Technology Process of 4-methoxybenzyl ((1R,2R)-1-((tert-butyldimethylsilyl)oxy)-1-(3-chlorophenyl)-6-(4-nitrophenyl)-5-oxohexan-2-yl)carbamate
There total 7 articles about 4-methoxybenzyl ((1R,2R)-1-((tert-butyldimethylsilyl)oxy)-1-(3-chlorophenyl)-6-(4-nitrophenyl)-5-oxohexan-2-yl)carbamate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
4-methoxybenzyl ((1R,2R)-1-((tert-butyldimethylsilyl)oxy)-1-(3-chlorophenyl)-6-(4-nitrophenyl)hex-5-yn-2-yl)carbamate;
With
pyrrolidine;
In
N,N-dimethyl-formamide;
for 2h;
Inert atmosphere;
Heating;
With
acetic acid;
In
water; N,N-dimethyl-formamide;
for 3h;
Inert atmosphere;
DOI:10.1021/jm4017224
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: trifluoroacetic acid / methanol / 1.5 h / Inert atmosphere
2.1: 2,6-dimethylpyridine; t-butyldimethylsiyl triflate / dichloromethane / 0 - 25 °C / Inert atmosphere
3.1: lithium hydroxide; dihydrogen peroxide / tetrahydrofuran; water / 0 - 25 °C / Inert atmosphere
4.1: triethylamine; diphenyl phosphoryl azide / toluene / 5 h / 25 °C / Inert atmosphere
4.2: 13 h / 80 - 110 °C / Inert atmosphere
5.1: triethylamine; C34H29Cl2FeP2Pd(1+); copper(l) iodide / N,N-dimethyl-formamide / 2 h / 80 °C / Inert atmosphere
6.1: pyrrolidine / N,N-dimethyl-formamide / 2 h / Inert atmosphere; Heating
6.2: 3 h / Inert atmosphere
With
pyrrolidine; 2,6-dimethylpyridine; copper(l) iodide; diphenyl phosphoryl azide; t-butyldimethylsiyl triflate; C34H29Cl2FeP2Pd(1+); dihydrogen peroxide; triethylamine; trifluoroacetic acid; lithium hydroxide;
In
tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; toluene;
4.1: |Curtius Rearrangement / 4.2: |Curtius Rearrangement / 5.1: |Sonogashira Cross-Coupling;
DOI:10.1021/jm4017224
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: triethylamine; magnesium chloride / ethyl acetate / 72 h / 25 °C / Inert atmosphere
2.1: trifluoroacetic acid / methanol / 1.5 h / Inert atmosphere
3.1: 2,6-dimethylpyridine; t-butyldimethylsiyl triflate / dichloromethane / 0 - 25 °C / Inert atmosphere
4.1: lithium hydroxide; dihydrogen peroxide / tetrahydrofuran; water / 0 - 25 °C / Inert atmosphere
5.1: triethylamine; diphenyl phosphoryl azide / toluene / 5 h / 25 °C / Inert atmosphere
5.2: 13 h / 80 - 110 °C / Inert atmosphere
6.1: triethylamine; C34H29Cl2FeP2Pd(1+); copper(l) iodide / N,N-dimethyl-formamide / 2 h / 80 °C / Inert atmosphere
7.1: pyrrolidine / N,N-dimethyl-formamide / 2 h / Inert atmosphere; Heating
7.2: 3 h / Inert atmosphere
With
pyrrolidine; 2,6-dimethylpyridine; copper(l) iodide; diphenyl phosphoryl azide; t-butyldimethylsiyl triflate; C34H29Cl2FeP2Pd(1+); dihydrogen peroxide; triethylamine; trifluoroacetic acid; magnesium chloride; lithium hydroxide;
In
tetrahydrofuran; methanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; toluene;
1.1: |Aldol Condensation / 5.1: |Curtius Rearrangement / 5.2: |Curtius Rearrangement / 6.1: |Sonogashira Cross-Coupling;
DOI:10.1021/jm4017224
