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

Base Information

Chemical Name:N-[(1,1-dimethylethoxy)carbonyl]-L-valyl-L-threonyl-O-(phenylmethyl)-D-serine (1R,2S)-1-[(1S)-2-hydroxy-1-methylethyl]-2-methylhexadecyl ester
CAS No.:906800-22-4
Molecular Formula:C₄₄H₇₇N₃O₉
Molecular Weight:792.11
Hs Code.:

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

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

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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

There total 4 articles about N-[(1,1-dimethylethoxy)carbonyl]-L-valyl-L-threonyl-O-(phenylmethyl)-D-serine (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: 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:

: 20806-43-3
Z-Ser(Bzl)-OH

: 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:: Multi-step reaction with 4 steps

1: 2,4,6-trichlorobenzoyl chloride; Et₃N; DMAP / tetrahydrofuran / 0 °C

2: H₂ / 10 percent Pd-C ethylenediamine complex / methanol / 20 °C

3: ethyl-3-(3-dimethylaminopropyl)-carbodiimide hydrochloride; 1-hydroxybenztriazol / dimethylformamide

4: AcOH / tetrahydrofuran; H₂O

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:10.1016/j.tetlet.2004.11.121

Reference yield:

: 906800-21-3
(2S,3R,4S)-1-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2,4-dimethyl-3-octadecanol

: 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:: Multi-step reaction with 4 steps

1: 2,4,6-trichlorobenzoyl chloride; Et₃N; DMAP / tetrahydrofuran / 0 °C

2: H₂ / 10 percent Pd-C ethylenediamine complex / methanol / 20 °C

3: ethyl-3-(3-dimethylaminopropyl)-carbodiimide hydrochloride; 1-hydroxybenztriazol / dimethylformamide

4: AcOH / tetrahydrofuran; H₂O

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:10.1016/j.tetlet.2004.11.121