L-Serine, N-[(1,1-dimethylethoxy)carbonyl]-L-valyl-L-threonyl-O-(phenylmethyl)-, (1R,2S)-1-[(1S)-2-hydroxy-1-methylethyl]-2-methylhexadecyl ester

Base Information

Chemical Name:L-Serine, N-[(1,1-dimethylethoxy)carbonyl]-L-valyl-L-threonyl-O-(phenylmethyl)-, (1R,2S)-1-[(1S)-2-hydroxy-1-methylethyl]-2-methylhexadecyl ester
CAS No.:845521-50-8
Molecular Formula:C44H77N3O9
Molecular Weight:792.11
Hs Code.:

L-Serine,
N-[(1,1-dimethylethoxy)carbonyl]-L-valyl-L-threonyl-O-(phenylmethyl)-,
(1R,2S)-1-[(1S)-2-hydroxy-1-methylethyl]-2-methylhexadecyl ester

Synonyms:

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

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

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

There total 10 articles about L-Serine, N-[(1,1-dimethylethoxy)carbonyl]-L-valyl-L-threonyl-O-(phenylmethyl)-, (1R,2S)-1-[(1S)-2-hydroxy-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: 90.0%

: 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

: 845521-50-8
N-[(1,1-dimethylethoxy)carbonyl]-L-valyl-L-threonyl-O-(phenylmethyl)-L-serine (1R,2S)-1-[(1S)-2-hydroxy-1-methylethyl]-2-methylhexadecyl ester

Guidance literature:: With acetic acid; In tetrahydrofuran; at 25 ℃; for 18h;
DOI:10.1016/j.tetlet.2005.09.037

Reference yield: 46.0%

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

: 845521-50-8
N-[(1,1-dimethylethoxy)carbonyl]-L-valyl-L-threonyl-O-(phenylmethyl)-L-serine (1R,2S)-1-[(1S)-2-hydroxy-1-methylethyl]-2-methylhexadecyl ester

: 906800-22-4
N-[(1,1-dimethylethoxy)carbonyl]-L-valyl-L-threonyl-O-(phenylmethyl)-D-serine (1R,2S)-1-[(1S)-2-hydroxy-1-methylethyl]-2-methylhexadecyl ester

Guidance literature:: With acetic acid; In tetrahydrofuran; water; at 20 ℃; for 12h;
DOI:10.1246/bcsj.79.921

Reference yield:

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

: 845521-50-8
N-[(1,1-dimethylethoxy)carbonyl]-L-valyl-L-threonyl-O-(phenylmethyl)-L-serine (1R,2S)-1-[(1S)-2-hydroxy-1-methylethyl]-2-methylhexadecyl ester

Guidance literature:: Multi-step reaction with 7 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

7.1: 90 percent / aq. acetic acid / tetrahydrofuran / 18 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; 4.2: Wittig reaction;
DOI:10.1016/j.tetlet.2005.09.037