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Purity:99%
We report herein an efficient catalytic ...
The development and kilogram-scale demon...
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Epoxyketone 4 is an isolated intermediat...
tert-butyl [(1S)-3-methyl-1-(2-methylpropyl)-2-oxobut-3-en-1-yl]carbamate
tert-butyl ((2S)-4-methyl-1-((2R)-2-methyloxirane-2-yl)-1-oxopentan-2-yl)carbamate
| Conditions | Yield |
|---|---|
|
With
(R)-La-BINOL; triphenylphosphine; tert-butyl alcohol;
In
toluene;
at 20 ℃;
for 0.5h;
Solvent;
|
85% |
|
With
dihydrogen peroxide; benzonitrile; N-ethyl-N,N-diisopropylamine;
In
methanol;
at 0 ℃;
|
57% |
|
With
dihydrogen peroxide; N-ethyl-N,N-diisopropylamine;
In
methanol; benzonitrile;
at 0 ℃;
for 3h;
Inert atmosphere;
|
57% |
|
With
tetramethyl ammoniumhydroxide; urea hydrogen peroxide adduct;
In
methanol; benzonitrile;
at -10 ℃;
for 20h;
Reagent/catalyst;
Solvent;
stereoselective reaction;
Inert atmosphere;
|
40% |
|
With
potassium peroxymonosulfate; 1,1,1-trifluoro-2-propanone; sodium hydrogencarbonate;
In
water; acetonitrile;
diastereoselective reaction;
Inert atmosphere;
|
26% |
|
tert-butyl [(1S)-3-methyl-1-(2-methylpropyl)-2-oxobut-3-en-1-yl]carbamate;
With
sodium hydrogencarbonate;
With
Oxone;
In
water; acetonitrile;
at -10 ℃;
for 1h;
|
26% |
|
With
1,1,1-trifluoro-2-propanone; oxone||potassium monopersulfate triple salt; sodium hydrogencarbonate;
In
water;
at -10 ℃;
for 1.5h;
|
26% |
|
With
dihydrogen peroxide; N-ethyl-N,N-diisopropylamine;
In
methanol;
for 2h;
|
|
|
Multi-step reaction with 3 steps
1: cerium(III) chloride heptahydrate; sodium tetrahydroborate / methanol; tetrahydrofuran / 2 h / 0 - 20 °C / Inert atmosphere
2: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 3 h / 0 °C
3: Dess-Martin periodane / dichloromethane / 0 - 20 °C / Inert atmosphere
With
sodium tetrahydroborate; cerium(III) chloride heptahydrate; Dess-Martin periodane; 3-chloro-benzenecarboperoxoic acid;
In
tetrahydrofuran; methanol; dichloromethane;
|
|
|
Multi-step reaction with 3 steps
1: sodium tetrahydroborate; cerium(III) chloride heptahydrate / methanol / 0.08 h / 0 °C / Inert atmosphere
2: bis(acetylacetonate)oxovanadium; tert.-butylhydroperoxide / dichloromethane / 1 h / 0 °C / Inert atmosphere
3: Dess-Martin periodane / dichloromethane / 3 h / 0 °C / Inert atmosphere
With
tert.-butylhydroperoxide; sodium tetrahydroborate; bis(acetylacetonate)oxovanadium; cerium(III) chloride heptahydrate; Dess-Martin periodane;
In
methanol; dichloromethane;
2: |Sharpless Asymmetric Epoxidation / 3: |Dess-Martin Oxidation;
|
|
|
With
Oxone; 1,1,1-trifluoro-2-propanone; sodium hydrogencarbonate;
In
water; acetonitrile;
at -10 ℃;
for 1.5h;
Inert atmosphere;
|
|
|
Multi-step reaction with 3 steps
1: aluminum isopropoxide; isopropyl alcohol / toluene / 50 °C / Green chemistry
2: vanadium trisacetylacetonate; tert.-butylhydroperoxide / dichloromethane / 1 h / 0 - 20 °C / Inert atmosphere; Green chemistry
3: N-ethyl-N,N-diisopropylamine; sulfur trioxide pyridine complex / dimethyl sulfoxide / 20 °C / Green chemistry
With
tert.-butylhydroperoxide; vanadium trisacetylacetonate; sulfur trioxide pyridine complex; aluminum isopropoxide; N-ethyl-N,N-diisopropylamine; isopropyl alcohol;
In
dichloromethane; dimethyl sulfoxide; toluene;
|
|
|
With
calcium hypochlorite;
In
1-methyl-pyrrolidin-2-one; water;
at -15 - 0 ℃;
for 0.333333h;
|
20.8 g |
|
With
dihydrogen peroxide; potassium carbonate; benzonitrile;
In
methanol;
at 25 - 30 ℃;
for 6h;
|
16.5 g |
|
Multi-step reaction with 3 steps
1: cerium(III) chloride heptahydrate; sodium tetrahydroborate / methanol / 1 h / 0 - 5 °C
2: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0 - 30 °C
3: Dess-Martin periodane / acetonitrile / 3 h / 0 - 30 °C
With
sodium tetrahydroborate; cerium(III) chloride heptahydrate; Dess-Martin periodane; 3-chloro-benzenecarboperoxoic acid;
In
methanol; dichloromethane; acetonitrile;
|
|
|
Multi-step reaction with 3 steps
1: aluminum isopropoxide / toluene; isopropyl alcohol / 20 - 50 °C
2: bis(acetylacetonate)oxovanadium; tert.-butylhydroperoxide / dichloromethane / 0 °C / Inert atmosphere
3: N-ethyl-N,N-diisopropylamine; sulfur trioxide pyridine complex / dimethyl sulfoxide / 20 °C / Cooling with ice
With
tert.-butylhydroperoxide; bis(acetylacetonate)oxovanadium; sulfur trioxide pyridine complex; aluminum isopropoxide; N-ethyl-N,N-diisopropylamine;
In
dichloromethane; dimethyl sulfoxide; isopropyl alcohol; toluene;
|
|
|
Multi-step reaction with 3 steps
1: sodium tetrahydroborate; cerium(III) chloride heptahydrate / methanol / 0.42 h / 0 °C
2: bis(acetylacetonate)oxovanadium; tert.-butylhydroperoxide / dichloromethane / 2 h / 0 °C
3: Dess-Martin periodane / dichloromethane / 20 °C
With
tert.-butylhydroperoxide; sodium tetrahydroborate; bis(acetylacetonate)oxovanadium; cerium(III) chloride heptahydrate; Dess-Martin periodane;
In
methanol; dichloromethane;
|
|
|
Multi-step reaction with 3 steps
1: cerium(III) chloride heptahydrate; sodium tetrahydroborate / tetrahydrofuran; methanol / 2 h / 0 °C / Inert atmosphere
2: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 3 h / 0 °C
3: Dess-Martin periodane / dichloromethane / 10 h / 0 °C / Inert atmosphere
With
sodium tetrahydroborate; cerium(III) chloride heptahydrate; Dess-Martin periodane; 3-chloro-benzenecarboperoxoic acid;
In
tetrahydrofuran; methanol; dichloromethane;
|
|
|
Multi-step reaction with 3 steps
1: aluminum isopropoxide; isopropyl alcohol / toluene / 3 h / 50 °C
2: tert.-butylhydroperoxide; tris(acetylacetonato)vanadium(III) / dichloromethane / 12 h / 0 - 20 °C
3: N-ethyl-N,N-diisopropylamine; sulfur trioxide pyridine complex / dimethyl sulfoxide / 6 h
With
tert.-butylhydroperoxide; tris(acetylacetonato)vanadium(III); sulfur trioxide pyridine complex; aluminum isopropoxide; N-ethyl-N,N-diisopropylamine; isopropyl alcohol;
In
dichloromethane; dimethyl sulfoxide; toluene;
|
|
|
With
pyridine; sodium hypochlorite;
In
water;
at -15 - -5 ℃;
for 4.75h;
|
284 g |
tert-butyl {(1S,2S)-1-hydroxy-4-methyl-1-[(R)-2-methyloxiran-2-yl]pentan-2-yl}carbamate
tert-butyl ((2S)-4-methyl-1-((2R)-2-methyloxirane-2-yl)-1-oxopentan-2-yl)carbamate
| Conditions | Yield |
|---|---|
|
With
sulfur trioxide pyridine complex; N-ethyl-N,N-diisopropylamine;
In
dimethyl sulfoxide;
at 20 ℃;
Green chemistry;
|
91% |
|
With
sulfur trioxide pyridine complex; N-ethyl-N,N-diisopropylamine;
In
dimethyl sulfoxide;
at 20 ℃;
Cooling with ice;
|
83.3% |
|
With
Dess-Martin periodane;
In
dichloromethane;
at 0 ℃;
for 3h;
Inert atmosphere;
|
46% |
|
With
sodium hypochlorite; 2-azatricyclo[3.3.1.13,7]decan-2-ol; sodium hydrogencarbonate;
In
water; toluene;
at 0 ℃;
for 5h;
|
5.96 g |
|
With
Dess-Martin periodane;
In
dichloromethane;
at 20 ℃;
|
tert-butyl [(1S)-3-methyl-1-(2-methylpropyl)-2-oxobut-3-en-1-yl]carbamate
N-(tert-butoxycarbonyl)-L-leucine-N'-methoxy-N'-methylamide
(1-isobutyl-3-methyl-2-oxo-but-3-enyl)carbamic acid tert-butyl ester
N-tert-butoxycarbonyl-L-leucine
(S)-2-amino-4-methyl-1-((R)-2-methyloxiran-2-yl)pentan-1-one trifluoroacetic acid salt
C16H20BrNO3
C34H47N3O7
C26H39N3O6
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