2,2,4,4-Tetramethyl-oxazolidine-3-carboxylic acid (S)-4-(tert-butyl-dimethyl-silanyloxy)-3-dibenzylamino-butyl ester

Base Information

Chemical Name:2,2,4,4-Tetramethyl-oxazolidine-3-carboxylic acid (S)-4-(tert-butyl-dimethyl-silanyloxy)-3-dibenzylamino-butyl ester
CAS No.:214832-89-0
Molecular Formula:C₃₂H₅₀N₂O₄Si
Molecular Weight:554.846
Hs Code.:

Synonyms:2,2,4,4-Tetramethyl-oxazolidine-3-carboxylic acid (S)-4-(tert-butyl-dimethyl-silanyloxy)-3-dibenzylamino-butyl ester

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Chemical Property of 2,2,4,4-Tetramethyl-oxazolidine-3-carboxylic acid (S)-4-(tert-butyl-dimethyl-silanyloxy)-3-dibenzylamino-butyl ester

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Technology Process of 2,2,4,4-Tetramethyl-oxazolidine-3-carboxylic acid (S)-4-(tert-butyl-dimethyl-silanyloxy)-3-dibenzylamino-butyl ester

There total 10 articles about 2,2,4,4-Tetramethyl-oxazolidine-3-carboxylic acid (S)-4-(tert-butyl-dimethyl-silanyloxy)-3-dibenzylamino-butyl 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: 97.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 214832-81-2
2,2,4,4-Tetramethyl-oxazolidine-3-carboxylic acid (S)-3-dibenzylamino-4-hydroxy-butyl ester

: 214832-89-0
2,2,4,4-Tetramethyl-oxazolidine-3-carboxylic acid (S)-4-(tert-butyl-dimethyl-silanyloxy)-3-dibenzylamino-butyl ester

Guidance literature:: With triethylamine; In dichloromethane; for 10h; Ambient temperature;
DOI:10.1055/s-1998-6100

Reference yield:

: 100-39-0
benzyl bromide

: 214832-89-0
2,2,4,4-Tetramethyl-oxazolidine-3-carboxylic acid (S)-4-(tert-butyl-dimethyl-silanyloxy)-3-dibenzylamino-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 37 percent / K₂CO₃, NaOH, H₂O / methanol / 45 h / Heating

2: 77 percent / ethanol; phenylmethanol / 48 h / 0 °C

3: 92 percent / NaH / tetrahydrofuran / 1.) r.t., 3 h, 2.) 65 deg C, 16 h

4: 85 percent / LiEt₃BH / tetrahydrofuran / 13 h / Ambient temperature

5: 97 percent / Et₃N / CH₂Cl₂ / 10 h / Ambient temperature

With sodium hydroxide; water; sodium hydride; lithium triethylborohydride; potassium carbonate; triethylamine; In tetrahydrofuran; methanol; ethanol; dichloromethane; benzyl alcohol;
DOI:10.1055/s-1998-6100

Reference yield:

: 127927-61-1
(S)-2-dibenzylamino-γ-butyrolactone

: 214832-89-0
2,2,4,4-Tetramethyl-oxazolidine-3-carboxylic acid (S)-4-(tert-butyl-dimethyl-silanyloxy)-3-dibenzylamino-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 77 percent / ethanol; phenylmethanol / 48 h / 0 °C

2: 92 percent / NaH / tetrahydrofuran / 1.) r.t., 3 h, 2.) 65 deg C, 16 h

3: 85 percent / LiEt₃BH / tetrahydrofuran / 13 h / Ambient temperature

4: 97 percent / Et₃N / CH₂Cl₂ / 10 h / Ambient temperature

With sodium hydride; lithium triethylborohydride; triethylamine; In tetrahydrofuran; ethanol; dichloromethane; benzyl alcohol;
DOI:10.1055/s-1998-6100