-6-<<2-<(2-amino-2-phenylethyl)amino>-1-(1H-indol-3-ylmethyl)-1-methyl-2-oxoethyl>amino>-6-oxohexanoic acid monohydrochloride

Base Information

• Chemical Name: -6-<<2-<(2-amino-2-phenylethyl)amino>-1-(1H-indol-3-ylmethyl)-1-methyl-2-oxoethyl>amino>-6-oxohexanoic acid monohydrochloride
• CAS No.: 146929-48-8
• Molecular Formula: C₂₆H₃₂N₄O₄*ClH
• Molecular Weight: 501.025

Synonyms:-6-<<2-<(2-amino-2-phenylethyl)amino>-1-(1H-indol-3-ylmethyl)-1-methyl-2-oxoethyl>amino>-6-oxohexanoic acid monohydrochloride

Chemical Property of -6-<<2-<(2-amino-2-phenylethyl)amino>-1-(1H-indol-3-ylmethyl)-1-methyl-2-oxoethyl>amino>-6-oxohexanoic acid monohydrochloride

Chemical Property:

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Technology Process of -6-<<2-<(2-amino-2-phenylethyl)amino>-1-(1H-indol-3-ylmethyl)-1-methyl-2-oxoethyl>amino>-6-oxohexanoic acid monohydrochloride

There total 8 articles about -6-<<2-<(2-amino-2-phenylethyl)amino>-1-(1H-indol-3-ylmethyl)-1-methyl-2-oxoethyl>amino>-6-oxohexanoic acid monohydrochloride 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:

α-methyl-(R)-tryptophan methyl ester (96551-27-8) → -6-<<2-<(2-amino-2-phenylethyl)amino>-1-(1H-indol-3-ylmethyl)-1-methyl-2-oxoethyl>amino>-6-oxohexanoic acid monohydrochloride (146929-48-8)

Guidance literature:

Multi-step reaction with 7 steps

1: 84 percent / Et₃N / tetrahydrofuran / 1 h / Ambient temperature

2: 99 percent / LiOH / dioxane; H₂O / 24 h / Ambient temperature

3: 1) 1-hydroxy-1H-benzotriazole, dicyclohexyl carbodiimide, 2) Et₃N / 1) ethyl acetate, rt, 2 h, 2) overnight

4: 98 percent / H₂ / 20percent Pd/C / methanol / 4 h

5: 1) 1-hydroxy-1H-benzotriazole, dicyclohexyl carbodiimide / 1) ethyl acetate, 2 h, rt, 2) overnight

6: LiOH / dioxane; H₂O / 3 h / Ambient temperature

7: 3 M HCl / ethyl acetate / 3 h / Ambient temperature

With hydrogenchloride; lithium hydroxide; hydrogen; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; water; ethyl acetate;

DOI:10.1016/S0040-4020(01)86257-8

Reference yield:

α-methyl-N-<(phenylmethoxy)carbonyl>-D-tryptophan (146953-09-5) → -6-<<2-<(2-amino-2-phenylethyl)amino>-1-(1H-indol-3-ylmethyl)-1-methyl-2-oxoethyl>amino>-6-oxohexanoic acid monohydrochloride (146929-48-8)

Guidance literature:

Multi-step reaction with 5 steps

1: 1) 1-hydroxy-1H-benzotriazole, dicyclohexyl carbodiimide, 2) Et₃N / 1) ethyl acetate, rt, 2 h, 2) overnight

2: 98 percent / H₂ / 20percent Pd/C / methanol / 4 h

3: 1) 1-hydroxy-1H-benzotriazole, dicyclohexyl carbodiimide / 1) ethyl acetate, 2 h, rt, 2) overnight

4: LiOH / dioxane; H₂O / 3 h / Ambient temperature

5: 3 M HCl / ethyl acetate / 3 h / Ambient temperature

With hydrogenchloride; lithium hydroxide; hydrogen; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In 1,4-dioxane; methanol; water; ethyl acetate;

DOI:10.1016/S0040-4020(01)86257-8

Reference yield:

methyl α-methyl-N-<(phenylmethoxy)carbonyl>-D-tryptophanate (141971-07-5) → -6-<<2-<(2-amino-2-phenylethyl)amino>-1-(1H-indol-3-ylmethyl)-1-methyl-2-oxoethyl>amino>-6-oxohexanoic acid monohydrochloride (146929-48-8)

Guidance literature:

Multi-step reaction with 6 steps

1: 99 percent / LiOH / dioxane; H₂O / 24 h / Ambient temperature

2: 1) 1-hydroxy-1H-benzotriazole, dicyclohexyl carbodiimide, 2) Et₃N / 1) ethyl acetate, rt, 2 h, 2) overnight

3: 98 percent / H₂ / 20percent Pd/C / methanol / 4 h

4: 1) 1-hydroxy-1H-benzotriazole, dicyclohexyl carbodiimide / 1) ethyl acetate, 2 h, rt, 2) overnight

5: LiOH / dioxane; H₂O / 3 h / Ambient temperature

6: 3 M HCl / ethyl acetate / 3 h / Ambient temperature

With hydrogenchloride; lithium hydroxide; hydrogen; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In 1,4-dioxane; methanol; water; ethyl acetate;

DOI:10.1016/S0040-4020(01)86257-8

upstream raw materials:

-6-<<2-<<2-<<(1,1-dimethylethoxy)carbonyl>amino>-2-phenylethyl>amino>-1-(1H-indol-3-ylmethyl)-1-methyl-2-oxoethyl>amino>-6-oxohexanoic acid

adipic acid monomethyl ester

α-methyl-(R)-tryptophan methyl ester

α-methyl-N-<(phenylmethoxy)carbonyl>-D-tryptophan

Downstream raw materials:

<2R-(2R*,6R*)>-2-(1H-indol-3-ylmethyl)-2-methyl-6-phenyl-1,4,7-triazacyclotridecan-3,8,13-trione

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