2-[2-amino-3-(1H-indol-3-yl)-propionylamino]-4-methyl-pentanoic acid [1-[2-(tert-butyl-diphenyl-silanyloxy)-ethylcarbamoyl]-2-(1H-indol-3-yl)-ethyl]-amide

Base Information

Chemical Name:2-[2-amino-3-(1H-indol-3-yl)-propionylamino]-4-methyl-pentanoic acid [1-[2-(tert-butyl-diphenyl-silanyloxy)-ethylcarbamoyl]-2-(1H-indol-3-yl)-ethyl]-amide
CAS No.:442900-74-5
Molecular Formula:C₄₆H₅₆N₆O₄Si
Molecular Weight:785.074
Hs Code.:

2-[2-amino-3-(1<i>H</i>-indol-3-yl)-propionylamino]-4-methyl-pentanoic acid [1-[2-(<i>tert</i>-butyl-diphenyl-silanyloxy)-ethylcarbamoyl]-2-(1<i>H</i>-indol-3-yl)-ethyl]-amide

Synonyms:2-[2-amino-3-(1H-indol-3-yl)-propionylamino]-4-methyl-pentanoic acid [1-[2-(tert-butyl-diphenyl-silanyloxy)-ethylcarbamoyl]-2-(1H-indol-3-yl)-ethyl]-amide

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Chemical Property of 2-[2-amino-3-(1H-indol-3-yl)-propionylamino]-4-methyl-pentanoic acid [1-[2-(tert-butyl-diphenyl-silanyloxy)-ethylcarbamoyl]-2-(1H-indol-3-yl)-ethyl]-amide

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Technology Process of 2-[2-amino-3-(1H-indol-3-yl)-propionylamino]-4-methyl-pentanoic acid [1-[2-(tert-butyl-diphenyl-silanyloxy)-ethylcarbamoyl]-2-(1H-indol-3-yl)-ethyl]-amide

There total 8 articles about 2-[2-amino-3-(1H-indol-3-yl)-propionylamino]-4-methyl-pentanoic acid [1-[2-(tert-butyl-diphenyl-silanyloxy)-ethylcarbamoyl]-2-(1H-indol-3-yl)-ethyl]-amide 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: 79.0%

: 442900-71-2
Z-Trp-D-Leu-Trp-2-(t-butyl-diphenylsilyloxy)-ethylamide

: 442900-74-5
2-[2-amino-3-(1H-indol-3-yl)-propionylamino]-4-methyl-pentanoic acid [1-[2-(tert-butyl-diphenyl-silanyloxy)-ethylcarbamoyl]-2-(1H-indol-3-yl)-ethyl]-amide

Guidance literature:: With hydrogen; palladium on activated charcoal; In tetrahydrofuran; methanol; at 30 ℃; for 12h; under 750.06 Torr;
DOI:10.1016/S0040-4020(02)00179-5

Reference yield:

: 7432-21-5
N-carbobenzyloxy-L-tryptophane

: 442900-74-5
2-[2-amino-3-(1H-indol-3-yl)-propionylamino]-4-methyl-pentanoic acid [1-[2-(tert-butyl-diphenyl-silanyloxy)-ethylcarbamoyl]-2-(1H-indol-3-yl)-ethyl]-amide

Guidance literature:: Multi-step reaction with 4 steps

1: 87 percent / HOBt; EDC; NEt₃ / CH₂Cl₂ / 2 h / 20 °C

2: LiOH / tetrahydrofuran; H₂O / 0 °C

3: 1.90 g / HOBt; EDC / CH₂Cl₂ / 3 h / -10 - 20 °C

4: 79 percent / hydrogen / 15 percent Pd/C / methanol; tetrahydrofuran / 12 h / 30 °C / 750.06 Torr

With lithium hydroxide; hydrogen; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water;
DOI:10.1016/S0040-4020(02)00179-5

Reference yield:

: 5845-53-4,6322-53-8,7517-19-3
(R)-leucine methyl ester hydrochloride

: 442900-74-5
2-[2-amino-3-(1H-indol-3-yl)-propionylamino]-4-methyl-pentanoic acid [1-[2-(tert-butyl-diphenyl-silanyloxy)-ethylcarbamoyl]-2-(1H-indol-3-yl)-ethyl]-amide

Guidance literature:: Multi-step reaction with 4 steps

1: 87 percent / HOBt; EDC; NEt₃ / CH₂Cl₂ / 2 h / 20 °C

2: LiOH / tetrahydrofuran; H₂O / 0 °C

3: 1.90 g / HOBt; EDC / CH₂Cl₂ / 3 h / -10 - 20 °C

4: 79 percent / hydrogen / 15 percent Pd/C / methanol; tetrahydrofuran / 12 h / 30 °C / 750.06 Torr

With lithium hydroxide; hydrogen; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water;
DOI:10.1016/S0040-4020(02)00179-5