Technology Process of (1R,2S,7R,8S)-5-(7-azido-1,1-dioxo-1,4-dihydro-1λ6-benzo[1,2,4]thiadiazin-3-yl)-3-(4-fluorobenzyl)-6-hydroxy-3-azatricyclo[6.2.1.02,7]undec-5-en-4-one
There total 9 articles about (1R,2S,7R,8S)-5-(7-azido-1,1-dioxo-1,4-dihydro-1λ6-benzo[1,2,4]thiadiazin-3-yl)-3-(4-fluorobenzyl)-6-hydroxy-3-azatricyclo[6.2.1.02,7]undec-5-en-4-one which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
trans-N,N'-dimethyl-1,2-cyclohexyldiamine; copper(l) iodide; sodium azide; sodium L-ascorbate;
In
water; dimethyl sulfoxide;
at 25 ℃;
for 14h;
Industry scale;
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: ethyl acetate / 0 - 25 °C / Industry scale
1.2: 0 - 25 °C / Industry scale
1.3: 0 - 15 °C / pH 7 / Industry scale
2.1: ethyl acetate / 50 - 75 °C / Industry scale
3.1: sodium hydrogencarbonate / ethyl acetate; water / 0.5 h / 25 °C
4.1: sodium cyanoborohydride; acetic acid / ethanol / 3 h / 25 °C
4.2: 0.5 h
5.1: (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 19 h / 25 °C
5.2: 3 h / 60 °C
6.1: sodium azide; copper(l) iodide; sodium L-ascorbate; trans-N,N'-dimethyl-1,2-cyclohexyldiamine / water; dimethyl sulfoxide / 14 h / 25 °C / Industry scale
With
trans-N,N'-dimethyl-1,2-cyclohexyldiamine; copper(l) iodide; sodium azide; sodium cyanoborohydride; sodium hydrogencarbonate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; acetic acid; sodium L-ascorbate; N-ethyl-N,N-diisopropylamine;
In
ethanol; water; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide;
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: ethyl acetate / 50 - 75 °C / Industry scale
2.1: sodium hydrogencarbonate / ethyl acetate; water / 0.5 h / 25 °C
3.1: sodium cyanoborohydride; acetic acid / ethanol / 3 h / 25 °C
3.2: 0.5 h
4.1: (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 19 h / 25 °C
4.2: 3 h / 60 °C
5.1: sodium azide; copper(l) iodide; sodium L-ascorbate; trans-N,N'-dimethyl-1,2-cyclohexyldiamine / water; dimethyl sulfoxide / 14 h / 25 °C / Industry scale
With
trans-N,N'-dimethyl-1,2-cyclohexyldiamine; copper(l) iodide; sodium azide; sodium cyanoborohydride; sodium hydrogencarbonate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; acetic acid; sodium L-ascorbate; N-ethyl-N,N-diisopropylamine;
In
ethanol; water; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide;
![(1S,2R,3S,4R)-3-(4-fluoro-benzyl)-6-hydroxy-5-(7-iodo-1,1-dioxo-1,4-dihydro-1λ6-benzo[1,2,4]thiadiazin-3-yl)-3-aza-tricyclo[6.2.1.0(2,7)]undec-5-en-4-one](/Databaselist/images/loading.webp)
