2,3,3',4,6-penta-O-benzylsucrose
Sucrose
Conditions | Yield |
---|---|
With Amberlite IR-45(OH-); hydrogen; palladium on activated charcoal In methanol; ethyl acetate under 5688.78 Torr; | 100% |
Conditions | Yield |
---|---|
magnesium oxide In methanol for 1h; Ambient temperature; | 90% |
With sodium methylate In methanol at 20℃; for 3h; Inert atmosphere; | 90% |
With methanol; potassium cyanide for 0.5h; Ambient temperature; | 75% |
Conditions | Yield |
---|---|
With niobic acid In water at 89.84℃; for 2h; Catalytic behavior; Reagent/catalyst; Autoclave; Inert atmosphere; | A 87% B n/a |
tetra-O-benzyl-α-D-galactosyl bromide
Conditions | Yield |
---|---|
With tetrahexylammonium bromide In N,N-dimethyl-formamide; toluene for 72h; Ambient temperature; | A 74% B 8.2% |
Conditions | Yield |
---|---|
With hydrogen In water at 89.84℃; under 15001.5 Torr; for 4h; Catalytic behavior; Reagent/catalyst; Pressure; | A 41% B 43% C 6% |
With hydrogen In water at 89.84℃; under 15001.5 Torr; for 4h; | A 37% B 36% C 8.4% |
Conditions | Yield |
---|---|
With hydrogen In water at 89.84℃; under 15001.5 Torr; for 4h; | A 8.5% B 40% C 39% D 5.5% |
Conditions | Yield |
---|---|
With sodium hydroxide In water at 130℃; for 6h; pH=8; pH-value; Inert atmosphere; Sealed tube; | A 11.8% B 10.1% |
Conditions | Yield |
---|---|
mit Hilfe von Enzym-Praeparaten aus Weizenkeimen oder gruenen Erbsen; | |
Biosynthese mit Hilfe von Sucrosesynthase aus Weizenkeimen; | |
With sucrose synthase In aq. phosphate buffer at 37℃; for 1h; pH=8.5; Enzymatic reaction; |
Conditions | Yield |
---|---|
at 100℃; im Vakuum; |
Conditions | Yield |
---|---|
With sodium periodate; ethanol; water anschl. mit wss. Na2CO3; |
methanol
A
methyl 3,5-bis(3-methyl-2-butenyl)-4-O-(β-D-glucopyranosyl)benzoate
C
Sucrose
Conditions | Yield |
---|---|
With potassium hydroxide for 30h; Ambient temperature; | A 9 mg B 7 mg C 8 mg |
tetra-O-benzyl-α-D-galactosyl bromide
(2S,3S,4R)-2-hexacosylamino-3,4-di-O-benzyl-1,3,4-octadecanetriol
A
(2S,3S,4R)-3,4-di-O-benzyl-N-hexacosanoyl-1-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-2-amino-1,3,4-octadecanetriol
B
Sucrose
Conditions | Yield |
---|---|
With tetrahexylammonium bromide In N,N-dimethyl-formamide; toluene for 72h; Ambient temperature; | A 74% B 8.2% |
methanol
A
methyl 3,5-bis(3-methyl-2-butenyl)-4-O-(β-D-glucopyranosyl)benzoate
D
Sucrose
Conditions | Yield |
---|---|
With potassium hydroxide for 30h; Ambient temperature; | A 6 mg B 3 mg C 3 mg D 7 mg |
Conditions | Yield |
---|---|
With D-fructose 2-glucosyl transferase In water at 30℃; for 5h; EDTA, NaF, pH 7; |
(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl) 3,4,6-tri-O-benzyl-1-(2,2,6,6-tetramethyl-1-piperidinyl)-β-D-fructofuranoside
Sucrose
Conditions | Yield |
---|---|
With ammonia; sodium In tetrahydrofuran |
3,6-diferuloylsucrose
A
methyl ferulate
C
Sucrose
Conditions | Yield |
---|---|
With potassium hydroxide In methanol for 0.25h; Ambient temperature; | A 63 mg B 33 mg C 34 mg |
3,6-diferuloyl-6′-acetylsucrose
A
methyl ferulate
C
Sucrose
Conditions | Yield |
---|---|
With potassium hydroxide In methanol for 0.25h; Ambient temperature; |
helonioside C
A
methyl ferulate
C
methyl 4-O-β-D-glucopyranosylferulate
D
Sucrose
Conditions | Yield |
---|---|
With potassium carbonate In methanol for 0.5h; Ambient temperature; | A 22 mg B 65 mg C 14 mg D 10 mg |
helonioside D
A
methyl ferulate
C
methyl 4-O-β-D-glucopyranosylferulate
D
Sucrose
Conditions | Yield |
---|---|
With potassium carbonate In methanol for 0.5h; Ambient temperature; |
A
methyl 3,5-bis(3-methyl-2-butenyl)-4-O-(β-D-glucopyranosyl)benzoate
C
Sucrose
Conditions | Yield |
---|---|
With methanol; potassium hydroxide for 30h; Ambient temperature; | A 9 mg B 7 mg C 8 mg |
A
methyl 3,5-bis(3-methyl-2-butenyl)-4-O-(β-D-glucopyranosyl)benzoate
D
Sucrose
Conditions | Yield |
---|---|
With methanol; potassium hydroxide for 30h; Ambient temperature; | A 6 mg B 3 mg C 3 mg D 7 mg |
Conditions | Yield |
---|---|
With sodium hydroxide at 50℃; for 0.5h; | A n/a B 10.5 mg C n/a |
Conditions | Yield |
---|---|
With sodium hydroxide In water at 50℃; for 0.5h; | A 4 mg B 3.5 mg |
stachyose
A
alpha-D-glucopyranose
B
α-D-galactopyranose
D
Sucrose
Conditions | Yield |
---|---|
With α-D-galactosidase In various solvent(s) at 37℃; for 20h; Product distribution; cell-free extract; |
Conditions | Yield |
---|---|
With α-D-galactosidase In various solvent(s) at 37℃; for 20h; Product distribution; puriffied enzyme; |
D-raffinose
A
alpha-D-glucopyranose
B
α-D-galactopyranose
D
Sucrose
Conditions | Yield |
---|---|
With cell-free extract In various solvent(s) at 37℃; for 20h; |
Conditions | Yield |
---|---|
With α-D-galactosidase In various solvent(s) at 37℃; for 20h; | |
With Glycine max L. Merr. cv. Monarca seed α-galactosidase In acetate buffer at 40℃; pH=5.0; Enzyme kinetics; Further Variations:; Reagents; |
O1,O3,O4,O6-Tetraacetyl-D-fructose
Sucrose
Conditions | Yield |
---|---|
With sodium acetate; acetic anhydride anschl. mit Natriummethylat in Methanol; |
O1,O3,O4,O6-Tetrabenzoyl-D-fructose
Sucrose
Conditions | Yield |
---|---|
With sodium acetate; acetic anhydride anschl. mit Natriummethylat in Methanol; |
Conditions | Yield |
---|---|
With H-Beta catalyst In dimethyl sulfoxide at 119.84℃; for 3h; Solvent; Time; Temperature; Inert atmosphere; Green chemistry; | 100% |
With sodium chloride In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; water at 180℃; under 15001.5 Torr; for 1.75h; Inert atmosphere; | 98.2% |
lanthanum(III) chloride In dimethyl sulfoxide at 120℃; for 2h; Dehydration; | 93% |
2-acetylpropanoic acid ethyl ester
Sucrose
ethyl 3-hydroxy-2-methylbutyrate
Conditions | Yield |
---|---|
baker's yeast In water | 100% |
baker's yeast In water | 100% |
Sucrose
β-D-fructofuranosyl α-D-arabino-hexopyranosidulose
Conditions | Yield |
---|---|
With air; pyranose-2-oxidase EC 1.1.3.10 In water at 29.84℃; for 24h; | 100% |
Conditions | Yield |
---|---|
With histidine-6-nicotinamide adenine dinucleotide hydride oxidase; histidine-6-uridine 5’-diphosphate-α-D-glucose-dehydrogenase; sucrose synthase 1; NAD In aq. buffer at 30℃; for 5h; pH=7.8; Enzymatic reaction; | 100% |
Multi-step reaction with 2 steps 1: sucrose synthase 1 / Enzymatic reaction 2: NAD; histidine-6-uridine 5’-diphosphate-α-D-glucose-dehydrogenase; histidine-6-nicotinamide adenine dinucleotide hydride oxidase / aq. buffer / 5 h / 30 °C / pH 8.7 / Enzymatic reaction View Scheme |
Conditions | Yield |
---|---|
With sucrose phosphorylase mutant L3411/Q345S at 55℃; for 24h; pH=7; Reagent/catalyst; Enzymatic reaction; | 99% |
Conditions | Yield |
---|---|
Stage #1: Sucrose With di(n-butyl)tin oxide In cyclohexane; N,N-dimethyl-formamide at 60 - 95℃; for 5h; Stage #2: acetic anhydride In cyclohexane; N,N-dimethyl-formamide at 5 - 20℃; for 4.5h; | 98.6% |
Stage #1: Sucrose With 1,3-diacetoxy-1,1,3,3-tetrabutyldistannoxane In cyclohexane; N,N-dimethyl-formamide for 0.08h; Heating / reflux; Azeotropic water co-distillation; Stage #2: acetic anhydride In cyclohexane; N,N-dimethyl-formamide at 10℃; for 2h; | |
Stage #1: Sucrose; di(n-butyl)tin oxide In N,N-dimethyl-formamide at 80 - 85℃; for 10 - 13h; Stage #2: acetic anhydride In N,N-dimethyl-formamide at 0 - 20℃; for 3 - 4h; Product distribution / selectivity; |
Conditions | Yield |
---|---|
With copper(II) perchlorate hexahydrate In neat (no solvent) at 20℃; for 0.5h; Inert atmosphere; | 97% |
With iodine at 50℃; for 0.166667h; Microwave irradiation; | 96% |
With butylmethylimidazolium dicyanamide at 25℃; for 24h; | 93% |
Conditions | Yield |
---|---|
With MBC-01 In N,N-dimethyl-formamide at 110℃; under 3.75038 Torr; for 8h; Reagent/catalyst; | 96% |
With potassium carbonate; N,N-dimethyl-formamide unter vermindertem Druck; | |
With sodium methylate; N,N-dimethyl-formamide unter vermindertem Druck; |
Conditions | Yield |
---|---|
With lithium sulfate; potassium sulfate; vanadium(III) sulfate; sulfuric acid; sodium sulfate In water at 21℃; for 0.05h; Temperature; Reagent/catalyst; | 96% |
With cesium sulfate; sulfuric acid; water; magnesium sulfate; 2Co(2+)*2O4S(2-) at 145℃; Product distribution / selectivity; | |
With Saccharomyces cerevisiae In water for 148h; Reagent/catalyst; Flow reactor; | 7.2 g |
Conditions | Yield |
---|---|
With sodium hydride In N,N-dimethyl-formamide at 40 - 50℃; for 1h; | 95% |
Stage #1: Sucrose With sodium hydride In dimethyl sulfoxide; mineral oil at 45℃; for 1h; Stage #2: allyl bromide In dimethyl sulfoxide; mineral oil at 45℃; for 12.5h; | 85% |
With potassium hydroxide In dimethyl sulfoxide for 2.5h; Ambient temperature; | 48% |
With sodium hydroxide Behandeln des Reaktionsprodukts mit Natrium und Allylbromid.; |
benzyl bromide
Sucrose
1,3,4,6-tetra-O-benzyl-β-D-fructofuranosyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranoside
Conditions | Yield |
---|---|
With sodium hydride In N,N-dimethyl-formamide at 40 - 50℃; for 1h; | 95% |
With sodium hydride In N,N-dimethyl-formamide at 20℃; | 79% |
Stage #1: Sucrose With sodium hydride In N,N-dimethyl-formamide for 0.5h; Cooling with ice; Stage #2: benzyl bromide In N,N-dimethyl-formamide at 20℃; for 24h; Cooling with ice; | 75% |
Conditions | Yield |
---|---|
With MES buffer; sucrose phosphorylase at 30℃; for 7.5h; pH=7; Product distribution / selectivity; | 95% |
Conditions | Yield |
---|---|
With Streptococcus oralis GTFR glucansucrase In dimethyl sulfoxide pH=7; Enzymatic reaction; regioselective reaction; | 95% |
Conditions | Yield |
---|---|
With water at 20℃; pH=4.5; Quantum yield; UV-irradiation; Inert atmosphere; | A n/a B 94% |
Conditions | Yield |
---|---|
With thermomyces lanuginosus lipase immobilized on tetramethylorthosilicate and methyltrimethoxysilane (3:1 ratio) In N,N-dimethyl-formamide at 30 - 50℃; Molecular sieve; Enzymatic reaction; regioselective reaction; | 92.8% |
Conditions | Yield |
---|---|
With iodine at 20℃; for 0.5h; | 92% |
Sucrose
LACTIC ACID
Conditions | Yield |
---|---|
With ammonia; Bacillus coagulans CCM 4318 immobilized on PVA gel In water at 45 - 60℃; for 12 - 48h; pH=5.0 - 6.9; Product distribution / selectivity; fermentation medium; Microbiological reaction; | 91% |
With erbium(III) chloride In water at 240℃; under 15001.5 Torr; for 0.5h; Inert atmosphere; Autoclave; | 82.9% |
With dealuminated Zn-Sn-beta zeolite In water Reagent/catalyst; Autoclave; | 67.5% |
acetic anhydride
Sucrose
1,2,3,6,2',3',4',6'-octa-O-acetylmaltose
Conditions | Yield |
---|---|
at 20℃; for 0.5h; | 91% |
Conditions | Yield |
---|---|
Stage #1: Sucrose With sodium hydroxide In water at 80 - 100℃; for 1.5h; Stage #2: 3-Chloro-2-methylpropene at 50 - 80℃; under 5171.62 Torr; | 90.4% |
Conditions | Yield |
---|---|
In pyridine at 70℃; for 24h; | 90% |
Sucrose
6,6'-dibromo-6,6'-dideoxysucrose
Conditions | Yield |
---|---|
With pyridine; carbon tetrabromide; triphenylphosphine at 70℃; for 3h; | 90% |
With pyridine; carbon tetrabromide; triphenylphosphine at 0 - 90℃; Appel reaction; Microwave irradiation; | 76% |
With pyridine; carbon tetrabromide; triphenylphosphine at 90℃; for 0.166667h; Microwave irradiation; | 76% |
Conditions | Yield |
---|---|
Stage #1: Sucrose With disodium hydrogenphosphate In water at 35 - 40℃; for 0.5h; Microbiological reaction; Green chemistry; Stage #2: 1,3-cylohexanedione In water; dimethyl sulfoxide at 30℃; for 24h; Microbiological reaction; Green chemistry; | 90% |
Conditions | Yield |
---|---|
Stage #1: Sucrose With disodium hydrogenphosphate In water at 35 - 40℃; for 0.5h; Microbiological reaction; Green chemistry; Stage #2: cycl-isopropylidene malonate In water; dimethyl sulfoxide at 30℃; for 24h; Microbiological reaction; Green chemistry; | 90% |
Conditions | Yield |
---|---|
Stage #1: Sucrose With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene; sodium hydrogencarbonate In water; acetonitrile at 0 - 20℃; for 6h; Stage #2: triethylamine carbonate regioselective reaction; | 90% |
Sucrose
A
D-fructose
B
thymidine 5'-phosphate
C
thymidine 5'-(α-D-glucopyranosyl diphosphate)
Conditions | Yield |
---|---|
With NaOH buffer; bovine serum albumin; N-2-hydroxyethylpiperazine-N'-2-ethanesulfonic acid at 30℃; for 6.66667h; sucrose synthase; | A n/a B n/a C 89.6% |
With NaOH buffer; sucrose synthase; bovine serum albumin; N-2-hydroxyethylpiperazine-N'-2-ethanesulfonic acid at 30℃; for 6.66667h; Product distribution; time dependence of substrate and product concentrations and of main product yield in an enzyme membrane reactor; | A n/a B n/a C 89.6% |
Conditions | Yield |
---|---|
Stage #1: Sucrose With pyridine; triethylamine for 0.5h; Inert atmosphere; Cooling with ice; Stage #2: ethyl isocyanate at 20℃; for 28h; Temperature; Inert atmosphere; | 89% |
Sucrose
Conditions | Yield |
---|---|
With acetic anhydride; di(n-butyl)tin oxide In cyclohexane; water; N,N-dimethyl-formamide; isopropyl alcohol | 88.4% |
With acetic anhydride; di(n-butyl)tin oxide In n-heptane; water; N,N-dimethyl-formamide; isopropyl alcohol | 85.3% |
With acetic anhydride In N,N-dimethyl-formamide | 54.6% |
With acetic anhydride; distannoxane dibenzoate In N,N-dimethyl-formamide | |
With acetic anhydride In N,N-dimethyl-formamide |
Conditions | Yield |
---|---|
With potassium methanolate In N,N-dimethyl-formamide at 132℃; for 0.35h; Temperature; Time; Microwave irradiation; Sealed tube; | 88.2% |
With potassium carbonate In dimethyl sulfoxide under 27.7528 Torr; Pressure; Heating; |
Structure of D(+)-Sucrose (CAS NO.57-50-1):
Empirical Formula: C12H22O11
Molecular Weight: 342.2965
Nominal Mass: 342 Da
Average Mass: 342.2965 Da
Monoisotopic Mass: 342.116212 Da
Index of Refraction: 1.656
Molar Refractivity: 70.85 cm3
Molar Volume: 192.8 cm3
Surface Tension: 113 dyne/cm
Density: 1.77 g/cm3
Flash Point: 375.4 °C
Enthalpy of Vaporization: 116.71 kJ/mol
Boiling Point: 697.1 °C at 760 mmHg
Vapour Pressure: 1.79E-22 mmHg at 25 °C
Melting point: 185-187 °C(lit.)
Storage tempreture: Store at RT.
Water solubility: 500 mg/mL
Appearance: White odorless crystalline or powdery solid
IUPAC Name: (2R,3R,4S,5S,6R)-2-[(2S,3S,4S,5R)-3,4-Dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
Canonical SMILES: C(C1C(C(C(C(O1)OC2(C(C(C(O2)CO)O)O)CO)O)O)O)O
Isomeric SMILES: C([C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)O[C@]2([C@H]([C@@H]([C@H](O2)CO)O)O)CO)O)O)O)O
InChI: InChI=1S/C12H22O11/c13-1-4-6(16)8(18)9(19)11(21-4)23-12(3-15)10(20)7(17)5(2-14)22-12/h4-11,13-20H,1-3H2/t4-,5-,6-,7-,8+,9-,10+,11-,12+/m1/s1
InChIKey: CZMRCDWAGMRECN-UGDNZRGBSA-N
Product Category of 4-Chloro-6,7-bis(2-methoxyethoxy)quinazoline (CAS NO.183322-18-1):
Oligosaccharide Compounds;Basic Sugars (Mono & Oligosaccharides);Biochemistry;Disaccharides;Sugars;Oligosaccharides
D(+)-Sucrose (CAS NO.57-50-1) can be widely used in food, cosmetics, and medicine, and is also used for the analysis of standard testing. It has been used as the standard for organic elemental analysis, too.
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
domestic animals - goat/sheep | LDLo | oral | 40gm/kg (40000mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA" | Nutrition Abstracts and Reviews. Vol. 30, Pg. 503, 1960. |
mouse | LD50 | intraperitoneal | 14000mg/kg (14000mg/kg) | Pharmaceutical Chemistry Journal Vol. 15, Pg. 139, 1981. | |
rat | LD50 | oral | 29700mg/kg (29700mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) LUNGS, THORAX, OR RESPIRATION: CYANOSIS GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA" | Toxicology and Applied Pharmacology. Vol. 7, Pg. 609, 1965. |
Reported in EPA TSCA Inventory. EPA Genetic Toxicology Program.
Mildly toxic by ingestion. An experimental teratogen. Mutation data reported. Vigorous reaction with nitric acid or sulfuric acid (forms carbon monoxide and carbon dioxide). When heated to decomposition it emits acrid smoke and irritating fumes.
Hazard Codes: Xi
Risk Statements: 36/37/38
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 24/25-37/39-26
S24/25: Avoid contact with skin and eyes.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S37/39: Wear suitable gloves and eye/face protection.
OSHA PEL: TWA Total Dust: 15 mg/m3; Respirable Fraction: 5 mg/m3
ACGIH TLV: TWA (nuisance particulate) 10 mg/m3 of total dust (when toxic impurities are not present, e.g., quartz <1%); Not Classifiable as a Human Carcinogen
NIOSH REL: (Sucrose, Respirable Fraction) TWA 5 mg/m3; (Sucrose, total dust): TWA 10 mg/m3
D(+)-Sucrose , its cas register number is 57-50-1. It also can be called alpha-D-Glucopyranosyl beta-D-fructofuranoside ; beta-D-Fructofuranose-(2-1)-alpha-D-glucopyranoside ; Sucrose ; Saccharose ; and alpha-D-Glucopyranosyl beta-D-fructofuranoside . It is hazardous, so the first aid measures and others should be known. Such as: When on the skin: Should flush skin with plenty of water immediately for at least 15 minutes while removing contaminated clothing. Or in the eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. While, it's inhaled: Remove from exposure and move to fresh air immediately. Then you have the ingesting of the product: Wash mouth out with water. Notes to physician: Treat supportively and symptomatically.
In addition, D(+)-Sucrose (CAS NO.57-50-1) could be stable under normal temperatures and pressures. It is not compatible with strong oxidizing agents, and you must not take it with incompatible materials. And also prevent it to broken down into hazardous decomposition products: Carbon monoxide, carbon dioxide.
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