2,3,4,6-tetra-O-benzyl-1,5-dideoxy-1,5-imino-D-glucitol
1,5-dideoxy-1,5-imino-D-glucitol
Conditions | Yield |
---|---|
With hydrogenchloride; 20% palladium hydroxide-activated charcoal; hydrogen In methanol; water for 14h; | 100% |
With hydrogenchloride; palladium 10% on activated carbon; hydrogen In ethanol; water at 20℃; under 3000.3 Torr; for 20h; pH=Ca. 2; | 93% |
Stage #1: 2,3,4,6-tetra-O-benzyl-1,5-dideoxy-1,5-imino-D-glucitol With hydrogenchloride In ethanol for 0.25h; pH=Ca. 2; Inert atmosphere; Stage #2: With palladium 10% on activated carbon; hydrogen In ethanol under 3000.3 Torr; for 20h; Inert atmosphere; | 93% |
N-benzyl-3,4-di-O-benzyl-1,5-dideoxy-1,5-imino-D-glucitol
1,5-dideoxy-1,5-imino-D-glucitol
Conditions | Yield |
---|---|
With hydrogen; palladium In acetic acid for 15h; | 100% |
With hydrogen; acetic acid; palladium for 18h; | 100% |
With palladium 10% on activated carbon; hydrogen In acetic acid at 20℃; for 19h; | 98% |
(2R,4aR,7S,8R,8aR)-tert-butyl 8-hydroxy-7-(methoxymethyl)-2-phenyltetrahydro-4H-[1,3]dioxino[5,4-b]pyridine-5(4aH)-carboxylate
1,5-dideoxy-1,5-imino-D-glucitol
Conditions | Yield |
---|---|
With hydrogenchloride In ethanol for 18h; Reflux; Inert atmosphere; | 100% |
N-Benzhydryl-1-deoxynojirimycin
1,5-dideoxy-1,5-imino-D-glucitol
Conditions | Yield |
---|---|
With hydrogen; palladium dihydroxide In methanol under 3102.9 Torr; for 24h; | 99% |
With hydrogen; palladium dihydroxide | 90% |
With hydrogen; palladium on activated charcoal In methanol | 50% |
1,5-dideoxy-1,5-imino-D-glucitol
Conditions | Yield |
---|---|
With palladium 10% on activated carbon; hydrogen In tetrahydrofuran; water at 20℃; under 760.051 Torr; for 48h; | 98% |
With hydrogen; palladium dihydroxide In methanol for 24h; |
nojirimycin
1,5-dideoxy-1,5-imino-D-glucitol
Conditions | Yield |
---|---|
With hydrogen; platinum(IV) oxide In ethanol; water under 750.06 Torr; for 18h; Ambient temperature; | 97% |
1,5-dideoxy-1,5-imino-D-glucitol
Conditions | Yield |
---|---|
With hydrogenchloride In methanol for 12h; Heating; | 94% |
(2R,3R,4R,5S)-(3,4-dibenzyloxy-N-tert-butoxycarbonyl-5-hydroxy-2-piperidinyl)methanol
1,5-dideoxy-1,5-imino-D-glucitol
Conditions | Yield |
---|---|
With hydrogenchloride; hydrogen; palladium on activated charcoal In ethanol at 20℃; for 48h; | 92% |
1,5-dideoxy-1,5-imino-D-glucitol
Conditions | Yield |
---|---|
With hydrogen; palladium dihydroxide In acetic acid; tert-butyl alcohol under 3750.3 Torr; for 48h; Ambient temperature; | 91% |
N-bentyl-2,3,4,6-tetra-O-benzyl-1-deoxynojirimycin
1,5-dideoxy-1,5-imino-D-glucitol
Conditions | Yield |
---|---|
With 10 wt% Pd(OH)2 on carbon; hydrogen In ethanol; chloroform at 20℃; for 20h; | 91% |
(2R,3R,4S,5S)-4,5-(isopropylenedioxy)-3-(methoxymethoxy)-2-<(methoxymethoxy)methyl>piperidine
1,5-dideoxy-1,5-imino-D-glucitol
Conditions | Yield |
---|---|
With hydrogenchloride In methanol for 1h; Heating; | 90% |
(3aS,6R,7R,7aS)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-2,2-dimethyl-hexahydro-[1,3]dioxolo[4,5-c]pyridin-7-ol
1,5-dideoxy-1,5-imino-D-glucitol
Conditions | Yield |
---|---|
With trifluoroacetic acid Ambient temperature; | 90% |
N-benzyl-1-deoxynojirimycin
1,5-dideoxy-1,5-imino-D-glucitol
Conditions | Yield |
---|---|
With hydrogen; palladium on activated charcoal In ethanol | 89% |
1,5-dideoxy-1,5-imino-D-glucitol
Conditions | Yield |
---|---|
With 10 wt% Pd(OH)2 on carbon; hydrogen; potassium carbonate In water under 2585.81 Torr; | 80% |
Nojirimycin bisulfite
1,5-dideoxy-1,5-imino-D-glucitol
Conditions | Yield |
---|---|
With barium dihydroxide; hydrogen; nickel In water | 75% |
((2S,3R,4S)-2,3,4,6-Tetrahydroxy-5-oxo-hexyl)-carbamic acid benzyl ester
1,5-dideoxy-1,5-imino-D-glucitol
Conditions | Yield |
---|---|
With hydrogen; potassium carbonate; palladium on activated charcoal In methanol; water at 60℃; under 60004.8 Torr; for 2h; | 75% |
With palladium 10% on activated carbon; hydrogen In methanol; water at 20℃; under 2585.81 Torr; for 24h; | 717 mg |
(2R,3R,4R,5S)-3-benzyloxy-2-benzyloxymethyl-4,5-isopropylidenedioxypiperidine
1,5-dideoxy-1,5-imino-D-glucitol
Conditions | Yield |
---|---|
With hydrogenchloride; palladium 10% on activated carbon; water; hydrogen In methanol; ethyl acetate at 20℃; for 48h; | 75% |
6-Amino-6-desoxy-L-sorbofuranose-hydrochlorid
1,5-dideoxy-1,5-imino-D-glucitol
Conditions | Yield |
---|---|
With platinum(IV) oxide; hydrogen at 20℃; under 3750.38 Torr; for 16h; Inert atmosphere; | 70% |
1,5-dideoxy-1,5-imino-D-glucitol
Conditions | Yield |
---|---|
With 20 % Pd(OH)2/C; ammonium acetate; hydrogen In methanol; water at 20℃; for 24h; | 68% |
(+)-(3aR,5RS,6R,6aS)-3a,5,6,6a-tetrahydro-5,6-dihydroxyfuro<2,3-d>isoxazole-3-methanol
1,5-dideoxy-1,5-imino-D-glucitol
Conditions | Yield |
---|---|
With hydrogen; palladium on activated charcoal In methanol at 25℃; under 750.06 Torr; for 15h; | 65% |
5-azido-5-deoxy-D-glucofuranose
A
1,5-dideoxy-1,5-imino-D-glucitol
B
1-deoxynojirimycin hydrochloride
Conditions | Yield |
---|---|
Stage #1: 5-azido-5-deoxy-D-glucofuranose With palladium 10% on activated carbon; hydrogen In water at 20℃; under 2068.65 - 2585.81 Torr; Stage #2: With hydrogenchloride In water pH=2; | A 16% B 56% |
A
1,5-dideoxy-1,5-imino-D-glucitol
Conditions | Yield |
---|---|
With hydrogenchloride; hydrogen; palladium dihydroxide | A 55% B 21% |
1,5-dideoxy-1,5-imino-D-glucitol
Conditions | Yield |
---|---|
With hydrogenchloride; hydrogen; palladium on activated charcoal In 1,4-dioxane; water for 24h; Ambient temperature; | 54% |
5-amino-5-deoxy-D-glucose-1-sulfonic acid
1,5-dideoxy-1,5-imino-D-glucitol
Conditions | Yield |
---|---|
With barium hydroxide octahydrate; hydrogen; Raney-Ni (W-4) In water under 760 Torr; for 8h; Ambient temperature; | 53% |
(2R,3R,4S,5S)-5-(Benzyloxy)-2-(hydroxymethyl)piperidine-3,4-diol
1,5-dideoxy-1,5-imino-D-glucitol
Conditions | Yield |
---|---|
With palladium 10% on activated carbon; hydrogen In methanol at 20℃; | 53% |
(1R,3aR,7aR,8R)-6,6-dimethylhexahydro-1,5,7-trioxa-3-azacyclopropa[a]naphthalene-3-carboxylic acid tert-butyl ester
A
1,5-dideoxy-1,5-imino-D-glucitol
Conditions | Yield |
---|---|
Stage #1: (1R,3aR,7aR,8R)-6,6-dimethylhexahydro-1,5,7-trioxa-3-azacyclopropa[a]naphthalene-3-carboxylic acid tert-butyl ester With potassium hydroxide In 1,4-dioxane; water Heating; Stage #2: With hydrogenchloride In methanol; water at 60℃; for 1h; Stage #3: With DOWEX-1X2 (OH(1-) form) In water Further stages.; | A 33% B 51% |
1,5-dideoxy-1,5-imino-D-glucitol
Conditions | Yield |
---|---|
With hydrogen; palladium dihydroxide In ethanol under 25857.4 Torr; for 24h; | 19% |
3,6-di-O-benzyl-5-azido-5-deoxy-α/β-D-glucofuranose
A
1,5-dideoxy-1,5-imino-D-glucitol
Conditions | Yield |
---|---|
With hydrogen; palladium hydroxide - carbon In methanol; water; acetic acid under 3800 Torr; for 48h; Ambient temperature; Yield given; | A n/a B 5% |
With hydrogen; palladium hydroxide - carbon In methanol; water; acetic acid under 3800 Torr; for 48h; Ambient temperature; Yields of byproduct given; | A n/a B 5% |
dihydroxyacetone phosphate
(RS)-3-azido-2-hydroxypropanal
A
1,5-dideoxy-1,5-imino-D-glucitol
Conditions | Yield |
---|---|
Multistep reaction; |
1,5-dideoxy-1,5-imino-D-glucitol
C12H15N5O3
Conditions | Yield |
---|---|
With sodium cyanoborohydride; acetic acid In methanol at 20℃; for 14h; | 100% |
1,5-dideoxy-1,5-imino-D-glucitol
1-deoxynojirimycin hydrochloride
Conditions | Yield |
---|---|
With hydrogenchloride In water | 100% |
With hydrogenchloride In water at 10℃; pH=2; Molecular sieve; |
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 24h; Inert atmosphere; | 99% |
1,5-dideoxy-1,5-imino-D-glucitol
C13H18O2
(2R,3R,4R,5S)-2-(hydroxymethyl)-1-(6-(m-tolyloxy)hexyl)piperidine-3,4,5-triol
Conditions | Yield |
---|---|
Stage #1: 1,5-dideoxy-1,5-imino-D-glucitol With acetic acid at 20℃; Stage #2: C13H18O2 With acetic acid In ethanol at 20℃; for 1h; Inert atmosphere; Stage #3: With palladium 10% on activated carbon; hydrogen In ethanol for 24h; | 98% |
1,5-dideoxy-1,5-imino-D-glucitol
C12H16O2
(2R,3R,4R,5S)-2-(hydroxymethyl)-1-(3-(2-propoxyphenyl)propyl)piperidine-3,4,5-triol
Conditions | Yield |
---|---|
Stage #1: 1,5-dideoxy-1,5-imino-D-glucitol With acetic acid at 20℃; Stage #2: C12H16O2 With acetic acid In ethanol at 20℃; for 1h; Inert atmosphere; Stage #3: With palladium 10% on activated carbon; hydrogen for 24h; | 97% |
1,5-dideoxy-1,5-imino-D-glucitol
C12H16O2
(2R,3R,4R,5S)-2-(hydroxymethyl)-1-(3-(3-propoxyphenyl)propyl)piperidine-3,4,5-triol
Conditions | Yield |
---|---|
Stage #1: 1,5-dideoxy-1,5-imino-D-glucitol With acetic acid at 20℃; Stage #2: C12H16O2 With acetic acid In ethanol at 20℃; for 1h; Inert atmosphere; Stage #3: With palladium 10% on activated carbon; hydrogen In ethanol for 24h; | 97% |
1,5-dideoxy-1,5-imino-D-glucitol
C12H16O2
(2R,3R,4R,5S)-2-(hydroxymethyl)-1-(3-(4-propoxyphenyl)propyl)piperidine-3,4,5-triol
Conditions | Yield |
---|---|
Stage #1: 1,5-dideoxy-1,5-imino-D-glucitol With acetic acid at 20℃; Stage #2: C12H16O2 With acetic acid In ethanol at 20℃; for 1h; Inert atmosphere; Stage #3: With palladium 10% on activated carbon; hydrogen In ethanol for 24h; | 97% |
1,5-dideoxy-1,5-imino-D-glucitol
3-bromoprop-1-ene-2-phosphonic acid diethyl ester
[1-((2R,3R,4R,5S)-3,4,5-Trihydroxy-2-hydroxymethyl-piperidin-1-ylmethyl)-vinyl]-phosphonic acid diethyl ester
Conditions | Yield |
---|---|
With sodium hydrogencarbonate In acetone at 25℃; for 3h; | 96% |
1,5-dideoxy-1,5-imino-D-glucitol
C12H15FO2
(2R,3R,4R,5S)-1-(6-(2-fluorophenoxy)hexyl)-2-(hydroxymethyl)piperidine-3,4,5-triol
Conditions | Yield |
---|---|
Stage #1: 1,5-dideoxy-1,5-imino-D-glucitol With acetic acid at 20℃; Stage #2: C12H15FO2 With acetic acid In ethanol at 20℃; for 1h; Inert atmosphere; Stage #3: With palladium 10% on activated carbon In ethanol for 24h; | 96% |
1,5-dideoxy-1,5-imino-D-glucitol
6-(3-fluorophenoxy)hexanal
(2R,3R,4R,5S)-1-(6-(3-fluorophenoxy)hexyl)-2-(hydroxymethyl)piperidine-3,4,5-triol
Conditions | Yield |
---|---|
Stage #1: 1,5-dideoxy-1,5-imino-D-glucitol With acetic acid at 20℃; Stage #2: 6-(3-fluorophenoxy)hexanal With acetic acid In ethanol at 20℃; for 1h; Inert atmosphere; Stage #3: With palladium 10% on activated carbon; hydrogen In ethanol for 24h; | 96% |
1,5-dideoxy-1,5-imino-D-glucitol
C12H15FO2
(2R,3R,4R,5S)-1-(6-(4-fluorophenoxy)hexyl)-2-(hydroxymethyl)piperidine-3,4,5-triol
Conditions | Yield |
---|---|
Stage #1: 1,5-dideoxy-1,5-imino-D-glucitol With acetic acid at 20℃; Stage #2: C12H15FO2 With acetic acid In ethanol at 20℃; for 1h; Inert atmosphere; Stage #3: With palladium 10% on activated carbon; hydrogen In ethanol for 24h; | 96% |
1,5-dideoxy-1,5-imino-D-glucitol
C13H15F3O2
(2R,3R,4R,5S)-2-(hydroxymethyl)-1-(6-(4-(trifluoromethyl)phenoxy)hexyl)piperidine-3,4,5-triol
Conditions | Yield |
---|---|
Stage #1: 1,5-dideoxy-1,5-imino-D-glucitol With acetic acid at 20℃; Stage #2: C13H15F3O2 With acetic acid In ethanol at 20℃; for 1h; Inert atmosphere; Stage #3: With palladium 10% on activated carbon; hydrogen In ethanol for 24h; | 96% |
1,5-dideoxy-1,5-imino-D-glucitol
C15H20O2
(2R,3R,4R,5S)-1-(3-(3-(cyclohexyloxy)phenyl)propyl)-2-(hydroxymethyl)piperidine-3,4,5-triol
Conditions | Yield |
---|---|
Stage #1: 1,5-dideoxy-1,5-imino-D-glucitol With acetic acid at 20℃; Stage #2: C15H20O2 With acetic acid In ethanol at 20℃; for 1h; Inert atmosphere; Stage #3: With palladium 10% on activated carbon; hydrogen In ethanol for 20h; | 96% |
1,5-dideoxy-1,5-imino-D-glucitol
C16H24O2
(2R,3R,4R,5S)-2-(hydroxymethyl)-1-(6-(2-isopropyl-5-methylphenoxy)hexyl)piperidine-3,4,5-triol
Conditions | Yield |
---|---|
Stage #1: 1,5-dideoxy-1,5-imino-D-glucitol With acetic acid at 20℃; Stage #2: C16H24O2 With acetic acid In ethanol at 20℃; for 1h; Inert atmosphere; Stage #3: With palladium 10% on activated carbon; hydrogen In ethanol for 24h; | 95% |
1,5-dideoxy-1,5-imino-D-glucitol
C15H20O2
(2R,3R,4R,5S)-1-(3-(4-(cyclohexyloxy)phenyl)propyl)-2-(hydroxymethyl)piperidine-3,4,5-triol
Conditions | Yield |
---|---|
Stage #1: 1,5-dideoxy-1,5-imino-D-glucitol With acetic acid at 20℃; Stage #2: C15H20O2 With acetic acid In ethanol at 20℃; for 1h; Inert atmosphere; Stage #3: With palladium 10% on activated carbon; hydrogen In ethanol for 24h; | 95% |
1,5-dideoxy-1,5-imino-D-glucitol
C13H15F3O2
(2R,3R,4R,5S)-2-(hydroxymethyl)-1-(6-(3-(trifluoromethyl)phenoxy)hexyl)piperidine-3,4,5-triol
Conditions | Yield |
---|---|
Stage #1: 1,5-dideoxy-1,5-imino-D-glucitol With acetic acid at 20℃; Stage #2: C13H15F3O2 With acetic acid In ethanol at 20℃; for 1h; Inert atmosphere; Stage #3: With palladium 10% on activated carbon; hydrogen In ethanol for 24h; | 94% |
1,5-dideoxy-1,5-imino-D-glucitol
C13H15F3O3
(2R,3R,4R,5S)-2-(hydroxymethyl)-1-(6-(4-(trifluoromethoxy)phenoxy)hexyl) piperidine-3,4,5-triol
Conditions | Yield |
---|---|
Stage #1: 1,5-dideoxy-1,5-imino-D-glucitol With acetic acid at 20℃; Stage #2: C13H15F3O3 With acetic acid In ethanol at 20℃; for 1h; Inert atmosphere; Stage #3: With palladium 10% on activated carbon; hydrogen In ethanol for 24h; | 94% |
Conditions | Yield |
---|---|
With hydrogen; palladium on activated charcoal In methanol; water under 2585.7 Torr; for 36h; | 93% |
With formic acid In water for 20h; Heating; Yield given; | |
With formic acid at 80℃; for 3h; |
1,5-dideoxy-1,5-imino-D-glucitol
C13H15F3O2
(2R,3R,4R,5S)-2-(hydroxymethyl)-1-(6-(2-(trifluoromethyl)phenoxy)hexyl)piperidine-3,4,5-triol
Conditions | Yield |
---|---|
Stage #1: 1,5-dideoxy-1,5-imino-D-glucitol With acetic acid at 20℃; Stage #2: C13H15F3O2 With acetic acid In ethanol at 20℃; for 1h; Inert atmosphere; Stage #3: With palladium 10% on activated carbon; hydrogen In ethanol for 24h; | 93% |
With sodium cyanoborohydride In methanol |
1,5-dideoxy-1,5-imino-D-glucitol
C13H18O3
(2R,3R,4R,5S)-2-(hydroxymethyl)-1-(6-(4-methoxyphenoxy)hexyl)piperidine-3,4,5-triol
Conditions | Yield |
---|---|
Stage #1: 1,5-dideoxy-1,5-imino-D-glucitol With acetic acid at 20℃; Stage #2: C13H18O3 With acetic acid In ethanol at 20℃; for 1h; Inert atmosphere; Stage #3: With palladium 10% on activated carbon; hydrogen In ethanol for 24h; | 93% |
1,5-dideoxy-1,5-imino-D-glucitol
C13H26O2
(2R,3R,4R,5S)-1-(6-(heptan-4-yloxy)hexyl)-2-(hydroxymethyl)piperidine-3,4,5-triol
Conditions | Yield |
---|---|
Stage #1: 1,5-dideoxy-1,5-imino-D-glucitol With acetic acid at 20℃; Stage #2: C13H26O2 With acetic acid In ethanol at 20℃; for 1h; Inert atmosphere; Stage #3: With palladium 10% on activated carbon In ethanol for 24h; | 93% |
1,5-dideoxy-1,5-imino-D-glucitol
C14H26O2
(2R,3R,4R,5S)-1-(6-((2-ethylcyclohexyl)oxy)hexyl)-2-(hydroxymethyl)piperidine-3,4,5-triol
Conditions | Yield |
---|---|
Stage #1: 1,5-dideoxy-1,5-imino-D-glucitol With acetic acid at 20℃; Stage #2: C14H26O2 With acetic acid In ethanol at 20℃; for 1h; Inert atmosphere; Stage #3: With palladium 10% on activated carbon; hydrogen In ethanol for 24h; | 93% |
1,5-dideoxy-1,5-imino-D-glucitol
C13H24O2
(2R,3R,4R,5S)-1-(6-(cycloheptyloxy)hexyl)-2-(hydroxymethyl)piperidine-3,4,5-triol
Conditions | Yield |
---|---|
Stage #1: 1,5-dideoxy-1,5-imino-D-glucitol With acetic acid at 20℃; Stage #2: C13H24O2 With acetic acid In ethanol at 20℃; for 1h; Inert atmosphere; Stage #3: With palladium 10% on activated carbon; hydrogen In ethanol for 24h; | 93% |
Molecular structure of 1-Deoxynojirimycin (CAS NO.19130-96-2) is:
Product Name: 1-Deoxynojirimycin
CAS Registry Number: 19130-96-2
IUPAC Name: (2R,3R,4R,5S)-2-(hydroxymethyl)piperidine-3,4,5-triol
Molecular Weight: 163.17172 [g/mol]
Molecular Formula: C6H13NO4
XLogP3-AA: -2.3
H-Bond Donor: 5
H-Bond Acceptor: 5
Flash Point: 163.7 °C
Enthalpy of Vaporization: 64.97 kJ/mol
Boiling Point: 347 °C at 760 mmHg
Vapour Pressure: 9.72E-06 mmHg at 25°C
Melting Point: 195-196 °C
Product Categories: Miscellaneous Natural Products; All Inhibitors; Glycosidase Inhibitors; Inhibitors; Miscellaneous Enzyme
1-Deoxynojirimycin (CAS NO.19130-96-2) is an alpha-glucosidase inhibitor with antiviral action.
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
rat | LD50 | oral | > 5gm/kg (5000mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) KIDNEY, URETER, AND BLADDER: URINE VOLUME INCREASED SKIN AND APPENDAGES (SKIN): HAIR: OTHER | International Journal of Toxicology. Vol. 16(Suppl, |
1-Deoxynojirimycin , its cas register number is 19130-96-2. It also can be called 1,5-Deoxy-1,5-imino-D-mannitol ; 1-Deoxymannojirimycin ; UNII-FZ56898FLE ; 3,4,5-Piperidinetriol, 2-(hydroxymethyl)-, (2R-(2alpha,3beta,4alpha,5beta))- .It is a white crystalline solid.
About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia
Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog
©2008 LookChem.com,License: ICP
NO.:Zhejiang16009103
complaints:service@lookchem.com Desktop View