N^α-Boc-N^ε-Z-lisil-fenilalanil-fenilalanil-N-(1-fenil-3-metil-4-tiociano)-5-pirazolilammide

Base Information

• Chemical Name: N^α-Boc-N^ε-Z-lisil-fenilalanil-fenilalanil-N-(1-fenil-3-metil-4-tiociano)-5-pirazolilammide
• CAS No.: 83361-35-7
• Molecular Formula: C₄₈H₅₄N₈O₇S
• Molecular Weight: 887.072

Synonyms:N^α-Boc-N^ε-Z-lisil-fenilalanil-fenilalanil-N-(1-fenil-3-metil-4-tiociano)-5-pirazolilammide

Chemical Property of N^α-Boc-N^ε-Z-lisil-fenilalanil-fenilalanil-N-(1-fenil-3-metil-4-tiociano)-5-pirazolilammide

Chemical Property:

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Technology Process of N^α-Boc-N^ε-Z-lisil-fenilalanil-fenilalanil-N-(1-fenil-3-metil-4-tiociano)-5-pirazolilammide

There total 7 articles about N^α-Boc-N^ε-Z-lisil-fenilalanil-fenilalanil-N-(1-fenil-3-metil-4-tiociano)-5-pirazolilammide 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: 98.0%

ammonium thiocyanate (1147550-11-5) + Nα-Boc-Nε-Z-lisil-fenilalanil-fenilalanil-N-(1-fenil-3-metil)-5-pirazolilammide (83361-29-9) → Nα-Boc-Nε-Z-lisil-fenilalanil-fenilalanil-N-(1-fenil-3-metil-4-tiociano)-5-pirazolilammide (83361-35-7)

Guidance literature:

With bromine; In acetic acid; at 7 - 8 ℃; for 0.5h;

Reference yield:

1-Phenyl-3-methyl-5-aminopyrazole (1131-18-6) → Nα-Boc-Nε-Z-lisil-fenilalanil-fenilalanil-N-(1-fenil-3-metil-4-tiociano)-5-pirazolilammide (83361-35-7)

Guidance literature:

Multi-step reaction with 6 steps

1: 61 percent / sodium hydrocarbonate / CHCl₃; H₂O / 10 h / 20 °C

2: H₂ / 5percent Pd/C / dimethylformamide / Ambient temperature

3: 1.) HOMMP, DCC / 1.) ethyl acetate, from 0 deg C up to 20 deg C in 30 min, then 1 h; 2.) DMF, 15 min

4: H₂ / 5percent Pd/C / acetic acid / 0.75 h / Ambient temperature

5: 1.) HOMMP, DCC / 1.) ethyl acetate, from 0 deg C up to 20 deg C in 30 min, then 1 h

6: 98 percent / bromine / acetic acid / 0.5 h / 7 - 8 °C

With hydrogen; bromine; sodium hydrogencarbonate; dicyclohexyl-carbodiimide; palladium on activated charcoal; In chloroform; water; acetic acid; N,N-dimethyl-formamide;

Reference yield:

N-benzyloxycarbonyl-L-phenylalanyl chloride (52641-32-4) → Nα-Boc-Nε-Z-lisil-fenilalanil-fenilalanil-N-(1-fenil-3-metil-4-tiociano)-5-pirazolilammide (83361-35-7)

Guidance literature:

Multi-step reaction with 6 steps

1: 61 percent / sodium hydrocarbonate / CHCl₃; H₂O / 10 h / 20 °C

2: H₂ / 5percent Pd/C / dimethylformamide / Ambient temperature

3: 1.) HOMMP, DCC / 1.) ethyl acetate, from 0 deg C up to 20 deg C in 30 min, then 1 h; 2.) DMF, 15 min

4: H₂ / 5percent Pd/C / acetic acid / 0.75 h / Ambient temperature

5: 1.) HOMMP, DCC / 1.) ethyl acetate, from 0 deg C up to 20 deg C in 30 min, then 1 h

6: 98 percent / bromine / acetic acid / 0.5 h / 7 - 8 °C

With hydrogen; bromine; sodium hydrogencarbonate; dicyclohexyl-carbodiimide; palladium on activated charcoal; In chloroform; water; acetic acid; N,N-dimethyl-formamide;

upstream raw materials:

ammonium thiocyanate

N^α-Boc-N^ε-Z-lisil-fenilalanil-fenilalanil-N-(1-fenil-3-metil)-5-pirazolilammide

1-Phenyl-3-methyl-5-aminopyrazole

N-benzyloxycarbonyl-L-phenylalanyl chloride

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