(6S,9S,12S,14aS,20S,23S,25aS)-20-benzyl-6,12-di((S)-sec-butyl)-9-(hydroxymethyl)-23-isobutylhexadecahydro-1H-dipyrrolo[1,2-a:1',2'-j][1,4,7,10,13,16,19]heptaazacyclohenicosine-5,8,11,14,19,22,25(25aH)heptaone

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Chemical Name:(6S,9S,12S,14aS,20S,23S,25aS)-20-benzyl-6,12-di((S)-sec-butyl)-9-(hydroxymethyl)-23-isobutylhexadecahydro-1H-dipyrrolo[1,2-a:1',2'-j][1,4,7,10,13,16,19]heptaazacyclohenicosine-5,8,11,14,19,22,25(25aH)heptaone
CAS No.:1173882-19-3
Molecular Formula:C₄₀H₆₁N₇O₈
Molecular Weight:767.966
Hs Code.:

(6S,9S,12S,14aS,20S,23S,25aS)-20-benzyl-6,12-di((S)-sec-butyl)-9-(hydroxymethyl)-23-isobutylhexadecahydro-1H-dipyrrolo[1,2-a:1',2'-j][1,4,7,10,13,16,19]heptaazacyclohenicosine-5,8,11,14,19,22,25(25aH)heptaone

Synonyms:(6S,9S,12S,14aS,20S,23S,25aS)-20-benzyl-6,12-di((S)-sec-butyl)-9-(hydroxymethyl)-23-isobutylhexadecahydro-1H-dipyrrolo[1,2-a:1',2'-j][1,4,7,10,13,16,19]heptaazacyclohenicosine-5,8,11,14,19,22,25(25aH)heptaone

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Chemical Property of (6S,9S,12S,14aS,20S,23S,25aS)-20-benzyl-6,12-di((S)-sec-butyl)-9-(hydroxymethyl)-23-isobutylhexadecahydro-1H-dipyrrolo[1,2-a:1',2'-j][1,4,7,10,13,16,19]heptaazacyclohenicosine-5,8,11,14,19,22,25(25aH)heptaone

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Technology Process of (6S,9S,12S,14aS,20S,23S,25aS)-20-benzyl-6,12-di((S)-sec-butyl)-9-(hydroxymethyl)-23-isobutylhexadecahydro-1H-dipyrrolo[1,2-a:1',2'-j][1,4,7,10,13,16,19]heptaazacyclohenicosine-5,8,11,14,19,22,25(25aH)heptaone

There total 27 articles about (6S,9S,12S,14aS,20S,23S,25aS)-20-benzyl-6,12-di((S)-sec-butyl)-9-(hydroxymethyl)-23-isobutylhexadecahydro-1H-dipyrrolo[1,2-a:1',2'-j][1,4,7,10,13,16,19]heptaazacyclohenicosine-5,8,11,14,19,22,25(25aH)heptaone 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: 80.0%

: [N-(L-isoleucyl)-O-(tert-butyl)-L-seryl]-L-isoleucyl-L-prolyl-L-leucyl-L-phenylalanyl-L-proline

: 1173882-19-3
(6S,9S,12S,14aS,20S,23S,25aS)-20-benzyl-6,12-di((S)-sec-butyl)-9-(hydroxymethyl)-23-isobutylhexadecahydro-1H-dipyrrolo[1,2-a:1',2'-j][1,4,7,10,13,16,19]heptaazacyclohenicosine-5,8,11,14,19,22,25(25aH)heptaone

Guidance literature:: [N-(L-isoleucyl)-O-(tert-butyl)-L-seryl]-L-isoleucyl-L-prolyl-L-leucyl-L-phenylalanyl-L-proline; With pentafluorophenyl diphenyl-phosphinate; N-ethyl-N,N-diisopropylamine; In acetonitrile; at 20 ℃; for 12h;

With trifluoroacetic acid; In dichloromethane; at 1 ℃;
DOI:10.1016/j.tetlet.2016.07.044

Reference yield:

: 13734-34-4
N-tert-butoxycarbonyl-L-phenylalanine

: 1173882-19-3
(6S,9S,12S,14aS,20S,23S,25aS)-20-benzyl-6,12-di((S)-sec-butyl)-9-(hydroxymethyl)-23-isobutylhexadecahydro-1H-dipyrrolo[1,2-a:1',2'-j][1,4,7,10,13,16,19]heptaazacyclohenicosine-5,8,11,14,19,22,25(25aH)heptaone

Guidance literature:: Multi-step reaction with 10 steps

1.1: dicyclohexyl-carbodiimide / dichloromethane / 0.5 h / Inert atmosphere

1.2: 12 h / 25 °C / Inert atmosphere

2.1: triethylamine / acetonitrile; water / 16 h / -40 - 25 °C

3.1: hydrogenchloride / 1,4-dioxane / 1 h / 25 °C

4.1: 4-methyl-morpholine; isobutyl chloroformate / N,N-dimethyl-formamide; tetrahydrofuran / 12 h / -15 - 25 °C / Inert atmosphere

5.1: hydrogenchloride / 1,4-dioxane / 1 h / 25 °C

6.1: 4-methyl-morpholine; isobutyl chloroformate / N,N-dimethyl-formamide; tetrahydrofuran / 12 h / -15 - 25 °C / Inert atmosphere

7.1: lithium hydroxide; water / tetrahydrofuran; methanol / 2 h / 25 °C

8.1: hydrogenchloride / 1,4-dioxane / 1 h / 25 °C

9.1: N-ethyl-N,N-diisopropylamine; pentafluorophenyl diphenyl-phosphinate / acetonitrile / 25 °C

10.1: hydrogen; palladium on activated charcoal / methanol / 48 h

With 4-methyl-morpholine; hydrogenchloride; palladium on activated charcoal; pentafluorophenyl diphenyl-phosphinate; water; hydrogen; triethylamine; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; lithium hydroxide; isobutyl chloroformate; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1039/c3cc39291k

Reference yield:

: 68385-28-4
(2S)-2-{[(2S)-1-(tert-butoxycarbonyl)pyrrolidine-2-carbonyl]amino}-4-methylpentanoic acid

: 1173882-19-3
(6S,9S,12S,14aS,20S,23S,25aS)-20-benzyl-6,12-di((S)-sec-butyl)-9-(hydroxymethyl)-23-isobutylhexadecahydro-1H-dipyrrolo[1,2-a:1',2'-j][1,4,7,10,13,16,19]heptaazacyclohenicosine-5,8,11,14,19,22,25(25aH)heptaone

Guidance literature:: Multi-step reaction with 7 steps

1: 4-methyl-morpholine; isobutyl chloroformate / N,N-dimethyl-formamide; tetrahydrofuran / 12 h / -15 - 25 °C / Inert atmosphere

2: hydrogenchloride / 1,4-dioxane / 1 h / 25 °C

3: 4-methyl-morpholine; isobutyl chloroformate / N,N-dimethyl-formamide; tetrahydrofuran / 12 h / -15 - 25 °C / Inert atmosphere

4: lithium hydroxide; water / tetrahydrofuran; methanol / 2 h / 25 °C

5: hydrogenchloride / 1,4-dioxane / 1 h / 25 °C

6: N-ethyl-N,N-diisopropylamine; pentafluorophenyl diphenyl-phosphinate / acetonitrile / 25 °C

7: hydrogen; palladium on activated charcoal / methanol / 48 h

With 4-methyl-morpholine; hydrogenchloride; palladium on activated charcoal; pentafluorophenyl diphenyl-phosphinate; water; hydrogen; N-ethyl-N,N-diisopropylamine; lithium hydroxide; isobutyl chloroformate; In tetrahydrofuran; 1,4-dioxane; methanol; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1039/c3cc39291k