyl-{(2E,4E)-(S)-1-[3-(tert-butyl-dimethyl-silanyloxy)-propyl]-5-phenyl-penta-2,4-dienyl}-amine

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