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

Base Information

Chemical Name:-5-<<2-<<2-<<(1,1-dimethylethoxy)carbonyl>amino>-2-phenylethyl>amino>-1-(1H-indol-3-ylmethyl)-1-methyl-2-oxoethyl>amino>-5-oxopentanoic acid
CAS No.:146953-16-4
Molecular Formula:C₃₀H₃₈N₄O₆
Molecular Weight:550.655
Hs Code.:

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

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

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

There total 7 articles about -5-<<2-<<2-<<(1,1-dimethylethoxy)carbonyl>amino>-2-phenylethyl>amino>-1-(1H-indol-3-ylmethyl)-1-methyl-2-oxoethyl>amino>-5-oxopentanoic acid 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

: 146953-16-4
-5-<<2-<<2-<<(1,1-dimethylethoxy)carbonyl>amino>-2-phenylethyl>amino>-1-(1H-indol-3-ylmethyl)-1-methyl-2-oxoethyl>amino>-5-oxopentanoic acid

Guidance literature:: Multi-step reaction with 6 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

With lithium hydroxide; hydrogen; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; water;
DOI:10.1016/S0040-4020(01)86257-8

Reference yield:

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

: 146953-16-4
-5-<<2-<<2-<<(1,1-dimethylethoxy)carbonyl>amino>-2-phenylethyl>amino>-1-(1H-indol-3-ylmethyl)-1-methyl-2-oxoethyl>amino>-5-oxopentanoic acid

Guidance literature:: Multi-step reaction with 4 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

With lithium hydroxide; hydrogen; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; water;
DOI:10.1016/S0040-4020(01)86257-8

Reference yield:

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

: 146953-16-4
-5-<<2-<<2-<<(1,1-dimethylethoxy)carbonyl>amino>-2-phenylethyl>amino>-1-(1H-indol-3-ylmethyl)-1-methyl-2-oxoethyl>amino>-5-oxopentanoic acid

Guidance literature:: Multi-step reaction with 5 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

With lithium hydroxide; hydrogen; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; water;
DOI:10.1016/S0040-4020(01)86257-8