2-Acetylamino-3-[6-[5-(tert-butoxycarbonylamino-methyl)-2,3-dimethoxy-phenyl]-1-(toluene-4-sulfonyl)-1H-indol-3-yl]-propionic acid

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Chemical Name:2-Acetylamino-3-[6-[5-(tert-butoxycarbonylamino-methyl)-2,3-dimethoxy-phenyl]-1-(toluene-4-sulfonyl)-1H-indol-3-yl]-propionic acid
CAS No.:189266-10-2
Molecular Formula:C₃₄H₃₉N₃O₉S
Molecular Weight:665.764
Hs Code.:

Synonyms:

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Chemical Property of 2-Acetylamino-3-[6-[5-(tert-butoxycarbonylamino-methyl)-2,3-dimethoxy-phenyl]-1-(toluene-4-sulfonyl)-1H-indol-3-yl]-propionic acid

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Technology Process of 2-Acetylamino-3-[6-[5-(tert-butoxycarbonylamino-methyl)-2,3-dimethoxy-phenyl]-1-(toluene-4-sulfonyl)-1H-indol-3-yl]-propionic acid

There total 10 articles about 2-Acetylamino-3-[6-[5-(tert-butoxycarbonylamino-methyl)-2,3-dimethoxy-phenyl]-1-(toluene-4-sulfonyl)-1H-indol-3-yl]-propionic 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:

: 23115-42-6
ethyl 2-acetamidoacrylate

: 189266-10-2
2-Acetylamino-3-[6-[5-(tert-butoxycarbonylamino-methyl)-2,3-dimethoxy-phenyl]-1-(toluene-4-sulfonyl)-1H-indol-3-yl]-propionic acid

Guidance literature:: Multi-step reaction with 9 steps

1: 50 percent / PdCl₂, NaOAc / acetic acid / 6 h / Heating

2: 100 percent / H₂ / Rh(PPh₃)3Cl / CH₂Cl₂; methanol / 18 h / 3102.9 Torr

3: 67 percent / (PPh₃)4Pd, Na₂CO₃ / 1,2-dimethoxy-ethane; ethanol / 6 h / Heating

4: NaBH₄ / methanol / 0.5 h / Ambient temperature

5: Et₃N / CH₂Cl₂ / 6 h / Ambient temperature

6: LiN₃ / dimethylformamide / 12 h / Ambient temperature

7: SnCl₂ / dioxane; H₂O / 10 h / Ambient temperature

8: NaHCO₃ / 3 h / Ambient temperature

9: LiOH / tetrahydrofuran; methanol; H₂O / 4 h / Ambient temperature

With lithium hydroxide; sodium tetrahydroborate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; lithium azide; hydrogen; sodium acetate; sodium hydrogencarbonate; sodium carbonate; triethylamine; tin(ll) chloride; palladium dichloride; Wilkinson's catalyst; In tetrahydrofuran; 1,4-dioxane; methanol; 1,2-dimethoxyethane; ethanol; dichloromethane; water; acetic acid; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(97)00272-4

Reference yield:

: 189265-99-4
6-bromo-1-(4-methylphenylsulfonyl)-1H-indole

: 189266-10-2
2-Acetylamino-3-[6-[5-(tert-butoxycarbonylamino-methyl)-2,3-dimethoxy-phenyl]-1-(toluene-4-sulfonyl)-1H-indol-3-yl]-propionic acid

Guidance literature:: Multi-step reaction with 9 steps

1: 50 percent / PdCl₂, NaOAc / acetic acid / 6 h / Heating

2: 100 percent / H₂ / Rh(PPh₃)3Cl / CH₂Cl₂; methanol / 18 h / 3102.9 Torr

3: 67 percent / (PPh₃)4Pd, Na₂CO₃ / 1,2-dimethoxy-ethane; ethanol / 6 h / Heating

4: NaBH₄ / methanol / 0.5 h / Ambient temperature

5: Et₃N / CH₂Cl₂ / 6 h / Ambient temperature

6: LiN₃ / dimethylformamide / 12 h / Ambient temperature

7: SnCl₂ / dioxane; H₂O / 10 h / Ambient temperature

8: NaHCO₃ / 3 h / Ambient temperature

9: LiOH / tetrahydrofuran; methanol; H₂O / 4 h / Ambient temperature

With lithium hydroxide; sodium tetrahydroborate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; lithium azide; hydrogen; sodium acetate; sodium hydrogencarbonate; sodium carbonate; triethylamine; tin(ll) chloride; palladium dichloride; Wilkinson's catalyst; In tetrahydrofuran; 1,4-dioxane; methanol; 1,2-dimethoxyethane; ethanol; dichloromethane; water; acetic acid; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(97)00272-4

Reference yield:

: (E)-2-Acetylamino-3-[6-bromo-1-(toluene-4-sulfonyl)-1H-indol-3-yl]-acrylic acid ethyl ester

: 189266-10-2
2-Acetylamino-3-[6-[5-(tert-butoxycarbonylamino-methyl)-2,3-dimethoxy-phenyl]-1-(toluene-4-sulfonyl)-1H-indol-3-yl]-propionic acid

Guidance literature:: Multi-step reaction with 8 steps

1: 100 percent / H₂ / Rh(PPh₃)3Cl / CH₂Cl₂; methanol / 18 h / 3102.9 Torr

2: 67 percent / (PPh₃)4Pd, Na₂CO₃ / 1,2-dimethoxy-ethane; ethanol / 6 h / Heating

3: NaBH₄ / methanol / 0.5 h / Ambient temperature

4: Et₃N / CH₂Cl₂ / 6 h / Ambient temperature

5: LiN₃ / dimethylformamide / 12 h / Ambient temperature

6: SnCl₂ / dioxane; H₂O / 10 h / Ambient temperature

7: NaHCO₃ / 3 h / Ambient temperature

8: LiOH / tetrahydrofuran; methanol; H₂O / 4 h / Ambient temperature

With lithium hydroxide; sodium tetrahydroborate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; lithium azide; hydrogen; sodium hydrogencarbonate; sodium carbonate; triethylamine; tin(ll) chloride; Wilkinson's catalyst; In tetrahydrofuran; 1,4-dioxane; methanol; 1,2-dimethoxyethane; ethanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(97)00272-4