2,2,4,4-tetramethyl-1,3-oxazolidine-3-carboxylic acid (S)-2-(N,N-dibenzylamino)-5-hydroxypent-1-yl ester

Base Information

• Chemical Name: 2,2,4,4-tetramethyl-1,3-oxazolidine-3-carboxylic acid (S)-2-(N,N-dibenzylamino)-5-hydroxypent-1-yl ester
• CAS No.: 951330-00-0
• Molecular Formula: C₂₇H₃₈N₂O₄
• Molecular Weight: 454.61

Synonyms:2,2,4,4-tetramethyl-1,3-oxazolidine-3-carboxylic acid (S)-2-(N,N-dibenzylamino)-5-hydroxypent-1-yl ester

Chemical Property of 2,2,4,4-tetramethyl-1,3-oxazolidine-3-carboxylic acid (S)-2-(N,N-dibenzylamino)-5-hydroxypent-1-yl ester

Chemical Property:

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Technology Process of 2,2,4,4-tetramethyl-1,3-oxazolidine-3-carboxylic acid (S)-2-(N,N-dibenzylamino)-5-hydroxypent-1-yl ester

There total 5 articles about 2,2,4,4-tetramethyl-1,3-oxazolidine-3-carboxylic acid (S)-2-(N,N-dibenzylamino)-5-hydroxypent-1-yl 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: 29.0%

2,2,4,4-tetramethyl-1,3-oxazolidine-3-carbonyl chloride (146176-60-5) + (S)-2-(N,N-dibenzylamino)-1,5-pentanediol (142784-66-5) → 2,2,4,4-tetramethyl-1,3-oxazolidine-3-carboxylic acid (S)-2-(N,N-dibenzylamino)-5-hydroxypent-1-yl ester (951330-00-0) + (+)-(S)-4-(N,N-dibenzylamino)-5-hydroxypentyl 2,2,4,4-tetramethyl-1,3-oxazolidine-3-carboxylate (253882-07-4)

Guidance literature:

With sodium hydride; In tetrahydrofuran; Heating;

DOI:10.1021/jo991095u

Reference yield:

C33H52N2O4Si → 2,2,4,4-tetramethyl-1,3-oxazolidine-3-carboxylic acid (S)-2-(N,N-dibenzylamino)-5-hydroxypent-1-yl ester (951330-00-0)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 72h;

DOI:10.1055/s-2007-983724

Reference yield:

2,2,4,4-tetramethyl-1,3-oxazolidine-3-carbonyl chloride (146176-60-5) → 2,2,4,4-tetramethyl-1,3-oxazolidine-3-carboxylic acid (S)-2-(N,N-dibenzylamino)-5-hydroxypent-1-yl ester (951330-00-0)

Guidance literature:

Multi-step reaction with 2 steps

1: NaH / tetrahydrofuran; various solvent(s) / 17 h / Heating

2: 10.45 g / TBAF / tetrahydrofuran / 72 h / 20 °C

With tetrabutyl ammonium fluoride; sodium hydride; In tetrahydrofuran;

DOI:10.1055/s-2007-983724

upstream raw materials:

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

(S)-2-(N,N-dibenzylamino)-1,5-pentanediol

(S)-2-(N,N-dibenzylamino)-5-(tert-butyldimethylsilyloxy)pentan-1-ol

Downstream raw materials:

2,2,4,4-tetramethyl-1,3-oxazolidine-3-carboxylic acid (S)-2-(N,N-dibenzylamino)-5-(N,N-diisopropylcarbamoyloxy)pent-1-yl ester

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