Technology Process of (6S,12R)-18-[(1S)-1-(benzyloxy)ethyl]-6-[(benzyloxy)methyl]-11-hydroxy-2,2,10,12-tetramethyl-4,7,13,16-tetraoxo-15-(propan-2-yl)-9-tridecyl-3,8-dioxa-5,14,17-triazanonadecan-19-oic acid
There total 20 articles about (6S,12R)-18-[(1S)-1-(benzyloxy)ethyl]-6-[(benzyloxy)methyl]-11-hydroxy-2,2,10,12-tetramethyl-4,7,13,16-tetraoxo-15-(propan-2-yl)-9-tridecyl-3,8-dioxa-5,14,17-triazanonadecan-19-oic acid which
guide to synthetic route it.
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synthetic route:
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1613724-70-1
prop-2-en-1-yl (6S,12R)-18-[(1S)-1-(benzyloxy)ethyl]-6-[ (benzyloxy)methyl]-11-hydroxy-2,2,10,12-tetramethyl-4,7,13,16-tetraoxo-15-(propan-2-yl)-9-tridecyl-3,8-dioxa-5,14,17-triazanonadecan-19-oate
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1613724-82-5
(6S,12R)-18-[(1S)-1-(benzyloxy)ethyl]-6-[(benzyloxy)methyl]-11-hydroxy-2,2,10,12-tetramethyl-4,7,13,16-tetraoxo-15-(propan-2-yl)-9-tridecyl-3,8-dioxa-5,14,17-triazanonadecan-19-oic acid
- Guidance literature:
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With
morpholine; tetrakis(triphenylphosphine) palladium(0);
In
tetrahydrofuran;
at 25 ℃;
for 0.5h;
Inert atmosphere;
DOI:10.1002/hlca.201300255
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1613724-82-5
(6S,12R)-18-[(1S)-1-(benzyloxy)ethyl]-6-[(benzyloxy)methyl]-11-hydroxy-2,2,10,12-tetramethyl-4,7,13,16-tetraoxo-15-(propan-2-yl)-9-tridecyl-3,8-dioxa-5,14,17-triazanonadecan-19-oic acid
- Guidance literature:
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Multi-step reaction with 6 steps
1.1: dicyclohexyl-carbodiimide; dmap / dichloromethane / 0.5 h / 0 °C / Inert atmosphere
1.2: 2.5 h / 0 °C / Inert atmosphere
2.1: acetic acid / water / 10 h / 20 °C / Inert atmosphere
3.1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene / dichloromethane / 2 h / 0 °C / Inert atmosphere
4.1: 2-methyl-but-2-ene; sodium dihydrogenphosphate dihydrate; sodium chlorite / water; acetonitrile / 0.33 h / 20 °C / Inert atmosphere
5.1: trifluoroacetic acid / dichloromethane / 1 h / 0 °C / Inert atmosphere
5.2: 4.15 h / 0 - 20 °C / Inert atmosphere
6.1: morpholine; tetrakis(triphenylphosphine) palladium(0) / tetrahydrofuran / 0.5 h / 25 °C / Inert atmosphere
With
morpholine; dmap; sodium chlorite; tetrakis(triphenylphosphine) palladium(0); sodium dihydrogenphosphate dihydrate; 2-methyl-but-2-ene; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene; acetic acid; dicyclohexyl-carbodiimide; trifluoroacetic acid;
In
tetrahydrofuran; dichloromethane; water; acetonitrile;
DOI:10.1002/hlca.201300255
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1613724-82-5
(6S,12R)-18-[(1S)-1-(benzyloxy)ethyl]-6-[(benzyloxy)methyl]-11-hydroxy-2,2,10,12-tetramethyl-4,7,13,16-tetraoxo-15-(propan-2-yl)-9-tridecyl-3,8-dioxa-5,14,17-triazanonadecan-19-oic acid
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: acetic acid / water / 10 h / 20 °C / Inert atmosphere
2.1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene / dichloromethane / 2 h / 0 °C / Inert atmosphere
3.1: 2-methyl-but-2-ene; sodium dihydrogenphosphate dihydrate; sodium chlorite / water; acetonitrile / 0.33 h / 20 °C / Inert atmosphere
4.1: trifluoroacetic acid / dichloromethane / 1 h / 0 °C / Inert atmosphere
4.2: 4.15 h / 0 - 20 °C / Inert atmosphere
5.1: morpholine; tetrakis(triphenylphosphine) palladium(0) / tetrahydrofuran / 0.5 h / 25 °C / Inert atmosphere
With
morpholine; sodium chlorite; tetrakis(triphenylphosphine) palladium(0); sodium dihydrogenphosphate dihydrate; 2-methyl-but-2-ene; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene; acetic acid; trifluoroacetic acid;
In
tetrahydrofuran; dichloromethane; water; acetonitrile;
DOI:10.1002/hlca.201300255