(2R,3R,4R,5R)-5-{(S)-2-[(2S,3R)-2-((S)-2-Amino-3-methyl-butyrylamino)-3-hydroxy-butyrylamino]-3-benzyloxy-propionyloxy}-3-hydroxy-2,4-dimethyl-octadecanoic acid

Base Information

Chemical Name:(2R,3R,4R,5R)-5-{(S)-2-[(2S,3R)-2-((S)-2-Amino-3-methyl-butyrylamino)-3-hydroxy-butyrylamino]-3-benzyloxy-propionyloxy}-3-hydroxy-2,4-dimethyl-octadecanoic acid
CAS No.:467224-50-6
Molecular Formula:C₃₉H₆₇N₃O₉
Molecular Weight:721.976
Hs Code.:

(2R,3R,4R,5R)-5-{(S)-2-[(2S,3R)-2-((S)-2-Amino-3-methyl-butyrylamino)-3-hydroxy-butyrylamino]-3-benzyloxy-propionyloxy}-3-hydroxy-2,4-dimethyl-octadecanoic acid

Synonyms:(2R,3R,4R,5R)-5-{(S)-2-[(2S,3R)-2-((S)-2-Amino-3-methyl-butyrylamino)-3-hydroxy-butyrylamino]-3-benzyloxy-propionyloxy}-3-hydroxy-2,4-dimethyl-octadecanoic acid

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Chemical Property of (2R,3R,4R,5R)-5-{(S)-2-[(2S,3R)-2-((S)-2-Amino-3-methyl-butyrylamino)-3-hydroxy-butyrylamino]-3-benzyloxy-propionyloxy}-3-hydroxy-2,4-dimethyl-octadecanoic acid

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Technology Process of (2R,3R,4R,5R)-5-{(S)-2-[(2S,3R)-2-((S)-2-Amino-3-methyl-butyrylamino)-3-hydroxy-butyrylamino]-3-benzyloxy-propionyloxy}-3-hydroxy-2,4-dimethyl-octadecanoic acid

There total 8 articles about (2R,3R,4R,5R)-5-{(S)-2-[(2S,3R)-2-((S)-2-Amino-3-methyl-butyrylamino)-3-hydroxy-butyrylamino]-3-benzyloxy-propionyloxy}-3-hydroxy-2,4-dimethyl-octadecanoic acid 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:

: 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

: 467224-50-6
(2R,3R,4R,5R)-5-{(S)-2-[(2S,3R)-2-((S)-2-Amino-3-methyl-butyrylamino)-3-hydroxy-butyrylamino]-3-benzyloxy-propionyloxy}-3-hydroxy-2,4-dimethyl-octadecanoic acid

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 0 ℃; for 1h;
DOI:10.1039/b202298b

Reference yield:

: 13734-41-3
t-Boc-L-valine

: 467224-50-6
(2R,3R,4R,5R)-5-{(S)-2-[(2S,3R)-2-((S)-2-Amino-3-methyl-butyrylamino)-3-hydroxy-butyrylamino]-3-benzyloxy-propionyloxy}-3-hydroxy-2,4-dimethyl-octadecanoic acid

Guidance literature:: Multi-step reaction with 7 steps

1: 72 percent / ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride; HOBt / dimethylformamide / 20 h / 20 °C

2: 72 percent / H₂ / Pd/C / ethanol / 4 h / 20 °C / atmospheric pressure

3: 229 mg / ethyl-3-(dimethylaminopropyl)carbodiimide hydrochloride; HOBt / dimethylformamide / 14 h / 20 °C

4: 94 percent / AcOH / H₂O / 10 h / 20 °C

5: 47 mg / TEMPO; KBr; NaOCl / NaHCO₃ / CH₂Cl₂; H₂O / 1 h / 0 °C

6: 100 percent / NaClO₂; HOSO₂NH₂; NaH₂PO₄ / 2-methyl-propan-2-ol; H₂O / 1 h / 20 °C

7: TFA / CH₂Cl₂ / 1 h / 0 °C

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; sodium chlorite; sodium dihydrogenphosphate; amidosulfuric acid fluoride; hydrogen; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; potassium bromide; palladium on activated charcoal; sodium hydrogencarbonate; In ethanol; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1039/b202298b

Reference yield:

: 69541-82-8
N-(tert-butoxycarbonyl)valine-O-benzyl-L-threonine benzyl ester

: 467224-50-6
(2R,3R,4R,5R)-5-{(S)-2-[(2S,3R)-2-((S)-2-Amino-3-methyl-butyrylamino)-3-hydroxy-butyrylamino]-3-benzyloxy-propionyloxy}-3-hydroxy-2,4-dimethyl-octadecanoic acid

Guidance literature:: Multi-step reaction with 6 steps

1: 72 percent / H₂ / Pd/C / ethanol / 4 h / 20 °C / atmospheric pressure

2: 229 mg / ethyl-3-(dimethylaminopropyl)carbodiimide hydrochloride; HOBt / dimethylformamide / 14 h / 20 °C

3: 94 percent / AcOH / H₂O / 10 h / 20 °C

4: 47 mg / TEMPO; KBr; NaOCl / NaHCO₃ / CH₂Cl₂; H₂O / 1 h / 0 °C

5: 100 percent / NaClO₂; HOSO₂NH₂; NaH₂PO₄ / 2-methyl-propan-2-ol; H₂O / 1 h / 20 °C

6: TFA / CH₂Cl₂ / 1 h / 0 °C

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; sodium chlorite; sodium dihydrogenphosphate; amidosulfuric acid fluoride; hydrogen; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; potassium bromide; palladium on activated charcoal; sodium hydrogencarbonate; In ethanol; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1039/b202298b