(R)-5-Guanidino-2-phenylmethanesulfonylamino-pentanoic acid ({(S)-1-benzyl-2-hydroxy-2-[(phenethylcarbamoyl-methyl)-carbamoyl]-ethylcarbamoyl}-methyl)-methyl-amide

Base Information

Chemical Name:(R)-5-Guanidino-2-phenylmethanesulfonylamino-pentanoic acid ({(S)-1-benzyl-2-hydroxy-2-[(phenethylcarbamoyl-methyl)-carbamoyl]-ethylcarbamoyl}-methyl)-methyl-amide
CAS No.:315249-56-0
Molecular Formula:C₃₆H₄₈N₈O₇S
Molecular Weight:736.893
Hs Code.:

(R)-5-Guanidino-2-phenylmethanesulfonylamino-pentanoic acid ({(S)-1-benzyl-2-hydroxy-2-[(phenethylcarbamoyl-methyl)-carbamoyl]-ethylcarbamoyl}-methyl)-methyl-amide

Synonyms:(R)-5-Guanidino-2-phenylmethanesulfonylamino-pentanoic acid ({(S)-1-benzyl-2-hydroxy-2-[(phenethylcarbamoyl-methyl)-carbamoyl]-ethylcarbamoyl}-methyl)-methyl-amide

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Chemical Property of (R)-5-Guanidino-2-phenylmethanesulfonylamino-pentanoic acid ({(S)-1-benzyl-2-hydroxy-2-[(phenethylcarbamoyl-methyl)-carbamoyl]-ethylcarbamoyl}-methyl)-methyl-amide

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Technology Process of (R)-5-Guanidino-2-phenylmethanesulfonylamino-pentanoic acid ({(S)-1-benzyl-2-hydroxy-2-[(phenethylcarbamoyl-methyl)-carbamoyl]-ethylcarbamoyl}-methyl)-methyl-amide

There total 23 articles about (R)-5-Guanidino-2-phenylmethanesulfonylamino-pentanoic acid ({(S)-1-benzyl-2-hydroxy-2-[(phenethylcarbamoyl-methyl)-carbamoyl]-ethylcarbamoyl}-methyl)-methyl-amide 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%

: 749838-42-4
C₃₆H₄₇N₉O₉S

: 315249-56-0
(R)-5-Guanidino-2-phenylmethanesulfonylamino-pentanoic acid ({(S)-1-benzyl-2-hydroxy-2-[(phenethylcarbamoyl-methyl)-carbamoyl]-ethylcarbamoyl}-methyl)-methyl-amide

Guidance literature:: With hydrogen; palladium on activated charcoal; In ethanol; water; acetic acid;
DOI:10.1016/S0960-894X(00)00458-3

Reference yield:

: 13734-34-4
N-tert-butoxycarbonyl-L-phenylalanine

: 315249-56-0
(R)-5-Guanidino-2-phenylmethanesulfonylamino-pentanoic acid ({(S)-1-benzyl-2-hydroxy-2-[(phenethylcarbamoyl-methyl)-carbamoyl]-ethylcarbamoyl}-methyl)-methyl-amide

Guidance literature:: Multi-step reaction with 9 steps

1: 100 percent / HOBt; EDC; DIEA / acetonitrile

2: 99 percent / LiAlH₄ / tetrahydrofuran / -78 °C

3: 78 percent / 2,4,6-collidine; TFA / CH₂Cl₂ / 0 - 20 °C

4: HCl / Heating

5: aq. Na₂CO₃ / dioxane

6: 95 percent / EDC; HOBt; NMM / acetonitrile / 0 - 20 °C

7: 100 percent / HCl / ethyl acetate / 0 - 20 °C

8: 100 percent / HATU; HOAt; NMM / acetonitrile / 0 - 20 °C

9: 100 percent / H₂ / Pd/C / ethanol; acetic acid; H₂O

With 4-methyl-morpholine; 2,4,6-trimethyl-pyridine; hydrogenchloride; lithium aluminium tetrahydride; 1-hydroxy-7-aza-benzotriazole; hydrogen; sodium carbonate; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; water; acetic acid; ethyl acetate; acetonitrile; 1: Acylation / 2: Reduction / 3: Passerini reaction / 4: acidolysis / 5: Acylation / 6: Acylation / 7: acidolysis / 8: Acylation / 9: Hydrogenolysis;
DOI:10.1016/S0960-894X(00)00458-3

Reference yield:

: 72155-45-4
Boc-L-phenylalaninal

: 315249-56-0
(R)-5-Guanidino-2-phenylmethanesulfonylamino-pentanoic acid ({(S)-1-benzyl-2-hydroxy-2-[(phenethylcarbamoyl-methyl)-carbamoyl]-ethylcarbamoyl}-methyl)-methyl-amide

Guidance literature:: Multi-step reaction with 7 steps

1: 78 percent / 2,4,6-collidine; TFA / CH₂Cl₂ / 0 - 20 °C

2: HCl / Heating

3: aq. Na₂CO₃ / dioxane

4: 95 percent / EDC; HOBt; NMM / acetonitrile / 0 - 20 °C

5: 100 percent / HCl / ethyl acetate / 0 - 20 °C

6: 100 percent / HATU; HOAt; NMM / acetonitrile / 0 - 20 °C

7: 100 percent / H₂ / Pd/C / ethanol; acetic acid; H₂O

With 4-methyl-morpholine; 2,4,6-trimethyl-pyridine; hydrogenchloride; 1-hydroxy-7-aza-benzotriazole; hydrogen; sodium carbonate; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; trifluoroacetic acid; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; palladium on activated charcoal; In 1,4-dioxane; ethanol; dichloromethane; water; acetic acid; ethyl acetate; acetonitrile; 1: Passerini reaction / 2: acidolysis / 3: Acylation / 4: Acylation / 5: acidolysis / 6: Acylation / 7: Hydrogenolysis;
DOI:10.1016/S0960-894X(00)00458-3