L-Serine, N-[(1,1-dimethylethoxy)carbonyl]-L-valyl-L-threonyl-O-(phenylmethyl)-, (1S,2S,3R)-1-[(1S)-2-hydroxy-1-methylethyl]-2-methyl-3-(phenylmethoxy )hexadecyl ester

Base Information

Chemical Name:L-Serine, N-[(1,1-dimethylethoxy)carbonyl]-L-valyl-L-threonyl-O-(phenylmethyl)-, (1S,2S,3R)-1-[(1S)-2-hydroxy-1-methylethyl]-2-methyl-3-(phenylmethoxy )hexadecyl ester
CAS No.:845521-44-0
Molecular Formula:C51H83N3O10
Molecular Weight:898.234
Hs Code.:

L-Serine,
N-[(1,1-dimethylethoxy)carbonyl]-L-valyl-L-threonyl-O-(phenylmethyl)-,
(1S,2S,3R)-1-[(1S)-2-hydroxy-1-methylethyl]-2-methyl-3-(phenylmethoxy
)hexadecyl ester

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Chemical Property of L-Serine, N-[(1,1-dimethylethoxy)carbonyl]-L-valyl-L-threonyl-O-(phenylmethyl)-, (1S,2S,3R)-1-[(1S)-2-hydroxy-1-methylethyl]-2-methyl-3-(phenylmethoxy )hexadecyl ester

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Technology Process of L-Serine, N-[(1,1-dimethylethoxy)carbonyl]-L-valyl-L-threonyl-O-(phenylmethyl)-, (1S,2S,3R)-1-[(1S)-2-hydroxy-1-methylethyl]-2-methyl-3-(phenylmethoxy )hexadecyl ester

There total 27 articles about L-Serine, N-[(1,1-dimethylethoxy)carbonyl]-L-valyl-L-threonyl-O-(phenylmethyl)-, (1S,2S,3R)-1-[(1S)-2-hydroxy-1-methylethyl]-2-methyl-3-(phenylmethoxy )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: 45.0%

: N-[(1,1-dimethylethoxy)carbonyl]-L-valyl-L-threonyl-O-(phenylmethyl)-serine (1S,2S,3R)-2-methyl-1-[(1S)-1-methyl-2-[(triethylsilyl)oxy]ethyl]-3-(phenylmethoxy)hexadecyl ester

: 845521-44-0
N-[(1,1-dimethylethoxy)carbonyl]-L-valyl-L-threonyl-O-(phenylmethyl)-L-serine (1S,2S,3R)-1-[(1S)-2-hydroxy-1-methylethyl]-2-methyl-3-(phenylmethoxy)hexadecyl ester

: N-[(1,1-dimethylethoxy)carbonyl]-L-valyl-L-threonyl-O-(phenylmethyl)-D-serine (1S,2S,3R)-1-[(1S)-2-hydroxy-1-methylethyl]-2-methyl-3-(phenylmethoxy)hexadecyl ester

Guidance literature:: With acetic acid; In tetrahydrofuran; water;
DOI:10.1016/j.tetlet.2004.11.121

Reference yield:

: 845521-41-7
(2S,3S,4R,5R)-2,4-dimethyl-5-(phenylmethoxy)-1-[(triethylsilyl)oxy]-3-octadecanol

: 845521-44-0
N-[(1,1-dimethylethoxy)carbonyl]-L-valyl-L-threonyl-O-(phenylmethyl)-L-serine (1S,2S,3R)-1-[(1S)-2-hydroxy-1-methylethyl]-2-methyl-3-(phenylmethoxy)hexadecyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 77 percent / 4-(dimethylamino)pyridine; Et₃N; 2,4,6-trichlorobenzoyl chloride / tetrahydrofuran / 1.5 h / 0 °C

2: H₂ / Pd on carbon ethylenediamine complex / methanol / 1 h / 20 °C / atmospheric pressure

3: 28.7 mg / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; 1-hydroxybenzotriazole / dimethylformamide / 2 h / 20 °C

4: 45 percent / acetic acid / tetrahydrofuran; H₂O / 1 h / 0 °C

With dmap; 2,4,6-trichlorobenzoyl chloride; hydrogen; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; palladium on activated charcoal; ethylenediamine; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide;
DOI:10.1246/bcsj.79.921

Reference yield:

: 845521-40-6
(2S,3S,4R,5R)-5-Benzyloxy-2,4-dimethyl-octadecane-1,3-diol

: 845521-44-0
N-[(1,1-dimethylethoxy)carbonyl]-L-valyl-L-threonyl-O-(phenylmethyl)-L-serine (1S,2S,3R)-1-[(1S)-2-hydroxy-1-methylethyl]-2-methyl-3-(phenylmethoxy)hexadecyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 98 percent / Et₃N / CH₂Cl₂ / 1 h / 20 °C

2: 77 percent / 4-(dimethylamino)pyridine; Et₃N; 2,4,6-trichlorobenzoyl chloride / tetrahydrofuran / 1.5 h / 0 °C

3: H₂ / Pd on carbon ethylenediamine complex / methanol / 1 h / 20 °C / atmospheric pressure

4: 28.7 mg / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; 1-hydroxybenzotriazole / dimethylformamide / 2 h / 20 °C

5: 45 percent / acetic acid / tetrahydrofuran; H₂O / 1 h / 0 °C

With dmap; 2,4,6-trichlorobenzoyl chloride; hydrogen; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; palladium on activated charcoal; ethylenediamine; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1246/bcsj.79.921