2-amino-N-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-3-(1H-indol-3-yl)-propionamide

Base Information

• Chemical Name: 2-amino-N-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-3-(1H-indol-3-yl)-propionamide
• CAS No.: 442900-70-1
• Molecular Formula: C₂₉H₃₅N₃O₂Si
• Molecular Weight: 485.701

Synonyms:2-amino-N-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-3-(1H-indol-3-yl)-propionamide

Chemical Property of 2-amino-N-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-3-(1H-indol-3-yl)-propionamide

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Technology Process of 2-amino-N-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-3-(1H-indol-3-yl)-propionamide

There total 3 articles about 2-amino-N-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-3-(1H-indol-3-yl)-propionamide 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:

Z-Trp-2-(t-butyl-diphenylsilyloxy)-ethylamide (442900-67-6) → 2-amino-N-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-3-(1H-indol-3-yl)-propionamide (442900-70-1)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; at 20 ℃; for 2h; under 750.06 Torr;

DOI:10.1016/S0040-4020(02)00179-5

Reference yield:

2-((tert-butyldiphenylsilyl)oxy)ethanamine (91578-89-1) → 2-amino-N-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-3-(1H-indol-3-yl)-propionamide (442900-70-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 86 percent / HOBt; EDC / CH₂Cl₂ / 3 h / 20 °C

2: hydrogen / 15 percent Pd/C / methanol / 2 h / 20 °C / 750.06 Torr

With hydrogen; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; palladium on activated charcoal; In methanol; dichloromethane;

DOI:10.1016/S0040-4020(02)00179-5

Reference yield:

N-carbobenzyloxy-L-tryptophane (7432-21-5) → 2-amino-N-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-3-(1H-indol-3-yl)-propionamide (442900-70-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 86 percent / HOBt; EDC / CH₂Cl₂ / 3 h / 20 °C

2: hydrogen / 15 percent Pd/C / methanol / 2 h / 20 °C / 750.06 Torr

With hydrogen; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; palladium on activated charcoal; In methanol; dichloromethane;

DOI:10.1016/S0040-4020(02)00179-5

upstream raw materials:

Z-Trp-2-(t-butyl-diphenylsilyloxy)-ethylamide

2-((tert-butyldiphenylsilyl)oxy)ethanamine

N-carbobenzyloxy-L-tryptophane

Downstream raw materials:

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

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

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