Technology Process of (5R,8S,11S)-8-isopropyl-11-(4-mercaptobut-1-enyl)-5-methyl-10-oxa-3,17-dithia-7,14,19,20-tetraazatricyclo[14.2.1.1(2,5)]icosa-1(18),2(20),16(19)-triene-6,9,13-trione
There total 12 articles about (5R,8S,11S)-8-isopropyl-11-(4-mercaptobut-1-enyl)-5-methyl-10-oxa-3,17-dithia-7,14,19,20-tetraazatricyclo[14.2.1.1(2,5)]icosa-1(18),2(20),16(19)-triene-6,9,13-trione which
guide to synthetic route it.
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synthetic route:
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1315334-20-3
(5R,8S,11S)-8-isopropyl-11-(4-mercaptobut-1-enyl)-5-methyl-10-oxa-3,17-dithia-7,14,19,20-tetraazatricyclo[14.2.1.1(2,5)]icosa-1(18),2(20),16(19)-triene-6,9,13-trione
- Guidance literature:
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With
triethylsilane; trifluoroacetic anhydride;
In
dichloromethane;
at 0 - 20 ℃;
for 4h;
DOI:10.1016/j.bmc.2011.02.024
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1315334-20-3
(5R,8S,11S)-8-isopropyl-11-(4-mercaptobut-1-enyl)-5-methyl-10-oxa-3,17-dithia-7,14,19,20-tetraazatricyclo[14.2.1.1(2,5)]icosa-1(18),2(20),16(19)-triene-6,9,13-trione
- Guidance literature:
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Multi-step reaction with 6 steps
1: triethylamine; trifluoroacetic anhydride / dichloromethane / 0 °C / Inert atmosphere
2: sodium hydrogencarbonate / methanol / 2 h / 70 °C / pH 6 / Inert atmosphere; aq. phosphate buffer
3: benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / dichloromethane; acetonitrile / 0 - 20 °C
4: trifluoroacetic acid / dichloromethane / 0 - 20 °C
5: benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; HATU / dichloromethane; acetonitrile
6: triethylsilane; trifluoroacetic anhydride / dichloromethane / 4 h / 0 - 20 °C
With
triethylsilane; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; sodium hydrogencarbonate; benzotriazol-1-ol; triethylamine; N-ethyl-N,N-diisopropylamine; HATU; trifluoroacetic acid; trifluoroacetic anhydride;
In
methanol; dichloromethane; acetonitrile;
DOI:10.1016/j.bmc.2011.02.024
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-
1315334-20-3
(5R,8S,11S)-8-isopropyl-11-(4-mercaptobut-1-enyl)-5-methyl-10-oxa-3,17-dithia-7,14,19,20-tetraazatricyclo[14.2.1.1(2,5)]icosa-1(18),2(20),16(19)-triene-6,9,13-trione
- Guidance literature:
-
Multi-step reaction with 5 steps
1: sodium hydrogencarbonate / methanol / 2 h / 70 °C / pH 6 / Inert atmosphere; aq. phosphate buffer
2: benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / dichloromethane; acetonitrile / 0 - 20 °C
3: trifluoroacetic acid / dichloromethane / 0 - 20 °C
4: benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; HATU / dichloromethane; acetonitrile
5: triethylsilane; trifluoroacetic anhydride / dichloromethane / 4 h / 0 - 20 °C
With
triethylsilane; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; sodium hydrogencarbonate; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; HATU; trifluoroacetic acid; trifluoroacetic anhydride;
In
methanol; dichloromethane; acetonitrile;
DOI:10.1016/j.bmc.2011.02.024