-4-<<2-<<2-<<(1,1-dimethylethoxy)carbonyl>amino>-2-phenylethyl>amino>-1-(1H-indol-3-ylmethyl)-1-methyl-2-oxoethyl>amino>-4-oxobutanoic acid

Base Information

Chemical Name:-4-<<2-<<2-<<(1,1-dimethylethoxy)carbonyl>amino>-2-phenylethyl>amino>-1-(1H-indol-3-ylmethyl)-1-methyl-2-oxoethyl>amino>-4-oxobutanoic acid
CAS No.:146953-15-3
Molecular Formula:C₂₉H₃₆N₄O₆
Molecular Weight:536.628
Hs Code.:

<R-(R*,R*)>-4-<<2-<<2-<<(1,1-dimethylethoxy)carbonyl>amino>-2-phenylethyl>amino>-1-(1H-indol-3-ylmethyl)-1-methyl-2-oxoethyl>amino>-4-oxobutanoic acid

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Chemical Property of -4-<<2-<<2-<<(1,1-dimethylethoxy)carbonyl>amino>-2-phenylethyl>amino>-1-(1H-indol-3-ylmethyl)-1-methyl-2-oxoethyl>amino>-4-oxobutanoic acid

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Technology Process of -4-<<2-<<2-<<(1,1-dimethylethoxy)carbonyl>amino>-2-phenylethyl>amino>-1-(1H-indol-3-ylmethyl)-1-methyl-2-oxoethyl>amino>-4-oxobutanoic acid

There total 6 articles about -4-<<2-<<2-<<(1,1-dimethylethoxy)carbonyl>amino>-2-phenylethyl>amino>-1-(1H-indol-3-ylmethyl)-1-methyl-2-oxoethyl>amino>-4-oxobutanoic 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

: 146953-15-3
-4-<<2-<<2-<<(1,1-dimethylethoxy)carbonyl>amino>-2-phenylethyl>amino>-1-(1H-indol-3-ylmethyl)-1-methyl-2-oxoethyl>amino>-4-oxobutanoic 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: 93 percent / Et₃N / tetrahydrofuran / 2 h / Ambient temperature

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

: 146953-15-3
-4-<<2-<<2-<<(1,1-dimethylethoxy)carbonyl>amino>-2-phenylethyl>amino>-1-(1H-indol-3-ylmethyl)-1-methyl-2-oxoethyl>amino>-4-oxobutanoic 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: 93 percent / Et₃N / tetrahydrofuran / 2 h / Ambient temperature

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

: 146953-15-3
-4-<<2-<<2-<<(1,1-dimethylethoxy)carbonyl>amino>-2-phenylethyl>amino>-1-(1H-indol-3-ylmethyl)-1-methyl-2-oxoethyl>amino>-4-oxobutanoic 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: 93 percent / Et₃N / tetrahydrofuran / 2 h / Ambient temperature

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