N-(6-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}hexanoyl)-L-valyl-N-{4-[({[2-(tert-butoxycarbonyl)-2-methylhydrazinyl]carbonyl}oxy)methyl]phenyl}-N⁵-carbamoyl-L-ornithinamide

Base Information

• Chemical Name: N-(6-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}hexanoyl)-L-valyl-N-{4-[({[2-(tert-butoxycarbonyl)-2-methylhydrazinyl]carbonyl}oxy)methyl]phenyl}-N⁵-carbamoyl-L-ornithinamide
• CAS No.: 1609108-10-2
• Molecular Formula: C₄₆H₆₂N₈O₁₀
• Molecular Weight: 887.046

Synonyms:N-(6-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}hexanoyl)-L-valyl-N-{4-[({[2-(tert-butoxycarbonyl)-2-methylhydrazinyl]carbonyl}oxy)methyl]phenyl}-N⁵-carbamoyl-L-ornithinamide

Chemical Property of N-(6-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}hexanoyl)-L-valyl-N-{4-[({[2-(tert-butoxycarbonyl)-2-methylhydrazinyl]carbonyl}oxy)methyl]phenyl}-N⁵-carbamoyl-L-ornithinamide

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Technology Process of N-(6-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}hexanoyl)-L-valyl-N-{4-[({[2-(tert-butoxycarbonyl)-2-methylhydrazinyl]carbonyl}oxy)methyl]phenyl}-N⁵-carbamoyl-L-ornithinamide

There total 4 articles about N-(6-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}hexanoyl)-L-valyl-N-{4-[({[2-(tert-butoxycarbonyl)-2-methylhydrazinyl]carbonyl}oxy)methyl]phenyl}-N⁵-carbamoyl-L-ornithinamide 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: 16.0%

1-methyl-1-tert-butoxycarbonylhydrazine (21075-83-2) + 4-[(N-5-carbamoyl-N-2-{(3S)-3-[(6-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}hexanoyl)amino]-4-methylpent-1-en-2-yl}-L-ornithyl)amino]benzyl 4-nitrophenyl carbonate (1438853-36-1) → N-(6-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}hexanoyl)-L-valyl-N-{4-[({[2-(tert-butoxycarbonyl)-2-methylhydrazinyl]carbonyl}oxy)methyl]phenyl}-N5-carbamoyl-L-ornithinamide (1609108-10-2)

Guidance literature:

With dmap; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 4.5h;

Reference yield:

6-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}hexanoic acid (88574-06-5) → N-(6-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}hexanoyl)-L-valyl-N-{4-[({[2-(tert-butoxycarbonyl)-2-methylhydrazinyl]carbonyl}oxy)methyl]phenyl}-N5-carbamoyl-L-ornithinamide (1609108-10-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: HATU; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.17 h / 20 °C

1.2: 15 h

2.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 20 °C

3.1: N-ethyl-N,N-diisopropylamine; dmap / N,N-dimethyl-formamide / 4.5 h / 20 °C

With dmap; N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide;

Reference yield:

(2S)-2-[[(2S)-2-amino-3-methylbutanoyl]amino]-N-[4-(hydroxymethyl)phenyl]-5-ureidopentanamide (159857-79-1) → N-(6-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}hexanoyl)-L-valyl-N-{4-[({[2-(tert-butoxycarbonyl)-2-methylhydrazinyl]carbonyl}oxy)methyl]phenyl}-N5-carbamoyl-L-ornithinamide (1609108-10-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: HATU; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.17 h / 20 °C

1.2: 15 h

2.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 20 °C

3.1: N-ethyl-N,N-diisopropylamine; dmap / N,N-dimethyl-formamide / 4.5 h / 20 °C

With dmap; N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide;

upstream raw materials:

6-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}hexanoic acid

(2S)-2-[[(2S)-2-amino-3-methylbutanoyl]amino]-N-[4-(hydroxymethyl)phenyl]-5-ureidopentanamide

1-methyl-1-tert-butoxycarbonylhydrazine

4-[(N-5-carbamoyl-N-2-{(3S)-3-[(6-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}hexanoyl)amino]-4-methylpent-1-en-2-yl}-L-ornithyl)amino]benzyl 4-nitrophenyl carbonate

Downstream raw materials:

N-(6-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}hexanoyl)-L-valyl-N⁵-carbamoyl-N-[4-({[(2-methylhydrazinyl)carbonyl]oxy}methyl)phenyl]-L-ornithinamide trifluoroacetate

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