-5-<<2-<(2-amino-2-phenylethyl)amino>-1-(1H-indol-3-ylmethyl)-1-methyl-2-oxoethyl>amino>-5-oxopentanoic acid monohydrochloride

Base Information

Chemical Name:-5-<<2-<(2-amino-2-phenylethyl)amino>-1-(1H-indol-3-ylmethyl)-1-methyl-2-oxoethyl>amino>-5-oxopentanoic acid monohydrochloride
CAS No.:146929-47-7
Molecular Formula:C₂₅H₃₀N₄O₄*ClH
Molecular Weight:486.999
Hs Code.:

<R-(R*,R*)>-5-<<2-<(2-amino-2-phenylethyl)amino>-1-(1H-indol-3-ylmethyl)-1-methyl-2-oxoethyl>amino>-5-oxopentanoic acid monohydrochloride

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Chemical Property of -5-<<2-<(2-amino-2-phenylethyl)amino>-1-(1H-indol-3-ylmethyl)-1-methyl-2-oxoethyl>amino>-5-oxopentanoic acid monohydrochloride

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Technology Process of -5-<<2-<(2-amino-2-phenylethyl)amino>-1-(1H-indol-3-ylmethyl)-1-methyl-2-oxoethyl>amino>-5-oxopentanoic acid monohydrochloride

There total 8 articles about -5-<<2-<(2-amino-2-phenylethyl)amino>-1-(1H-indol-3-ylmethyl)-1-methyl-2-oxoethyl>amino>-5-oxopentanoic 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:

: 96551-27-8
α-methyl-(R)-tryptophan methyl ester

: 146929-47-7
-5-<<2-<(2-amino-2-phenylethyl)amino>-1-(1H-indol-3-ylmethyl)-1-methyl-2-oxoethyl>amino>-5-oxopentanoic acid monohydrochloride

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: 92 percent / Et₃N / tetrahydrofuran / 1 h / 0 °C

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:

: 146953-09-5
α-methyl-N-<(phenylmethoxy)carbonyl>-D-tryptophan

: 146929-47-7
-5-<<2-<(2-amino-2-phenylethyl)amino>-1-(1H-indol-3-ylmethyl)-1-methyl-2-oxoethyl>amino>-5-oxopentanoic acid monohydrochloride

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: 92 percent / Et₃N / tetrahydrofuran / 1 h / 0 °C

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 tetrahydrofuran; 1,4-dioxane; methanol; water; ethyl acetate;
DOI:10.1016/S0040-4020(01)86257-8

Reference yield:

: 141971-07-5
methyl α-methyl-N-<(phenylmethoxy)carbonyl>-D-tryptophanate

: 146929-47-7
-5-<<2-<(2-amino-2-phenylethyl)amino>-1-(1H-indol-3-ylmethyl)-1-methyl-2-oxoethyl>amino>-5-oxopentanoic acid monohydrochloride

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: 92 percent / Et₃N / tetrahydrofuran / 1 h / 0 °C

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 tetrahydrofuran; 1,4-dioxane; methanol; water; ethyl acetate;
DOI:10.1016/S0040-4020(01)86257-8