(S)-N-hexadecanoyl-N-[1-benzyl-2-(tert-butyldimethylsilyloxy)ethyl]-p-toluenesulfonamide

Base Information

Chemical Name:(S)-N-hexadecanoyl-N-[1-benzyl-2-(tert-butyldimethylsilyloxy)ethyl]-p-toluenesulfonamide
CAS No.:412908-99-7
Molecular Formula:C₃₈H₆₃NO₄SSi
Molecular Weight:658.074
Hs Code.:

Synonyms:(S)-N-hexadecanoyl-N-[1-benzyl-2-(tert-butyldimethylsilyloxy)ethyl]-p-toluenesulfonamide

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (S)-N-hexadecanoyl-N-[1-benzyl-2-(tert-butyldimethylsilyloxy)ethyl]-p-toluenesulfonamide

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Technology Process of (S)-N-hexadecanoyl-N-[1-benzyl-2-(tert-butyldimethylsilyloxy)ethyl]-p-toluenesulfonamide

There total 7 articles about (S)-N-hexadecanoyl-N-[1-benzyl-2-(tert-butyldimethylsilyloxy)ethyl]-p-toluenesulfonamide 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: 86.0%

: 143260-53-1
(S)-N-[1-benzyl-2-(tert-butyldimethylsilyloxy)ethyl]-p-toluenesulfonamide

: 112-67-4
n-hexadecanoyl chloride

: 412908-99-7
(S)-N-hexadecanoyl-N-[1-benzyl-2-(tert-butyldimethylsilyloxy)ethyl]-p-toluenesulfonamide

Guidance literature:: (S)-N-[1-benzyl-2-(tert-butyldimethylsilyloxy)ethyl]-p-toluenesulfonamide; With sodium hexamethyldisilazane; In tetrahydrofuran; at -78 - -40 ℃; for 1h;

n-hexadecanoyl chloride; In tetrahydrofuran; at -40 - 0 ℃; for 2h;
DOI:10.3987/com-01-s(k)55

Reference yield:

: 63-91-2,25191-15-5,658-69-5,67675-33-6
L-phenylalanine

: 412908-99-7
(S)-N-hexadecanoyl-N-[1-benzyl-2-(tert-butyldimethylsilyloxy)ethyl]-p-toluenesulfonamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: HCl(g) / 4 h / Heating

2.1: Et₃N / tetrahydrofuran / 12 h / 20 °C

3.1: 100 percent / NaBH₄; LiCl / ethanol; tetrahydrofuran / 3 h / 20 °C

4.1: 100 percent / imidazole / dimethylformamide / 12 h / 20 °C

5.1: NaN(SiMe₃)2 / tetrahydrofuran / 1 h / -78 - -40 °C

5.2: 86 percent / tetrahydrofuran / 2 h / -40 - 0 °C

With 1H-imidazole; hydrogenchloride; sodium tetrahydroborate; sodium hexamethyldisilazane; triethylamine; lithium chloride; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide;
DOI:10.3987/com-01-s(k)55

Reference yield:

: 7524-50-7
methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

: 412908-99-7
(S)-N-hexadecanoyl-N-[1-benzyl-2-(tert-butyldimethylsilyloxy)ethyl]-p-toluenesulfonamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: Et₃N / tetrahydrofuran / 12 h / 20 °C

2.1: 100 percent / NaBH₄; LiCl / ethanol; tetrahydrofuran / 3 h / 20 °C

3.1: 100 percent / imidazole / dimethylformamide / 12 h / 20 °C

4.1: NaN(SiMe₃)2 / tetrahydrofuran / 1 h / -78 - -40 °C

4.2: 86 percent / tetrahydrofuran / 2 h / -40 - 0 °C

With 1H-imidazole; sodium tetrahydroborate; sodium hexamethyldisilazane; triethylamine; lithium chloride; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide;
DOI:10.3987/com-01-s(k)55