(S)-2-Amino-3-benzyloxy-propionic acid (1R,2S)-1-[(S)-2-(tert-butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-2-methyl-hexadecyl ester

Base Information

Chemical Name:(S)-2-Amino-3-benzyloxy-propionic acid (1R,2S)-1-[(S)-2-(tert-butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-2-methyl-hexadecyl ester
CAS No.:870192-74-8
Molecular Formula:C₃₆H₆₇NO₄Si
Molecular Weight:606.018
Hs Code.:

Synonyms:(S)-2-Amino-3-benzyloxy-propionic acid (1R,2S)-1-[(S)-2-(tert-butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-2-methyl-hexadecyl ester

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Chemical Property of (S)-2-Amino-3-benzyloxy-propionic acid (1R,2S)-1-[(S)-2-(tert-butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-2-methyl-hexadecyl ester

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Technology Process of (S)-2-Amino-3-benzyloxy-propionic acid (1R,2S)-1-[(S)-2-(tert-butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-2-methyl-hexadecyl ester

There total 5 articles about (S)-2-Amino-3-benzyloxy-propionic acid (1R,2S)-1-[(S)-2-(tert-butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-2-methyl-hexadecyl 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:

: 870192-73-7
(S)-3-Benzyloxy-2-benzyloxycarbonylamino-propionic acid (Z)-(1R,2S)-1-[(S)-2-(tert-butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-2-methyl-hexadec-3-enyl ester

: 870192-74-8
(S)-2-Amino-3-benzyloxy-propionic acid (1R,2S)-1-[(S)-2-(tert-butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-2-methyl-hexadecyl ester

Guidance literature:: With hydrogen; ethylenediamine; palladium on activated charcoal; In methanol; at 25 ℃; for 0.5h;
DOI:10.1016/j.tetlet.2005.09.037

Reference yield:

: 870192-69-1
(S)-3-Benzyloxy-2-benzyloxycarbonylamino-propionic acid (2S,3S,4S)-3,5-dihydroxy-2,4-dimethyl-pentyl ester

: 870192-74-8
(S)-2-Amino-3-benzyloxy-propionic acid (1R,2S)-1-[(S)-2-(tert-butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-2-methyl-hexadecyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: 95 percent / imidazole / dimethylformamide / 0.25 h / 25 °C

2.1: 50 percent / LHMDS / tetrahydrofuran / 0.17 h / -40 °C

3.1: KBr; NaHCO₃; aq. NaClO / TEMPO / CH₂Cl₂ / 0.75 h / 0 °C

4.1: NaHMDS / tetrahydrofuran / 0.17 h / 0 °C

4.2: tetrahydrofuran / 0.25 h

5.1: H₂; ethylenediamine / Pd/C / methanol / 0.5 h / 25 °C

With 1H-imidazole; sodium hypochlorite; hydrogen; sodium hexamethyldisilazane; sodium hydrogencarbonate; ethylenediamine; potassium bromide; lithium hexamethyldisilazane; 2,2,6,6-tetramethyl-piperidine-N-oxyl; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; 4.2: Wittig reaction;
DOI:10.1016/j.tetlet.2005.09.037

Reference yield:

: (S)-3-Benzyloxy-2-benzyloxycarbonylamino-propionic acid (2S,3S,4S)-3,5-diisopropoxy-2,4-dimethyl-pentyl ester

: 870192-74-8
(S)-2-Amino-3-benzyloxy-propionic acid (1R,2S)-1-[(S)-2-(tert-butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-2-methyl-hexadecyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: 95 percent / aq. acetic acid / tetrahydrofuran / 12 h / 25 °C

2.1: 95 percent / imidazole / dimethylformamide / 0.25 h / 25 °C

3.1: 50 percent / LHMDS / tetrahydrofuran / 0.17 h / -40 °C

4.1: KBr; NaHCO₃; aq. NaClO / TEMPO / CH₂Cl₂ / 0.75 h / 0 °C

5.1: NaHMDS / tetrahydrofuran / 0.17 h / 0 °C

5.2: tetrahydrofuran / 0.25 h

6.1: H₂; ethylenediamine / Pd/C / methanol / 0.5 h / 25 °C

With 1H-imidazole; sodium hypochlorite; hydrogen; sodium hexamethyldisilazane; sodium hydrogencarbonate; acetic acid; ethylenediamine; potassium bromide; lithium hexamethyldisilazane; 2,2,6,6-tetramethyl-piperidine-N-oxyl; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; 5.2: Wittig reaction;
DOI:10.1016/j.tetlet.2005.09.037