N-(6-aminohexanoyl)-L-valyl-N-[4-({[(2-{[(3S,5S,7S)-7-{(1E,3E)-5-[(2S,3S,5R,6R)5-{[(2Z,4S)-4-(acetyloxy)pent-2-enoyl]amino}-3,6-dimethyltetrahydro-2H-pyran-2-yl]-3-methylpenta-1,3-dien-1-yl}-1,6-dioxaspiro[2.5]oct-5-yl]acetyl}hydrazinyl)carbonyl]oxy}methyl)phenyl]-N-5-carbamoyl-L-ornithinamide

Base Information

• Chemical Name: N-(6-aminohexanoyl)-L-valyl-N-[4-({[(2-{[(3S,5S,7S)-7-{(1E,3E)-5-[(2S,3S,5R,6R)5-{[(2Z,4S)-4-(acetyloxy)pent-2-enoyl]amino}-3,6-dimethyltetrahydro-2H-pyran-2-yl]-3-methylpenta-1,3-dien-1-yl}-1,6-dioxaspiro[2.5]oct-5-yl]acetyl}hydrazinyl)carbonyl]oxy}methyl)phenyl]-N-5-carbamoyl-L-ornithinamide
• CAS No.: 1632152-25-0
• Molecular Formula: C₅₃H₈₁N₉O₁₃
• Molecular Weight: 1052.28

Synonyms:N-(6-aminohexanoyl)-L-valyl-N-[4-({[(2-{[(3S,5S,7S)-7-{(1E,3E)-5-[(2S,3S,5R,6R)5-{[(2Z,4S)-4-(acetyloxy)pent-2-enoyl]amino}-3,6-dimethyltetrahydro-2H-pyran-2-yl]-3-methylpenta-1,3-dien-1-yl}-1,6-dioxaspiro[2.5]oct-5-yl]acetyl}hydrazinyl)carbonyl]oxy}methyl)phenyl]-N-5-carbamoyl-L-ornithinamide

Chemical Property of N-(6-aminohexanoyl)-L-valyl-N-[4-({[(2-{[(3S,5S,7S)-7-{(1E,3E)-5-[(2S,3S,5R,6R)5-{[(2Z,4S)-4-(acetyloxy)pent-2-enoyl]amino}-3,6-dimethyltetrahydro-2H-pyran-2-yl]-3-methylpenta-1,3-dien-1-yl}-1,6-dioxaspiro[2.5]oct-5-yl]acetyl}hydrazinyl)carbonyl]oxy}methyl)phenyl]-N-5-carbamoyl-L-ornithinamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

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Technology Process of N-(6-aminohexanoyl)-L-valyl-N-[4-({[(2-{[(3S,5S,7S)-7-{(1E,3E)-5-[(2S,3S,5R,6R)5-{[(2Z,4S)-4-(acetyloxy)pent-2-enoyl]amino}-3,6-dimethyltetrahydro-2H-pyran-2-yl]-3-methylpenta-1,3-dien-1-yl}-1,6-dioxaspiro[2.5]oct-5-yl]acetyl}hydrazinyl)carbonyl]oxy}methyl)phenyl]-N-5-carbamoyl-L-ornithinamide

There total 5 articles about N-(6-aminohexanoyl)-L-valyl-N-[4-({[(2-{[(3S,5S,7S)-7-{(1E,3E)-5-[(2S,3S,5R,6R)5-{[(2Z,4S)-4-(acetyloxy)pent-2-enoyl]amino}-3,6-dimethyltetrahydro-2H-pyran-2-yl]-3-methylpenta-1,3-dien-1-yl}-1,6-dioxaspiro[2.5]oct-5-yl]acetyl}hydrazinyl)carbonyl]oxy}methyl)phenyl]-N-5-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: 5.2%

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) + (2S,3Z)-5-{[(2R,3R,5S,6S)-6-{(2E,4E)-5-[(3S,5S,7S)-7-(2-hydrazinyl-2-oxoethyl)-l,6-dioxaspiro[2.5]oct-5-yl]-3-methylpenta-2,4-dien-1-yl}-2,5-dimethyltetrahydro-2H-pyran-3-yl]amino}-5-oxopent-3-en-2-yl acetate (1609106-04-8) → N-(6-aminohexanoyl)-L-valyl-N-[4-({[(2-{[(3S,5S,7S)-7-{(1E,3E)-5-[(2S,3S,5R,6R)5-{[(2Z,4S)-4-(acetyloxy)pent-2-enoyl]amino}-3,6-dimethyltetrahydro-2H-pyran-2-yl]-3-methylpenta-1,3-dien-1-yl}-1,6-dioxaspiro[2.5]oct-5-yl]acetyl}hydrazinyl)carbonyl]oxy}methyl)phenyl]-N-5-carbamoyl-L-ornithinamide (1632152-25-0)

Guidance literature:

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; (2S,3Z)-5-{[(2R,3R,5S,6S)-6-{(2E,4E)-5-[(3S,5S,7S)-7-(2-hydrazinyl-2-oxoethyl)-l,6-dioxaspiro[2.5]oct-5-yl]-3-methylpenta-2,4-dien-1-yl}-2,5-dimethyltetrahydro-2H-pyran-3-yl]amino}-5-oxopent-3-en-2-yl acetate; With 2,6-dimethylpyridine; 1-hydroxy-7-aza-benzotriazole; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 50 ℃; for 1.5h;

With piperidine; In N,N-dimethyl-formamide; at 20 ℃; for 2h;

Reference yield:

(2S)-2-[[(2S)-2-amino-3-methylbutanoyl]amino]-N-[4-(hydroxymethyl)phenyl]-5-ureidopentanamide (159857-79-1) → N-(6-aminohexanoyl)-L-valyl-N-[4-({[(2-{[(3S,5S,7S)-7-{(1E,3E)-5-[(2S,3S,5R,6R)5-{[(2Z,4S)-4-(acetyloxy)pent-2-enoyl]amino}-3,6-dimethyltetrahydro-2H-pyran-2-yl]-3-methylpenta-1,3-dien-1-yl}-1,6-dioxaspiro[2.5]oct-5-yl]acetyl}hydrazinyl)carbonyl]oxy}methyl)phenyl]-N-5-carbamoyl-L-ornithinamide (1632152-25-0)

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; 2,6-dimethylpyridine; 1-hydroxy-7-aza-benzotriazole / N,N-dimethyl-formamide / 1.5 h / 50 °C

3.2: 2 h / 20 °C

With 2,6-dimethylpyridine; 1-hydroxy-7-aza-benzotriazole; N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide;

Reference yield:

6-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}hexanoic acid (88574-06-5) → N-(6-aminohexanoyl)-L-valyl-N-[4-({[(2-{[(3S,5S,7S)-7-{(1E,3E)-5-[(2S,3S,5R,6R)5-{[(2Z,4S)-4-(acetyloxy)pent-2-enoyl]amino}-3,6-dimethyltetrahydro-2H-pyran-2-yl]-3-methylpenta-1,3-dien-1-yl}-1,6-dioxaspiro[2.5]oct-5-yl]acetyl}hydrazinyl)carbonyl]oxy}methyl)phenyl]-N-5-carbamoyl-L-ornithinamide (1632152-25-0)

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; 2,6-dimethylpyridine; 1-hydroxy-7-aza-benzotriazole / N,N-dimethyl-formamide / 1.5 h / 50 °C

3.2: 2 h / 20 °C

With 2,6-dimethylpyridine; 1-hydroxy-7-aza-benzotriazole; 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

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

(2S,3Z)-5-{[(2R,3R,5S,6S)-6-{(2E,4E)-5-[(3S,5S,7S)-7-(2-hydrazinyl-2-oxoethyl)-l,6-dioxaspiro[2.5]oct-5-yl]-3-methylpenta-2,4-dien-1-yl}-2,5-dimethyltetrahydro-2H-pyran-3-yl]amino}-5-oxopent-3-en-2-yl acetate

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