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

Base Information

• Chemical Name: methyl -6-<<2-<<2-<<(1,1-dimethylethoxy)carbonyl>amino>-2-phenylethyl>amino>-1-(1H-indol-3-ylmethyl)-1-methyl-2-oxoethyl>amino>-6-oxohexanoate
• CAS No.: 148556-76-7
• Molecular Formula: C₃₂H₄₂N₄O₆
• Molecular Weight: 578.709
• Mol file: 148556-76-7.mol

Synonyms:

Chemical Property of methyl -6-<<2-<<2-<<(1,1-dimethylethoxy)carbonyl>amino>-2-phenylethyl>amino>-1-(1H-indol-3-ylmethyl)-1-methyl-2-oxoethyl>amino>-6-oxohexanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl -6-<<2-<<2-<<(1,1-dimethylethoxy)carbonyl>amino>-2-phenylethyl>amino>-1-(1H-indol-3-ylmethyl)-1-methyl-2-oxoethyl>amino>-6-oxohexanoate

There total 5 articles about methyl -6-<<2-<<2-<<(1,1-dimethylethoxy)carbonyl>amino>-2-phenylethyl>amino>-1-(1H-indol-3-ylmethyl)-1-methyl-2-oxoethyl>amino>-6-oxohexanoate 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) → methyl -6-<<2-<<2-<<(1,1-dimethylethoxy)carbonyl>amino>-2-phenylethyl>amino>-1-(1H-indol-3-ylmethyl)-1-methyl-2-oxoethyl>amino>-6-oxohexanoate (148556-76-7)

Guidance literature:

Multi-step reaction with 5 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

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:

α-methyl-N-<(phenylmethoxy)carbonyl>-D-tryptophan (146953-09-5) → methyl -6-<<2-<<2-<<(1,1-dimethylethoxy)carbonyl>amino>-2-phenylethyl>amino>-1-(1H-indol-3-ylmethyl)-1-methyl-2-oxoethyl>amino>-6-oxohexanoate (148556-76-7)

Guidance literature:

Multi-step reaction with 3 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

With hydrogen; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In methanol;

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

Reference yield:

methyl α-methyl-N-<(phenylmethoxy)carbonyl>-D-tryptophanate (141971-07-5) → methyl -6-<<2-<<2-<<(1,1-dimethylethoxy)carbonyl>amino>-2-phenylethyl>amino>-1-(1H-indol-3-ylmethyl)-1-methyl-2-oxoethyl>amino>-6-oxohexanoate (148556-76-7)

Guidance literature:

Multi-step reaction with 4 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

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

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

upstream raw materials:

adipic acid monomethyl ester

1,1-dimethylethyl -<2-<<2-amino-3-(1H-indol-3-yl)-2-methyl-1-oxopropyl>amino>-1-phenylethyl>carbamate

α-methyl-(R)-tryptophan methyl ester

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

Downstream 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

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

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