1-{2-[2-(4-{3-[2-(benzyloxycarbonyl-methyl-amino)-3-naphthalen-2-yl-propionyloxy]-2-tert-butoxycarbonylamino-butyrylamino}-3-hydroxy-5-methyl-hexanoyloxy)-3-methyl-butyrylamino]-4-methyl-pentanoyl}-pyrrolidine-2-carboxylic acid benzyl ester

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Chemical Name:1-{2-[2-(4-{3-[2-(benzyloxycarbonyl-methyl-amino)-3-naphthalen-2-yl-propionyloxy]-2-tert-butoxycarbonylamino-butyrylamino}-3-hydroxy-5-methyl-hexanoyloxy)-3-methyl-butyrylamino]-4-methyl-pentanoyl}-pyrrolidine-2-carboxylic acid benzyl ester
CAS No.:766513-99-9
Molecular Formula:C₆₁H₈₁N₅O₁₄
Molecular Weight:1108.34
Hs Code.:

1-{2-[2-(4-{3-[2-(benzyloxycarbonyl-methyl-amino)-3-naphthalen-2-yl-propionyloxy]-2-<i>tert</i>-butoxycarbonylamino-butyrylamino}-3-hydroxy-5-methyl-hexanoyloxy)-3-methyl-butyrylamino]-4-methyl-pentanoyl}-pyrrolidine-2-carboxylic acid benzyl ester

Synonyms:1-{2-[2-(4-{3-[2-(benzyloxycarbonyl-methyl-amino)-3-naphthalen-2-yl-propionyloxy]-2-tert-butoxycarbonylamino-butyrylamino}-3-hydroxy-5-methyl-hexanoyloxy)-3-methyl-butyrylamino]-4-methyl-pentanoyl}-pyrrolidine-2-carboxylic acid benzyl ester

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Chemical Property of 1-{2-[2-(4-{3-[2-(benzyloxycarbonyl-methyl-amino)-3-naphthalen-2-yl-propionyloxy]-2-tert-butoxycarbonylamino-butyrylamino}-3-hydroxy-5-methyl-hexanoyloxy)-3-methyl-butyrylamino]-4-methyl-pentanoyl}-pyrrolidine-2-carboxylic acid benzyl ester

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Technology Process of 1-{2-[2-(4-{3-[2-(benzyloxycarbonyl-methyl-amino)-3-naphthalen-2-yl-propionyloxy]-2-tert-butoxycarbonylamino-butyrylamino}-3-hydroxy-5-methyl-hexanoyloxy)-3-methyl-butyrylamino]-4-methyl-pentanoyl}-pyrrolidine-2-carboxylic acid benzyl ester

There total 17 articles about 1-{2-[2-(4-{3-[2-(benzyloxycarbonyl-methyl-amino)-3-naphthalen-2-yl-propionyloxy]-2-tert-butoxycarbonylamino-butyrylamino}-3-hydroxy-5-methyl-hexanoyloxy)-3-methyl-butyrylamino]-4-methyl-pentanoyl}-pyrrolidine-2-carboxylic acid benzyl 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: 54.0%

: 766513-98-8
O-(L-N-benzyloxycarbonyl-3-(2-naphthyl)alanyl)-N-(tert-butoxycarbonyl)-L-threonine

: (S)-1-{(S)-2-[(S)-2-((3S,4R)-4-Amino-3-hydroxy-5-methyl-hexanoyloxy)-3-methyl-butyrylamino]-4-methyl-pentanoyl}-pyrrolidine-2-carboxylic acid benzyl ester; hydrochloride

: 766513-99-9
1-{2-[2-(4-{3-[2-(benzyloxycarbonyl-methyl-amino)-3-naphthalen-2-yl-propionyloxy]-2-tert-butoxycarbonylamino-butyrylamino}-3-hydroxy-5-methyl-hexanoyloxy)-3-methyl-butyrylamino]-4-methyl-pentanoyl}-pyrrolidine-2-carboxylic acid benzyl ester

Guidance literature:: With benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In dichloromethane; N,N-dimethyl-formamide; at -5 ℃;
DOI:10.1021/ol0530023

Reference yield:

: 17407-55-5
(S)-2-Hydroxy-3-methylbutanoic acid

: 766513-99-9
1-{2-[2-(4-{3-[2-(benzyloxycarbonyl-methyl-amino)-3-naphthalen-2-yl-propionyloxy]-2-tert-butoxycarbonylamino-butyrylamino}-3-hydroxy-5-methyl-hexanoyloxy)-3-methyl-butyrylamino]-4-methyl-pentanoyl}-pyrrolidine-2-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 84 percent / N-methylmorpholine; N,N'-dicyclohexylcarbodiimide / CH₂Cl₂ / 14 h / 20 °C

2: 59 percent / 4-(dimethylamino)pyridine; N,N'-dicyclohexylcarbodiimide / CH₂Cl₂ / 7 h / -5 °C

3: 100 percent / HCl / dioxane / 2 h / 20 °C

4: 54 percent / O-benzotriazol-1-yl-N,N,N',N'-tetramethyluronium PF₆^(1-); 1-hydroxybenzotriazole; diisopropylethylamine / CH₂Cl₂; dimethylformamide / -5 °C

With 4-methyl-morpholine; hydrogenchloride; dmap; benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; In 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo070412r

Reference yield:

: 22838-58-0
Boc-D-Val-OH

: 766513-99-9
1-{2-[2-(4-{3-[2-(benzyloxycarbonyl-methyl-amino)-3-naphthalen-2-yl-propionyloxy]-2-tert-butoxycarbonylamino-butyrylamino}-3-hydroxy-5-methyl-hexanoyloxy)-3-methyl-butyrylamino]-4-methyl-pentanoyl}-pyrrolidine-2-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 99 percent / pyridine / 1 h / 20 °C

2: 61 percent / lithium diisopropylamide / tetrahydrofuran / 0.75 h / -78 °C

3: 92 percent / potassium borohydride / methanol / 0.83 h / -78 - 0 °C

4: 98 percent / imidazole / dimethylformamide / 18.5 h / 0 - 20 °C

5: 70 percent / NaOH / methanol; tetrahydrofuran; diethyl ether / 0 - 20 °C

6: 59 percent / 4-(dimethylamino)pyridine; N,N'-dicyclohexylcarbodiimide / CH₂Cl₂ / 7 h / -5 °C

7: 100 percent / HCl / dioxane / 2 h / 20 °C

8: 54 percent / O-benzotriazol-1-yl-N,N,N',N'-tetramethyluronium PF₆^(1-); 1-hydroxybenzotriazole; diisopropylethylamine / CH₂Cl₂; dimethylformamide / -5 °C

With pyridine; 1H-imidazole; hydrogenchloride; dmap; sodium hydroxide; potassium borohydride; benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; lithium diisopropyl amide; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo070412r