N-[(1,1-dimethylethoxy)carbonyl]-L-valyl-L-threonyl-O-(phenylmethyl)-L-serine (1R,2S)-1-[(1S)-2-[(1,1-dimethylethyl)dimethylsilyl]oxy-1-methylethyl]-2-methylhexadecyl ester

Base Information

Chemical Name:N-[(1,1-dimethylethoxy)carbonyl]-L-valyl-L-threonyl-O-(phenylmethyl)-L-serine (1R,2S)-1-[(1S)-2-[(1,1-dimethylethyl)dimethylsilyl]oxy-1-methylethyl]-2-methylhexadecyl ester
CAS No.:870192-75-9
Molecular Formula:C₅₀H₉₁N₃O₉Si
Molecular Weight:906.373
Hs Code.:

N-[(1,1-dimethylethoxy)carbonyl]-L-valyl-L-threonyl-O-(phenylmethyl)-L-serine (1R,2S)-1-[(1S)-2-[(1,1-dimethylethyl)dimethylsilyl]oxy-1-methylethyl]-2-methylhexadecyl ester

Synonyms:N-[(1,1-dimethylethoxy)carbonyl]-L-valyl-L-threonyl-O-(phenylmethyl)-L-serine (1R,2S)-1-[(1S)-2-[(1,1-dimethylethyl)dimethylsilyl]oxy-1-methylethyl]-2-methylhexadecyl ester

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Chemical Property of N-[(1,1-dimethylethoxy)carbonyl]-L-valyl-L-threonyl-O-(phenylmethyl)-L-serine (1R,2S)-1-[(1S)-2-[(1,1-dimethylethyl)dimethylsilyl]oxy-1-methylethyl]-2-methylhexadecyl ester

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Technology Process of N-[(1,1-dimethylethoxy)carbonyl]-L-valyl-L-threonyl-O-(phenylmethyl)-L-serine (1R,2S)-1-[(1S)-2-[(1,1-dimethylethyl)dimethylsilyl]oxy-1-methylethyl]-2-methylhexadecyl ester

There total 10 articles about N-[(1,1-dimethylethoxy)carbonyl]-L-valyl-L-threonyl-O-(phenylmethyl)-L-serine (1R,2S)-1-[(1S)-2-[(1,1-dimethylethyl)dimethylsilyl]oxy-1-methylethyl]-2-methylhexadecyl 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:

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

: 870192-75-9
N-[(1,1-dimethylethoxy)carbonyl]-L-valyl-L-threonyl-O-(phenylmethyl)-L-serine (1R,2S)-1-[(1S)-2-[(1,1-dimethylethyl)dimethylsilyl]oxy-1-methylethyl]-2-methylhexadecyl ester

Guidance literature:: Multi-step reaction with 6 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

6.1: HOBt; EDCI / dimethylformamide / 0.5 h / 25 °C

With 1H-imidazole; sodium hypochlorite; hydrogen; sodium hexamethyldisilazane; sodium hydrogencarbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 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

: 870192-75-9
N-[(1,1-dimethylethoxy)carbonyl]-L-valyl-L-threonyl-O-(phenylmethyl)-L-serine (1R,2S)-1-[(1S)-2-[(1,1-dimethylethyl)dimethylsilyl]oxy-1-methylethyl]-2-methylhexadecyl ester

Guidance literature:: Multi-step reaction with 7 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

7.1: HOBt; EDCI / dimethylformamide / 0.5 h / 25 °C

With 1H-imidazole; sodium hypochlorite; hydrogen; sodium hexamethyldisilazane; sodium hydrogencarbonate; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 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

Reference yield:

: 870192-72-6
(S)-3-Benzyloxy-2-benzyloxycarbonylamino-propionic acid (1S,2S)-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-1-((R)-1-methyl-2-oxo-ethyl)-propyl ester

: 870192-75-9
N-[(1,1-dimethylethoxy)carbonyl]-L-valyl-L-threonyl-O-(phenylmethyl)-L-serine (1R,2S)-1-[(1S)-2-[(1,1-dimethylethyl)dimethylsilyl]oxy-1-methylethyl]-2-methylhexadecyl ester

Guidance literature:: Multi-step reaction with 3 steps

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

1.2: tetrahydrofuran / 0.25 h

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

3.1: HOBt; EDCI / dimethylformamide / 0.5 h / 25 °C

With hydrogen; sodium hexamethyldisilazane; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; ethylenediamine; palladium on activated charcoal; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; 1.2: Wittig reaction;
DOI:10.1016/j.tetlet.2005.09.037