(2R,6S,9S,11R,14aS,15S,16S,20S,23S,25aS)-9-amino-20-{(1R)-3-[(1,3-dihydroxypropan-2-yl)amino]-1-hydroxypropyl}-2,11,15-trihydroxy-6-[(1R)-1-hydroxyethyl]-23-[(1R)-1-hydroxy-2-(4-hydroxy-3-methoxyphenyl)ethyl]-16-methyloctadecahydro-19H-dipyrrolo[2,1-c:2′,1′-l][1,4,7,10,13,16]-hexaazacyclohenicosine-5,8,14,19,22,25(9H)-hexone

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Chemical Name:(2R,6S,9S,11R,14aS,15S,16S,20S,23S,25aS)-9-amino-20-{(1R)-3-[(1,3-dihydroxypropan-2-yl)amino]-1-hydroxypropyl}-2,11,15-trihydroxy-6-[(1R)-1-hydroxyethyl]-23-[(1R)-1-hydroxy-2-(4-hydroxy-3-methoxyphenyl)ethyl]-16-methyloctadecahydro-19H-dipyrrolo[2,1-c:2′,1′-l][1,4,7,10,13,16]-hexaazacyclohenicosine-5,8,14,19,22,25(9H)-hexone
CAS No.:1150107-85-9
Molecular Formula:C₃₉H₆₂N₈O₁₆
Molecular Weight:898.965
Hs Code.:

(2R,6S,9S,11R,14aS,15S,16S,20S,23S,25aS)-9-amino-20-{(1R)-3-[(1,3-dihydroxypropan-2-yl)amino]-1-hydroxypropyl}-2,11,15-trihydroxy-6-[(1R)-1-hydroxyethyl]-23-[(1R)-1-hydroxy-2-(4-hydroxy-3-methoxyphenyl)ethyl]-16-methyloctadecahydro-19H-dipyrrolo[2,1-c:2′,1′-l][1,4,7,10,13,16]-hexaazacyclohenicosine-5,8,14,19,22,25(9H)-hexone

Synonyms:(2R,6S,9S,11R,14aS,15S,16S,20S,23S,25aS)-9-amino-20-{(1R)-3-[(1,3-dihydroxypropan-2-yl)amino]-1-hydroxypropyl}-2,11,15-trihydroxy-6-[(1R)-1-hydroxyethyl]-23-[(1R)-1-hydroxy-2-(4-hydroxy-3-methoxyphenyl)ethyl]-16-methyloctadecahydro-19H-dipyrrolo[2,1-c:2′,1′-l][1,4,7,10,13,16]-hexaazacyclohenicosine-5,8,14,19,22,25(9H)-hexone

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Chemical Property of (2R,6S,9S,11R,14aS,15S,16S,20S,23S,25aS)-9-amino-20-{(1R)-3-[(1,3-dihydroxypropan-2-yl)amino]-1-hydroxypropyl}-2,11,15-trihydroxy-6-[(1R)-1-hydroxyethyl]-23-[(1R)-1-hydroxy-2-(4-hydroxy-3-methoxyphenyl)ethyl]-16-methyloctadecahydro-19H-dipyrrolo[2,1-c:2′,1′-l][1,4,7,10,13,16]-hexaazacyclohenicosine-5,8,14,19,22,25(9H)-hexone

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Technology Process of (2R,6S,9S,11R,14aS,15S,16S,20S,23S,25aS)-9-amino-20-{(1R)-3-[(1,3-dihydroxypropan-2-yl)amino]-1-hydroxypropyl}-2,11,15-trihydroxy-6-[(1R)-1-hydroxyethyl]-23-[(1R)-1-hydroxy-2-(4-hydroxy-3-methoxyphenyl)ethyl]-16-methyloctadecahydro-19H-dipyrrolo[2,1-c:2′,1′-l][1,4,7,10,13,16]-hexaazacyclohenicosine-5,8,14,19,22,25(9H)-hexone

There total 9 articles about (2R,6S,9S,11R,14aS,15S,16S,20S,23S,25aS)-9-amino-20-{(1R)-3-[(1,3-dihydroxypropan-2-yl)amino]-1-hydroxypropyl}-2,11,15-trihydroxy-6-[(1R)-1-hydroxyethyl]-23-[(1R)-1-hydroxy-2-(4-hydroxy-3-methoxyphenyl)ethyl]-16-methyloctadecahydro-19H-dipyrrolo[2,1-c:2′,1′-l][1,4,7,10,13,16]-hexaazacyclohenicosine-5,8,14,19,22,25(9H)-hexone 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: 44.6%

: 1609399-37-2
N-{(2R,6S,9S,11R,14aS,15S,16S,20S,23S,25aS)-20-[(1R)-3-[(1,3-dihydroxypropan-2-yl)amino]-1-hydroxypropyl]-2,11,15-trihydroxy-6-[(1R)-1-hydroxyethyl]-23-[(1R)-1-hydroxy-2-(4-hydroxy-3-methoxyphenyl)ethyl]-16-methyl-5,8,14,19,22,25-hexaoxotetracosahydro-1H-dipyrrolo[2,1-c:2′,1′-l][1,4,7,10,13,16]-hexaazacyclohenicosin-9-yl}hexadecanamide monohydrochloride

: 1150107-85-9
(2R,6S,9S,11R,14aS,15S,16S,20S,23S,25aS)-9-amino-20-{(1R)-3-[(1,3-dihydroxypropan-2-yl)amino]-1-hydroxypropyl}-2,11,15-trihydroxy-6-[(1R)-1-hydroxyethyl]-23-[(1R)-1-hydroxy-2-(4-hydroxy-3-methoxyphenyl)ethyl]-16-methyloctadecahydro-19H-dipyrrolo[2,1-c:2′,1′-l][1,4,7,10,13,16]-hexaazacyclohenicosine-5,8,14,19,22,25(9H)-hexone

Guidance literature:: With acylase from Streptomyces sp. no. 6907; sodium hydroxide; In methanol; water; at 37 ℃; for 6h; pH=8; Large scale; Enzymatic reaction;
DOI:10.1021/op500078y

Reference yield:

: FR₉₀₁₃₇₉

: 1150107-85-9
(2R,6S,9S,11R,14aS,15S,16S,20S,23S,25aS)-9-amino-20-{(1R)-3-[(1,3-dihydroxypropan-2-yl)amino]-1-hydroxypropyl}-2,11,15-trihydroxy-6-[(1R)-1-hydroxyethyl]-23-[(1R)-1-hydroxy-2-(4-hydroxy-3-methoxyphenyl)ethyl]-16-methyloctadecahydro-19H-dipyrrolo[2,1-c:2′,1′-l][1,4,7,10,13,16]-hexaazacyclohenicosine-5,8,14,19,22,25(9H)-hexone

Guidance literature:: Multi-step reaction with 8 steps

1.1: tert-butyldimethylsilane; trifluoroacetic acid / 8 h / 0 - 10 °C / Large scale

2.1: lithium hydroxide / N,N-dimethyl-formamide; water / 1 h / 19 - 23 °C / Large scale

3.1: hydrogenchloride / methanol / 17 h / 7 - 20 °C / Large scale

4.1: lithium hydroxide / N,N-dimethyl-formamide; water / 6 h / 1 - 24 °C / Large scale

5.1: cobalt(II) chloride; sodium tetrahydroborate / tetrahydrofuran / -30 - 25 °C

6.1: hydrogen; palladium on activated charcoal / ethanol / 1 h / 35 °C / 1810.07 Torr / Autoclave; Large scale

6.2: pH 2.3 / Large scale

7.1: 2-picoline borane complex / methanol / 17 h / 2 - 23 °C / Large scale

8.1: sodium hydroxide; acylase from Streptomyces sp. no. 6907 / water; methanol / 6 h / 37 °C / pH 8 / Large scale; Enzymatic reaction

With hydrogenchloride; sodium tetrahydroborate; 2-picoline borane complex; palladium on activated charcoal; tert-butyldimethylsilane; acylase from Streptomyces sp. no. 6907; hydrogen; trifluoroacetic acid; cobalt(II) chloride; sodium hydroxide; lithium hydroxide; In tetrahydrofuran; methanol; ethanol; water; N,N-dimethyl-formamide;
DOI:10.1021/op500078y

Reference yield:

: 1609399-32-7
N-{(2R,6S,9S,11R,14aS,15S,16S,20S,23S,25aS)-20-[(1R)-3-amino-1-hydroxy-3-oxopropyl]-23-{(1R)-2-[4-(benzyloxy)-3-hydroxyphenyl]-1-hydroxyethyl}-2,11,15-trihydroxy-6-[(1R)-1-hydroxyethyl]-16-methyl-5,8,14,19,22,25-hexaoxotetracosahydro-1H-dipyrrolo[2,1-c:2′,1′-l][1,4,7,10,13,16]-hexaazacyclohenicosin-9-yl}hexadecanamide

: 1150107-85-9
(2R,6S,9S,11R,14aS,15S,16S,20S,23S,25aS)-9-amino-20-{(1R)-3-[(1,3-dihydroxypropan-2-yl)amino]-1-hydroxypropyl}-2,11,15-trihydroxy-6-[(1R)-1-hydroxyethyl]-23-[(1R)-1-hydroxy-2-(4-hydroxy-3-methoxyphenyl)ethyl]-16-methyloctadecahydro-19H-dipyrrolo[2,1-c:2′,1′-l][1,4,7,10,13,16]-hexaazacyclohenicosine-5,8,14,19,22,25(9H)-hexone

Guidance literature:: Multi-step reaction with 5 steps

1.1: lithium hydroxide / N,N-dimethyl-formamide; water / 6 h / 1 - 24 °C / Large scale

2.1: cobalt(II) chloride; sodium tetrahydroborate / tetrahydrofuran / -30 - 25 °C

3.1: hydrogen; palladium on activated charcoal / ethanol / 1 h / 35 °C / 1810.07 Torr / Autoclave; Large scale

3.2: pH 2.3 / Large scale

4.1: 2-picoline borane complex / methanol / 17 h / 2 - 23 °C / Large scale

5.1: sodium hydroxide; acylase from Streptomyces sp. no. 6907 / water; methanol / 6 h / 37 °C / pH 8 / Large scale; Enzymatic reaction

With sodium tetrahydroborate; 2-picoline borane complex; palladium on activated charcoal; acylase from Streptomyces sp. no. 6907; hydrogen; cobalt(II) chloride; sodium hydroxide; lithium hydroxide; In tetrahydrofuran; methanol; ethanol; water; N,N-dimethyl-formamide;
DOI:10.1021/op500078y