N₁-(2-phenylethyl)-(2R)-2-{[(4-benzylpiperazino)methyl]carboxamido}-3-[1-(tert-butoxycarbonyl)-3-indolyl]propanamide

Base Information

• Chemical Name: N₁-(2-phenylethyl)-(2R)-2-{[(4-benzylpiperazino)methyl]carboxamido}-3-[1-(tert-butoxycarbonyl)-3-indolyl]propanamide
• CAS No.: 540483-72-5
• Molecular Formula: C₃₇H₄₅N₅O₄
• Molecular Weight: 623.795
• Mol file: 540483-72-5.mol

Synonyms:N₁-(2-phenylethyl)-(2R)-2-{[(4-benzylpiperazino)methyl]carboxamido}-3-[1-(tert-butoxycarbonyl)-3-indolyl]propanamide

Chemical Property of N₁-(2-phenylethyl)-(2R)-2-{[(4-benzylpiperazino)methyl]carboxamido}-3-[1-(tert-butoxycarbonyl)-3-indolyl]propanamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N₁-(2-phenylethyl)-(2R)-2-{[(4-benzylpiperazino)methyl]carboxamido}-3-[1-(tert-butoxycarbonyl)-3-indolyl]propanamide

There total 6 articles about N₁-(2-phenylethyl)-(2R)-2-{[(4-benzylpiperazino)methyl]carboxamido}-3-[1-(tert-butoxycarbonyl)-3-indolyl]propanamide 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: 74.0%

1-benzyl-4-carboxymethylpiperazine (119929-87-2) + tert-butyl-3-{(2R)-2-amino-2-[1-(2-phenylethyl)carbamoyl]ethyl}-1H-1-indolecarboxylate (540483-63-4) → N1-(2-phenylethyl)-(2R)-2-{[(4-benzylpiperazino)methyl]carboxamido}-3-[1-(tert-butoxycarbonyl)-3-indolyl]propanamide (540483-72-5)

Guidance literature:

With benzotriazol-1-ol; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 23h;

DOI:10.1021/jm0210921

Reference yield:

1-phenylmethylpiperazine (2759-28-6) → N1-(2-phenylethyl)-(2R)-2-{[(4-benzylpiperazino)methyl]carboxamido}-3-[1-(tert-butoxycarbonyl)-3-indolyl]propanamide (540483-72-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 92 percent / Et₃N / toluene / 20 °C

2: 100 percent / aq. NaOH / methanol / 20 °C

3: 74 percent / HOBt; TBTU; DIEA / dimethylformamide / 23 h / 20 °C

With sodium hydroxide; benzotriazol-1-ol; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine; N-ethyl-N,N-diisopropylamine; In methanol; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jm0210921

Reference yield:

ethyl 2-(4-benzylpiperazin-1-yl)acetate (23173-76-4) → N1-(2-phenylethyl)-(2R)-2-{[(4-benzylpiperazino)methyl]carboxamido}-3-[1-(tert-butoxycarbonyl)-3-indolyl]propanamide (540483-72-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / aq. NaOH / methanol / 20 °C

2: 74 percent / HOBt; TBTU; DIEA / dimethylformamide / 23 h / 20 °C

With sodium hydroxide; benzotriazol-1-ol; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In methanol; N,N-dimethyl-formamide;

DOI:10.1021/jm0210921

upstream raw materials:

1-benzyl-4-carboxymethylpiperazine

tert-butyl-3-{(2R)-2-amino-2-[1-(2-phenylethyl)carbamoyl]ethyl}-1H-1-indolecarboxylate

1-phenylmethylpiperazine

ethyl 2-(4-benzylpiperazin-1-yl)acetate