N₁-(2-phenylethyl)-(2R)-2-{[N'-((9H-fluoren-9-ylmethoxy)carbonyl)hydrazino]carboxamido}-3-[1-(tert-butoxycarbonyl)-3-indolyl]pronamide

Base Information

• Chemical Name: N₁-(2-phenylethyl)-(2R)-2-{[N'-((9H-fluoren-9-ylmethoxy)carbonyl)hydrazino]carboxamido}-3-[1-(tert-butoxycarbonyl)-3-indolyl]pronamide
• CAS No.: 540483-64-5
• Molecular Formula: C₄₀H₄₁N₅O₆
• Molecular Weight: 687.795

Synonyms:N₁-(2-phenylethyl)-(2R)-2-{[N'-((9H-fluoren-9-ylmethoxy)carbonyl)hydrazino]carboxamido}-3-[1-(tert-butoxycarbonyl)-3-indolyl]pronamide

Chemical Property of N₁-(2-phenylethyl)-(2R)-2-{[N'-((9H-fluoren-9-ylmethoxy)carbonyl)hydrazino]carboxamido}-3-[1-(tert-butoxycarbonyl)-3-indolyl]pronamide

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of N₁-(2-phenylethyl)-(2R)-2-{[N'-((9H-fluoren-9-ylmethoxy)carbonyl)hydrazino]carboxamido}-3-[1-(tert-butoxycarbonyl)-3-indolyl]pronamide

There total 4 articles about N₁-(2-phenylethyl)-(2R)-2-{[N'-((9H-fluoren-9-ylmethoxy)carbonyl)hydrazino]carboxamido}-3-[1-(tert-butoxycarbonyl)-3-indolyl]pronamide 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: 68.0%

5-(9H-fluoren-9-ylmethoxy)-1,3,4-oxadiazol-2(3H)-one (250280-31-0) + tert-butyl-3-{(2R)-2-amino-2-[1-(2-phenylethyl)carbamoyl]ethyl}-1H-1-indolecarboxylate (540483-63-4) → N1-(2-phenylethyl)-(2R)-2-{[N'-((9H-fluoren-9-ylmethoxy)carbonyl)hydrazino]carboxamido}-3-[1-(tert-butoxycarbonyl)-3-indolyl]pronamide (540483-64-5)

Guidance literature:

In N,N-dimethyl-formamide; at 20 ℃; for 1.25h;

DOI:10.1021/jm0210921

Reference yield:

phenethylamine (64-04-0) → N1-(2-phenylethyl)-(2R)-2-{[N'-((9H-fluoren-9-ylmethoxy)carbonyl)hydrazino]carboxamido}-3-[1-(tert-butoxycarbonyl)-3-indolyl]pronamide (540483-64-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 100 percent / HOBt; TBTU; DIEA / dimethylformamide / 1 h

2: 97 percent / piperidine / dimethylformamide / 0.5 h / 20 °C

3: 68 percent / dimethylformamide / 1.25 h / 20 °C

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

DOI:10.1021/jm0210921

Reference yield:

1-tert-butoxycarbonyl-N-[(9-fluorenyl)methoxycarbonyl]-D-tryptophan (163619-04-3) → N1-(2-phenylethyl)-(2R)-2-{[N'-((9H-fluoren-9-ylmethoxy)carbonyl)hydrazino]carboxamido}-3-[1-(tert-butoxycarbonyl)-3-indolyl]pronamide (540483-64-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 100 percent / HOBt; TBTU; DIEA / dimethylformamide / 1 h

2: 97 percent / piperidine / dimethylformamide / 0.5 h / 20 °C

3: 68 percent / dimethylformamide / 1.25 h / 20 °C

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

DOI:10.1021/jm0210921

upstream raw materials:

5-(9H-fluoren-9-ylmethoxy)-1,3,4-oxadiazol-2(3H)-one

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

phenethylamine

1-tert-butoxycarbonyl-N-[(9-fluorenyl)methoxycarbonyl]-D-tryptophan

Downstream raw materials:

C₂₅H₃₁N₅O₄

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