N-[(1,1-dimethylethoxy)carbonyl]-L-valyl-L-threonyl-O-(phenylmethyl)-L-serine (1R)-1-[(1R,2R,3R)-3-carboxy-2-hydroxy-1-methylbutyl]tetradecyl ester

Base Information

Chemical Name:N-[(1,1-dimethylethoxy)carbonyl]-L-valyl-L-threonyl-O-(phenylmethyl)-L-serine (1R)-1-[(1R,2R,3R)-3-carboxy-2-hydroxy-1-methylbutyl]tetradecyl ester
CAS No.:350817-28-6
Molecular Formula:C₄₄H₇₅N₃O₁₁
Molecular Weight:822.093
Hs Code.:

Synonyms:N-[(1,1-dimethylethoxy)carbonyl]-L-valyl-L-threonyl-O-(phenylmethyl)-L-serine (1R)-1-[(1R,2R,3R)-3-carboxy-2-hydroxy-1-methylbutyl]tetradecyl ester

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Chemical Property of N-[(1,1-dimethylethoxy)carbonyl]-L-valyl-L-threonyl-O-(phenylmethyl)-L-serine (1R)-1-[(1R,2R,3R)-3-carboxy-2-hydroxy-1-methylbutyl]tetradecyl ester

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Technology Process of N-[(1,1-dimethylethoxy)carbonyl]-L-valyl-L-threonyl-O-(phenylmethyl)-L-serine (1R)-1-[(1R,2R,3R)-3-carboxy-2-hydroxy-1-methylbutyl]tetradecyl ester

There total 29 articles about N-[(1,1-dimethylethoxy)carbonyl]-L-valyl-L-threonyl-O-(phenylmethyl)-L-serine (1R)-1-[(1R,2R,3R)-3-carboxy-2-hydroxy-1-methylbutyl]tetradecyl 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: 100.0%

: 350817-36-6
(S)-3-Benzyloxy-2-[(2S,3R)-2-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-3-hydroxy-butyrylamino]-propionic acid (R)-1-((1R,2R,3R)-2-hydroxy-1,3-dimethyl-4-oxo-butyl)-tetradecyl ester

: 350817-28-6
N-[(1,1-dimethylethoxy)carbonyl]-L-valyl-L-threonyl-O-(phenylmethyl)-L-serine (1R)-1-[(1R,2R,3R)-3-carboxy-2-hydroxy-1-methylbutyl]tetradecyl ester

Guidance literature:: With sodium chlorite; sodium dihydrogenphosphate; amidosulfuric acid fluoride; In water; tert-butyl alcohol; at 20 ℃; for 1h;
DOI:10.1039/b202298b

Reference yield:

: 467224-49-3
N-[(1,1-dimethylethoxy)carbonyl]-L-valyl-L-threonyl-O-(phenylmethyl)-L-serine (1R)-1-[(1R,2S,3S)-2,4-dihydroxy-1,3-dimethylbutyl]tetradecyl ester

: 350817-28-6
N-[(1,1-dimethylethoxy)carbonyl]-L-valyl-L-threonyl-O-(phenylmethyl)-L-serine (1R)-1-[(1R,2R,3R)-3-carboxy-2-hydroxy-1-methylbutyl]tetradecyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 47 mg / 2,2,6,6-tetramethyl-1-piperidinyloxy; KBr; NaOCl / NaHCO₃ / CH₂Cl₂; H₂O / 1 h / 0 °C

2: 47 mg / NaH₂PO₄*2H₂O; HOSO₂NH₂; sodium chlorite / 2-methyl-propan-2-ol; H₂O / 1 h / 20 °C

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; sodium chlorite; sodium dihydrogenphosphate; amidosulfuric acid fluoride; potassium bromide; sodium hydrogencarbonate; In dichloromethane; water; tert-butyl alcohol;
DOI:10.1246/bcsj.79.921

Reference yield:

: 183874-37-5
Boc-Val-Thr-OH

: 350817-28-6
N-[(1,1-dimethylethoxy)carbonyl]-L-valyl-L-threonyl-O-(phenylmethyl)-L-serine (1R)-1-[(1R,2R,3R)-3-carboxy-2-hydroxy-1-methylbutyl]tetradecyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 22.9 mg / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; 1-hydroxybenzotriazole / dimethylformamide / 14 h / 20 °C

2: 94 percent / acetic acid / H₂O / 10 h / 20 °C

3: 47 mg / 2,2,6,6-tetramethyl-1-piperidinyloxy; KBr; NaOCl / NaHCO₃ / CH₂Cl₂; H₂O / 1 h / 0 °C

4: 47 mg / NaH₂PO₄*2H₂O; HOSO₂NH₂; sodium chlorite / 2-methyl-propan-2-ol; H₂O / 1 h / 20 °C

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; sodium chlorite; sodium dihydrogenphosphate; amidosulfuric acid fluoride; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; potassium bromide; sodium hydrogencarbonate; In dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1246/bcsj.79.921