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

Base Information

Chemical Name:methyl -5-<<2-<<2-<<(1,1-dimethylethoxy)carbonyl>amino>-2-phenylethyl>amino>-1-(1H-indol-3-ylmethyl)-1-methyl-2-oxoethyl>amino>-5-oxopentanoate
CAS No.:146953-13-1
Molecular Formula:C₃₁H₄₀N₄O₆
Molecular Weight:564.682
Hs Code.:

methyl <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-oxopentanoate

Synonyms:methyl -5-<<2-<<2-<<(1,1-dimethylethoxy)carbonyl>amino>-2-phenylethyl>amino>-1-(1H-indol-3-ylmethyl)-1-methyl-2-oxoethyl>amino>-5-oxopentanoate

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

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

There total 5 articles about methyl -5-<<2-<<2-<<(1,1-dimethylethoxy)carbonyl>amino>-2-phenylethyl>amino>-1-(1H-indol-3-ylmethyl)-1-methyl-2-oxoethyl>amino>-5-oxopentanoate 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: 92.0%

: 1501-26-4
methyl 4-(chlorocarbonyl)butyrate

: 146953-11-9
1,1-dimethylethyl -<2-<<2-amino-3-(1H-indol-3-yl)-2-methyl-1-oxopropyl>amino>-1-phenylethyl>carbamate

: 146953-13-1
methyl -5-<<2-<<2-<<(1,1-dimethylethoxy)carbonyl>amino>-2-phenylethyl>amino>-1-(1H-indol-3-ylmethyl)-1-methyl-2-oxoethyl>amino>-5-oxopentanoate

Guidance literature:: With triethylamine; In tetrahydrofuran; at 0 ℃; for 1h;
DOI:10.1016/S0040-4020(01)86257-8

Reference yield:

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

: 146953-13-1
methyl -5-<<2-<<2-<<(1,1-dimethylethoxy)carbonyl>amino>-2-phenylethyl>amino>-1-(1H-indol-3-ylmethyl)-1-methyl-2-oxoethyl>amino>-5-oxopentanoate

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

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

: 146953-13-1
methyl -5-<<2-<<2-<<(1,1-dimethylethoxy)carbonyl>amino>-2-phenylethyl>amino>-1-(1H-indol-3-ylmethyl)-1-methyl-2-oxoethyl>amino>-5-oxopentanoate

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

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