N-((tert-butoxy)carbonyl)-L-valyl-N-{[1-(2-{[(4S)-10-bromo-4-ethyl-3,14-dioxo-3,4,12,14-tetrahydro-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinolin-4-yl]oxy}-2-oxoethyl)cyclohexyl]methyl}-N⁵-carbamoyl-L-ornithinamide

Base Information

• Chemical Name: N-((tert-butoxy)carbonyl)-L-valyl-N-{[1-(2-{[(4S)-10-bromo-4-ethyl-3,14-dioxo-3,4,12,14-tetrahydro-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinolin-4-yl]oxy}-2-oxoethyl)cyclohexyl]methyl}-N⁵-carbamoyl-L-ornithinamide
• CAS No.: 1609075-21-9
• Molecular Formula: C₄₅H₅₈BrN₇O₁₀
• Molecular Weight: 936.9

Synonyms:N-((tert-butoxy)carbonyl)-L-valyl-N-{[1-(2-{[(4S)-10-bromo-4-ethyl-3,14-dioxo-3,4,12,14-tetrahydro-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinolin-4-yl]oxy}-2-oxoethyl)cyclohexyl]methyl}-N⁵-carbamoyl-L-ornithinamide

Chemical Property of N-((tert-butoxy)carbonyl)-L-valyl-N-{[1-(2-{[(4S)-10-bromo-4-ethyl-3,14-dioxo-3,4,12,14-tetrahydro-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinolin-4-yl]oxy}-2-oxoethyl)cyclohexyl]methyl}-N⁵-carbamoyl-L-ornithinamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of N-((tert-butoxy)carbonyl)-L-valyl-N-{[1-(2-{[(4S)-10-bromo-4-ethyl-3,14-dioxo-3,4,12,14-tetrahydro-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinolin-4-yl]oxy}-2-oxoethyl)cyclohexyl]methyl}-N⁵-carbamoyl-L-ornithinamide

There total 4 articles about N-((tert-butoxy)carbonyl)-L-valyl-N-{[1-(2-{[(4S)-10-bromo-4-ethyl-3,14-dioxo-3,4,12,14-tetrahydro-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinolin-4-yl]oxy}-2-oxoethyl)cyclohexyl]methyl}-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: 58.0%

(6S,9S)-1-amino-9-isopropyl-13,13-dimethyl-1,8,11-trioxo-12-oxa-2,7,10-triazatetradecane-6-carboxylic acid (870487-08-4) + 4(S)-10-bromo-4-ethyl-3,14-dioxo-3,4,12,14-tetrahydro-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinolin-4-yl [1-(aminomethyl)cyclohexyl]acetate hydrochloride (1609075-17-3) → N-((tert-butoxy)carbonyl)-L-valyl-N-{[1-(2-{[(4S)-10-bromo-4-ethyl-3,14-dioxo-3,4,12,14-tetrahydro-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinolin-4-yl]oxy}-2-oxoethyl)cyclohexyl]methyl}-N5-carbamoyl-L-ornithinamide (1609075-21-9)

Guidance literature:

(6S,9S)-1-amino-9-isopropyl-13,13-dimethyl-1,8,11-trioxo-12-oxa-2,7,10-triazatetradecane-6-carboxylic acid; With benzotriazol-1-ol; dicyclohexyl-carbodiimide; In tetrahydrofuran; at 20 ℃; for 3h;

4(S)-10-bromo-4-ethyl-3,14-dioxo-3,4,12,14-tetrahydro-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinolin-4-yl [1-(aminomethyl)cyclohexyl]acetate hydrochloride; With dmap; In tetrahydrofuran; at 20 ℃; for 0.666667h;

Reference yield:

N-[6-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)hexanoyl]-L-valyl-N-{[1-(2-{[(4S)-10-bromo-4-ethyl-3,14-dioxo-3,4,12,14-tetrahydro-1H-pyrano[3',4':6,7]indol izino[1,2-b]quinolin-4-yl]oxy}-2-oxoethyl)cyclohexyl]methyl}-N5-carbamoyl-L-ornithinamide (1609075-30-0) → N-((tert-butoxy)carbonyl)-L-valyl-N-{[1-(2-{[(4S)-10-bromo-4-ethyl-3,14-dioxo-3,4,12,14-tetrahydro-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinolin-4-yl]oxy}-2-oxoethyl)cyclohexyl]methyl}-N5-carbamoyl-L-ornithinamide (1609075-21-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: diethylenetriaminopentaacetic acid; sodium chloride / aq. buffer / 1 h / 21 °C

2.1: cathepsin B / aq. buffer / 20 - 40 °C

3.1: dicyclohexyl-carbodiimide; benzotriazol-1-ol / tetrahydrofuran / 3 h / 20 °C

3.2: 0.67 h / 20 °C

With diethylenetriaminopentaacetic acid; benzotriazol-1-ol; dicyclohexyl-carbodiimide; sodium chloride; cathepsin B; In tetrahydrofuran;

Reference yield:

L-valyl-N-{[1-(2-{[(4S)-10-bromo-4-ethyl-3,14-dioxo-3,4,12,14-tetrahydro-1H-pyrano[3',4’:6,7]indolizino[1,2-b]quinolin-4-yl]oxy}-2-oxoethyl)cyclohexyl]methyl}-N5-carbamoyl-L-ornithinamide (1609075-27-5) → N-((tert-butoxy)carbonyl)-L-valyl-N-{[1-(2-{[(4S)-10-bromo-4-ethyl-3,14-dioxo-3,4,12,14-tetrahydro-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinolin-4-yl]oxy}-2-oxoethyl)cyclohexyl]methyl}-N5-carbamoyl-L-ornithinamide (1609075-21-9)

Guidance literature:

Multi-step reaction with 4 steps

1.1: dicyclohexyl-carbodiimide; benzotriazol-1-ol / tetrahydrofuran / 3 h / 20 °C

1.2: 0.33 h / 20 °C

2.1: diethylenetriaminopentaacetic acid; sodium chloride / aq. buffer / 1 h / 21 °C

3.1: cathepsin B / aq. buffer / 20 - 40 °C

4.1: dicyclohexyl-carbodiimide; benzotriazol-1-ol / tetrahydrofuran / 3 h / 20 °C

4.2: 0.67 h / 20 °C

With diethylenetriaminopentaacetic acid; benzotriazol-1-ol; dicyclohexyl-carbodiimide; sodium chloride; cathepsin B; In tetrahydrofuran;

upstream raw materials:

(6S,9S)-1-amino-9-isopropyl-13,13-dimethyl-1,8,11-trioxo-12-oxa-2,7,10-triazatetradecane-6-carboxylic acid

4(S)-10-bromo-4-ethyl-3,14-dioxo-3,4,12,14-tetrahydro-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinolin-4-yl [1-(aminomethyl)cyclohexyl]acetate hydrochloride

L-valyl-N-{[1-(2-{[(4S)-10-bromo-4-ethyl-3,14-dioxo-3,4,12,14-tetrahydro-1H-pyrano[3',4’:6,7]indolizino[1,2-b]quinolin-4-yl]oxy}-2-oxoethyl)cyclohexyl]methyl}-N⁵-carbamoyl-L-ornithinamide

N-[6-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)hexanoyl]-L-valyl-N-{[1-(2-{[(4S)-10-bromo-4-ethyl-3,14-dioxo-3,4,12,14-tetrahydro-1H-pyrano[3',4':6,7]indol izino[1,2-b]quinolin-4-yl]oxy}-2-oxoethyl)cyclohexyl]methyl}-N⁵-carbamoyl-L-ornithinamide

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