(R)-2-(4-{(S)-5-Amino-5-[(R)-2-(1H-indol-3-yl)-1-((S)-2-methyl-butylcarbamoyl)-ethylcarbamoyl]-pentylcarbamoyl}-3,3-dimethyl-butyrylamino)-3-phenyl-propionic acid; hydrochloride

Base Information

• Chemical Name: (R)-2-(4-{(S)-5-Amino-5-[(R)-2-(1H-indol-3-yl)-1-((S)-2-methyl-butylcarbamoyl)-ethylcarbamoyl]-pentylcarbamoyl}-3,3-dimethyl-butyrylamino)-3-phenyl-propionic acid; hydrochloride
• CAS No.: 128684-21-9
• Molecular Formula: C₃₈H₅₄N₆O₆*ClH
• Molecular Weight: 727.344

Synonyms:(R)-2-(4-{(S)-5-Amino-5-[(R)-2-(1H-indol-3-yl)-1-((S)-2-methyl-butylcarbamoyl)-ethylcarbamoyl]-pentylcarbamoyl}-3,3-dimethyl-butyrylamino)-3-phenyl-propionic acid; hydrochloride

Chemical Property of (R)-2-(4-{(S)-5-Amino-5-[(R)-2-(1H-indol-3-yl)-1-((S)-2-methyl-butylcarbamoyl)-ethylcarbamoyl]-pentylcarbamoyl}-3,3-dimethyl-butyrylamino)-3-phenyl-propionic acid; hydrochloride

Chemical Property:

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Technology Process of (R)-2-(4-{(S)-5-Amino-5-[(R)-2-(1H-indol-3-yl)-1-((S)-2-methyl-butylcarbamoyl)-ethylcarbamoyl]-pentylcarbamoyl}-3,3-dimethyl-butyrylamino)-3-phenyl-propionic acid; hydrochloride

There total 12 articles about (R)-2-(4-{(S)-5-Amino-5-[(R)-2-(1H-indol-3-yl)-1-((S)-2-methyl-butylcarbamoyl)-ethylcarbamoyl]-pentylcarbamoyl}-3,3-dimethyl-butyrylamino)-3-phenyl-propionic acid; hydrochloride 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:

(S)-2-methylbutylamine (34985-37-0) → (R)-2-(4-{(S)-5-Amino-5-[(R)-2-(1H-indol-3-yl)-1-((S)-2-methyl-butylcarbamoyl)-ethylcarbamoyl]-pentylcarbamoyl}-3,3-dimethyl-butyrylamino)-3-phenyl-propionic acid; hydrochloride (128684-21-9)

Guidance literature:

Multi-step reaction with 7 steps

1: 95 percent / dicyclohexylcarbodiimide (DCCI), 1-hydroxybenzotriazole (HOBt), 4-(dimethylamino)pyridine / dimethylformamide

2: HCl, AcOH

3: 60 percent / dicyclohexylcarbodiimide (DCCI), 1-hydroxybenzotriazole (HOBt), triethylamine / dimethylformamide

4: 96 percent / H₂, ammonium formate / 10percent Pd-C / ethanol; H₂O / 0.25 h

5: 75 percent / dicyclohexylcarbodiimide (DCCI), 1-hydroxybenzotriazole (HOBt), triethylamine / dimethylformamide

6: 4N aq. NaOH / methanol

7: 3N HCl, AcOH

With hydrogenchloride; dmap; sodium hydroxide; hydrogen; ammonium formate; benzotriazol-1-ol; acetic acid; triethylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In methanol; ethanol; water; N,N-dimethyl-formamide;

DOI:10.1021/jm00171a034

Reference yield:

Boc-Lys(Z)-OH (2389-45-9) → (R)-2-(4-{(S)-5-Amino-5-[(R)-2-(1H-indol-3-yl)-1-((S)-2-methyl-butylcarbamoyl)-ethylcarbamoyl]-pentylcarbamoyl}-3,3-dimethyl-butyrylamino)-3-phenyl-propionic acid; hydrochloride (128684-21-9)

Guidance literature:

Multi-step reaction with 5 steps

1: 60 percent / dicyclohexylcarbodiimide (DCCI), 1-hydroxybenzotriazole (HOBt), triethylamine / dimethylformamide

2: 96 percent / H₂, ammonium formate / 10percent Pd-C / ethanol; H₂O / 0.25 h

3: 75 percent / dicyclohexylcarbodiimide (DCCI), 1-hydroxybenzotriazole (HOBt), triethylamine / dimethylformamide

4: 4N aq. NaOH / methanol

5: 3N HCl, AcOH

With hydrogenchloride; sodium hydroxide; hydrogen; ammonium formate; benzotriazol-1-ol; acetic acid; triethylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In methanol; ethanol; water; N,N-dimethyl-formamide;

DOI:10.1021/jm00171a034

Reference yield:

Boc-D-Trp(S)-(-)-2-methylbutylamide (128684-37-7) → (R)-2-(4-{(S)-5-Amino-5-[(R)-2-(1H-indol-3-yl)-1-((S)-2-methyl-butylcarbamoyl)-ethylcarbamoyl]-pentylcarbamoyl}-3,3-dimethyl-butyrylamino)-3-phenyl-propionic acid; hydrochloride (128684-21-9)

Guidance literature:

Multi-step reaction with 6 steps

1: HCl, AcOH

2: 60 percent / dicyclohexylcarbodiimide (DCCI), 1-hydroxybenzotriazole (HOBt), triethylamine / dimethylformamide

3: 96 percent / H₂, ammonium formate / 10percent Pd-C / ethanol; H₂O / 0.25 h

4: 75 percent / dicyclohexylcarbodiimide (DCCI), 1-hydroxybenzotriazole (HOBt), triethylamine / dimethylformamide

5: 4N aq. NaOH / methanol

6: 3N HCl, AcOH

With hydrogenchloride; sodium hydroxide; hydrogen; ammonium formate; benzotriazol-1-ol; acetic acid; triethylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In methanol; ethanol; water; N,N-dimethyl-formamide;

DOI:10.1021/jm00171a034

upstream raw materials:

3,3-dimethylglutaric anhydride

(S)-2-methylbutylamine

Boc-Lys(Z)-OH

D-phenylalanine methyl ester hydrochloride

Downstream raw materials:

(2R,5S)-2-Benzyl-13,13-dimethyl-3,11,15-trioxo-1,4,10-triaza-cyclopentadecane-5-carboxylic acid [(R)-2-(1H-indol-3-yl)-1-((S)-2-methyl-butylcarbamoyl)-ethyl]-amide

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