Technology Process of 3-[(2S,8R,9R)-11-[(S)-1-(methoxymethyl)propan-2-yl]-2,9-dimethyl-8-[(N-methyl(4-fluorobenzene)sulfonamido)methyl]-12-oxo-2,3,4,5,6,8,9,10,11,12-decahydro-1,7,11-benzodioxaazacyclotetradecin-14-yl]-1-phenylurea
There total 17 articles about 3-[(2S,8R,9R)-11-[(S)-1-(methoxymethyl)propan-2-yl]-2,9-dimethyl-8-[(N-methyl(4-fluorobenzene)sulfonamido)methyl]-12-oxo-2,3,4,5,6,8,9,10,11,12-decahydro-1,7,11-benzodioxaazacyclotetradecin-14-yl]-1-phenylurea 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:
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1255397-71-7
3-[(2S,8R,9R)-11-((S)-1-hydroxypropan-2-yl)-2,9-dimethyl-8-[(N-methyl(4-fluorobenzene)sulfonamido)methyl]-12-oxo-2,3,4,5,6,8,9,10,11,12-decahydro-1,7,11-benzodioxaazacyclotetradecin-14-yl]-1-phenylurea
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1353557-50-2
3-[(2S,8R,9R)-11-[(S)-1-(methoxymethyl)propan-2-yl]-2,9-dimethyl-8-[(N-methyl(4-fluorobenzene)sulfonamido)methyl]-12-oxo-2,3,4,5,6,8,9,10,11,12-decahydro-1,7,11-benzodioxaazacyclotetradecin-14-yl]-1-phenylurea
- Guidance literature:
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With
sodium hexamethyldisilazane;
In
tetrahydrofuran;
at 0 - 20 ℃;
for 16h;
Inert atmosphere;
DOI:10.1021/ml200244k
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1255214-08-4
allyl (((2S,8R,9R)-14-((((9H-fIuoren-9-yl)methoxy)carbonyl)amino)-11-((S)-1-hydroxypropan-2-yl)-2,9-dimethyl-12-oxo-2,3,4,5,6,8,9,10,11,12-decahydrobenzo[b][1,9,5]dioxaazacyclotetradecin-8-yl)methyl)(methyl)carbamate
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1353557-50-2
3-[(2S,8R,9R)-11-[(S)-1-(methoxymethyl)propan-2-yl]-2,9-dimethyl-8-[(N-methyl(4-fluorobenzene)sulfonamido)methyl]-12-oxo-2,3,4,5,6,8,9,10,11,12-decahydro-1,7,11-benzodioxaazacyclotetradecin-14-yl]-1-phenylurea
- Guidance literature:
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Multi-step reaction with 6 steps
1.1: pyridine / dichloromethane / 4 h / 20 °C / Inert atmosphere
2.1: piperidine / N,N-dimethyl-formamide / 0.67 h / 20 °C / Inert atmosphere
2.2: 3 h / 20 °C
3.1: tetrakis(triphenylphosphine) palladium(0); 1,3-dimethylbarbituric acid / dichloromethane / 1 h / Inert atmosphere
4.1: 2,6-dimethylpyridine / dichloromethane / 15 h / 20 °C / Inert atmosphere
5.1: methanol; potassium carbonate / 15 h / 20 °C / Inert atmosphere
6.1: sodium hexamethyldisilazane / tetrahydrofuran / 16 h / 0 - 20 °C / Inert atmosphere
With
piperidine; pyridine; 2,6-dimethylpyridine; methanol; tetrakis(triphenylphosphine) palladium(0); 1,3-dimethylbarbituric acid; sodium hexamethyldisilazane; potassium carbonate;
In
tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ml200244k
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1353557-50-2
3-[(2S,8R,9R)-11-[(S)-1-(methoxymethyl)propan-2-yl]-2,9-dimethyl-8-[(N-methyl(4-fluorobenzene)sulfonamido)methyl]-12-oxo-2,3,4,5,6,8,9,10,11,12-decahydro-1,7,11-benzodioxaazacyclotetradecin-14-yl]-1-phenylurea
- Guidance literature:
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Multi-step reaction with 10 steps
1.1: benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine
2.1: tetrabutyl ammonium fluoride
3.1: sodium hydride
4.1: Hoveyda-Grubbs catalyst second generation
5.1: palladium 10% on activated carbon; hydrogen
6.1: dichloromethane / 16 h / Inert atmosphere
7.1: 2,6-dimethylpyridine; t-butyldimethylsiyl triflate / dichloromethane / 3.5 h / 0 - 20 °C / Inert atmosphere
7.2: 0.5 h
8.1: 2,6-dimethylpyridine / dichloromethane / 20 °C / Inert atmosphere
9.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane / 16 h / 0 - 20 °C / pH 7 / aq. buffer; Inert atmosphere
10.1: sodium hexamethyldisilazane / tetrahydrofuran / 16 h / 0 - 20 °C / Inert atmosphere
With
2,6-dimethylpyridine; Hoveyda-Grubbs catalyst second generation; palladium 10% on activated carbon; t-butyldimethylsiyl triflate; tetrabutyl ammonium fluoride; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; hydrogen; sodium hexamethyldisilazane; sodium hydride; N-ethyl-N,N-diisopropylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone;
In
tetrahydrofuran; dichloromethane;
DOI:10.1021/ml200244k