Conditions | Yield |
---|---|
With sodium tetrahydroborate In methanol 1.) 2 h, 0 deg C; 2.) r.t., 1 h; | 100% |
acetoxyacetaldehyde diethylacetate
glycoaldehyde diethyl acetal
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride In diethyl ether at 0℃; | 97% |
acetoxy-1 triethoxy-1,2,2 ethane
glycoaldehyde diethyl acetal
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride In diethyl ether for 2h; Heating; | 94% |
Conditions | Yield |
---|---|
With sodium hydroxide at 20℃; for 0.25h; | 91% |
Conditions | Yield |
---|---|
With sodium tetrahydroborate In dimethoxyethane, 1,2; ethanol at 50℃; for 7h; Heating / reflux; | 88.7% |
methanol
A
D-Mannose
B
(S)-Methyl lactate
C
2-methoxyethyl vinyl ether
D
methyl 2-hydroxybut-3-enoate
E
1,1-dihydroxyacetone
F
Glyceraldehyde
G
glycoaldehyde diethyl acetal
Conditions | Yield |
---|---|
With potassium carbonate at 160℃; for 16h; Reagent/catalyst; Flow reactor; | A n/a B 72% C n/a D n/a E n/a F n/a G n/a |
2,5-diethoxy-[1,4]dioxane
hydrogenchloride
glycoaldehyde diethyl acetal
Conditions | Yield |
---|---|
at 100℃; |
glycoaldehyde diethyl acetal
Conditions | Yield |
---|---|
With hydrogenchloride at 100℃; |
Bromoacetaldehyde diethyl acetal
A
ethyl acetate
B
glycoaldehyde diethyl acetal
Conditions | Yield |
---|---|
at 130℃; |
Conditions | Yield |
---|---|
With potassium hydroxide at 95℃; |
1,1-diethoxy-2-iodoethane
A
ethyl acetate
B
Triethyl orthoacetate
C
glycoaldehyde diethyl acetal
Conditions | Yield |
---|---|
at 100℃; |
Conditions | Yield |
---|---|
at 95℃; im Rohr; |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 65 percent / ZnCl2 / 3 h / 90 °C 2: 94 percent / LiAlH4 / diethyl ether / 2 h / Heating View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 2: durch Oxydation 3: n-KOH / 95 °C View Scheme | |
Multi-step reaction with 3 steps 2: durch Oxydation 3: KOH / 95 °C View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: bromine 2: alcoholic KOH-solution View Scheme | |
Multi-step reaction with 2 steps 1: durch Bromierung 2: alcoholic KOH-solution View Scheme |
4-methoxy-benzoyl chloride
glycoaldehyde diethyl acetal
4-methoxy-benzoic acid 2,2-diethoxy-ethyl ester
Conditions | Yield |
---|---|
With dmap; triethylamine at 20℃; for 16h; | 100% |
tert-butyldimethylsilyl chloride
glycoaldehyde diethyl acetal
1-(tert-butyldimethylsiloxy)-2,2-diethoxyethane
Conditions | Yield |
---|---|
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; for 14h; | 100% |
Conditions | Yield |
---|---|
With dmap; triethylamine In ethyl acetate at 0 - 20℃; for 16h; | 100% |
With dmap; triethylamine In tert-butyl methyl ether at 0 - 20℃; for 16h; | 100% |
Conditions | Yield |
---|---|
In acetonitrile for 4h; Heating; | 100% |
ethanethiol
glycoaldehyde diethyl acetal
A
glycolaldehyde diethyl dithioacetal
B
1,1,2-tris-ethylsulfanyl-ethane
Conditions | Yield |
---|---|
With hydrogenchloride for 0.5h; Ambient temperature; | A 98.6% B 0.73% |
Conditions | Yield |
---|---|
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran | 98% |
benzoyl chloride
glycoaldehyde diethyl acetal
(benzoyloxy)acetaldehyde diethyl acetal
Conditions | Yield |
---|---|
In pyridine at -20 - 30℃; for 167.833h; | 96.4% |
With N-ethyl-N,N-diisopropylamine In pyridine 0 deg C, 1 h; r.t., 1.5 h; | 90% |
With pyridine at 0 - 20℃; for 16h; Inert atmosphere; | 87% |
With potassium hydroxide |
tert-butylchlorodiphenylsilane
glycoaldehyde diethyl acetal
tert-Butyl-(2,2-diethoxy-ethoxy)-diphenyl-silane
Conditions | Yield |
---|---|
With 1H-imidazole In N,N-dimethyl-formamide | 95% |
5-Bromo-2-chloropyrimidine
glycoaldehyde diethyl acetal
5-bromo-2-(2,2-diethoxyethoxy)pyrimidine
Conditions | Yield |
---|---|
With caesium carbonate In N,N-dimethyl-formamide at 20℃; for 12h; | 94% |
1-thiopropane
glycoaldehyde diethyl acetal
A
glycolaldehyde dipropyl dithioacetal
B
1,1,2-tris(propylthio)ethane
Conditions | Yield |
---|---|
With hydrogenchloride for 0.5h; Ambient temperature; | A 90.3% B 0.76% |
glycoaldehyde diethyl acetal
3-Chloro-2-methylpropene
1,1-diethoxyethyl methallyl ether
Conditions | Yield |
---|---|
Stage #1: glycoaldehyde diethyl acetal With sodium hydride In tetrahydrofuran at 20℃; for 1h; Stage #2: 3-Chloro-2-methylpropene In tetrahydrofuran Heating; Further stages.; | 90% |
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