Conditions | Yield |
---|---|
With E. coli BL21 (DE3) cells harboring pETDRhaD aldolase; sodium borate buffer In water; toluene at 37℃; for 16h; pH=7.6; | A n/a B 92% |
Conditions | Yield |
---|---|
With Potato acid phosphatase (Pase) In water | 85% |
Conditions | Yield |
---|---|
With lead(IV) acetate; acetic acid Erwaermen des Reaktionsprodukts mit wss.Schwefelsaeure; |
(R)-3,3-dimethoxy-propane-1,2-diol
D-Glyceraldehyde
Conditions | Yield |
---|---|
With bacterium coli | |
With bacterium lactis aerogenes |
Conditions | Yield |
---|---|
With iron(III) chloride In water at 20℃; for 2h; Product distribution; Kinetics; Mechanism; Irradiation; anaerobic and aerobic conditions; other reagent: Fe(NO3)3; various reaction times.; |
D-Xylose
A
D-Glyceraldehyde
B
D-lyxose
C
Glycolaldehyde
D
2-oxopropanal
Conditions | Yield |
---|---|
With sulfuric acid at 250℃; under 258771 Torr; for 0.00888889h; Further byproducts given; | A 1 % Chromat. B 8 % Chromat. C 11 % Chromat. D 6 % Chromat. |
D-Xylose
A
D-Lactic acid
B
D-Glyceraldehyde
C
D-lyxose
D
2-oxopropanal
Conditions | Yield |
---|---|
With sulfuric acid at 250℃; under 258771 Torr; for 0.00888889h; Further byproducts given; | A 7 % Chromat. B 1 % Chromat. C 8 % Chromat. D 6 % Chromat. |
Conditions | Yield |
---|---|
With iron(III) chloride In water at 20℃; for 3h; Product distribution; Irradiation; |
Conditions | Yield |
---|---|
With iron(III) chloride In water at 20℃; for 3h; Product distribution; Kinetics; Mechanism; Irradiation; various reaction times.; |
Conditions | Yield |
---|---|
With trisodium arsenate; triosephosphate isomerase | |
With 1H-imidazole; xylose isomerase; sodium chloride; magnesium chloride In water at 25℃; pH=8; pH-value; Enzymatic reaction; |
D-lyxose
A
furfural
B
D-Xylose
C
D-Glyceraldehyde
D
2-oxopropanal
Conditions | Yield |
---|---|
With sulfuric acid at 250℃; under 258771 Torr; Further byproducts given; | A 37 % Chromat. B 2.0 % Chromat. C 1.0 % Chromat. D 5.3 % Chromat. |
(R)-3,3-diethoxypropane-1,2-diol
D-Glyceraldehyde
Conditions | Yield |
---|---|
With sulfuric acid at 35℃; for 20h; |
(6R,7R,14R)-14-formyl-1,8,13,16-tetraoxodispiro<5.0.5.4>-hexadecane
D-Glyceraldehyde
Conditions | Yield |
---|---|
With trifluoroacetic acid for 1h; Ambient temperature; |
3-[(1R)-1,2-dihydroxyethyl]-1,5-dihydro-3H-2,4-benzodioxepine
D-Glyceraldehyde
Conditions | Yield |
---|---|
With hydrogen; palladium dihydroxide In methanol at 25℃; under 2585.7 Torr; for 48h; |
2,3-isopropylidene-glyceraldehyde
D-Glyceraldehyde
Conditions | Yield |
---|---|
With sulfuric acid In water at 45℃; for 1.5h; | |
With sulfuric acid | |
With DOWEX 50 W (H+) In tetrahydrofuran; water at 20℃; Inert atmosphere; |
Conditions | Yield |
---|---|
at 37℃; |
Conditions | Yield |
---|---|
at 37℃; |
D-Xylose
A
furfural
B
D-Lactic acid
C
D-Glyceraldehyde
D
D-lyxose
E
Glycolaldehyde
F
2-oxopropanal
Conditions | Yield |
---|---|
With sulfuric acid at 250℃; under 258771 Torr; for 0.00888889h; Rate constant; Product distribution; Mechanism; other reaction times, various concentrations of acid; reactions in the presence of a product (furfural); reaction with water (without acid); | A 21 % Chromat. B 7 % Chromat. C 1 % Chromat. D 8 % Chromat. E 11 % Chromat. F 6 % Chromat. G n/a |
D-Glyceraldehyde
Conditions | Yield |
---|---|
With lead(IV) acetate; benzene und Verseifung mit verd. H2SO4 oder Essigsaeure; | |
With lead(IV) acetate; acetic acid und Verseifung mit verd. H2SO4 oder Essigsaeure; |
Conditions | Yield |
---|---|
at 20℃; |
mannitol
water
A
formaldehyd
B
D-Glyceraldehyde
C
D-Arabinose
D
Glycolaldehyde
Conditions | Yield |
---|---|
at 0℃; weitere Produkt: Ameisensaeure; |
2-amino-2-deoxyglucose
water
A
5-hydroxymethyl-2-furfuraldehyde
B
D-Glyceraldehyde
C
D-Arabinose
Conditions | Yield |
---|---|
Produkt 5: Melanoidin; |
2-amino-2-deoxyglucose
A
5-hydroxymethyl-2-furfuraldehyde
B
D-Glyceraldehyde
C
D-Arabinose
Conditions | Yield |
---|---|
Produkt 5: Melanoidin; |
D-lyxose
A
furfural
B
D-Xylose
C
D-Glyceraldehyde
D
hydroxy-2-propanone
E
2-oxopropanal
Conditions | Yield |
---|---|
With sulfuric acid at 250℃; under 258771 Torr; Rate constant; Product distribution; Mechanism; | A 37 % Chromat. B 2.0 % Chromat. C 1.0 % Chromat. D 4.5 % Chromat. E 5.3 % Chromat. F n/a |
Conditions | Yield |
---|---|
In water at 20 - 80℃; Equilibrium constant; Thermodynamic data; From measured specific rotation of the equilibrium mixture of D-glyceraldehyde and its hydrate and equilibrium constant calculated specific rotation of both compounds at 436, 546 and 589 nm.; |
Conditions | Yield |
---|---|
With 1,4-dihydronicotinamide adenine dinucleotide; D-deoxyribose-5-phosphate aldolase; triethanolamine hydrochloride In water at 25℃; pH=7.5; Kinetics; Further Variations:; Reagents; |
dihydroxyacetone phosphate
Glyceraldehyde
A
D-Glyceraldehyde
B
L-fructose 1-phosphate
Conditions | Yield |
---|---|
With sodium hydroxide; rhamnulose-1-phosphate aldolase; zinc(II) chloride; potassium phosphate buffer In water at 23℃; for 48h; pH=6.8; |
formaldehyd
Glycolaldehyde
A
D-Glyceraldehyde
B
(S)-glyceraldehyde
Conditions | Yield |
---|---|
With L-proline optical yield given as %ee; |
Conditions | Yield |
---|---|
With acetic acid In methanol for 1h; | 95% |
Conditions | Yield |
---|---|
With transaldolase B F178Y/R181E In water-d2 at 25℃; for 24h; Kinetics; Reagent/catalyst; Aldol reaction; Enzymatic reaction; stereoselective reaction; | 94% |
With his6-transaldolase B F178Y/R181E Kinetics; Reagent/catalyst; Aldol reaction; Enzymatic reaction; |
Conditions | Yield |
---|---|
In methanol at 25℃; for 24h; Petasis Reaction; diastereoselective reaction; | 94% |
D-Glyceraldehyde
dopamine hydrochloride
(1'S)-1-(1',2'-dihydroxyethyl)-6,7-dihydroxy-1,2,3,4-tetrahydroisoquinoline
Conditions | Yield |
---|---|
In methanol Heating; | 93% |
In methanol 1) RT, overnight, 2) reflux, 2 d; | 93% |
D-Glyceraldehyde
D-glyceric acid
Conditions | Yield |
---|---|
With sodium anthraquinone-2-sulfonate; calcium chloride In sodium hydroxide at 50℃; | 92% |
With water; bromine | |
With bromine; silver carbonate | |
With bromine In water for 2h; |
D-Glyceraldehyde
acetylacetone
1-(5-(hydroxymethyl)-2-methylfuran-3-yl)ethan-1-one
Conditions | Yield |
---|---|
With zirconium(IV) chloride In water-d2 at 20℃; for 5h; | 92% |
With methanol; zinc(II) chloride |
D-Glyceraldehyde
Conditions | Yield |
---|---|
With amidotriphosphate sodium salt; magnesium chloride at 20℃; for 120h; pH=7.1; Substitution; | 81% |
Conditions | Yield |
---|---|
With D-fructose-6-phosphate aldolase of Escherichia coli Ala129Ser mutant at 25℃; for 48h; pH=7.5; NaHCO3 buffer; | 81% |
With transaldolase from listeria monocytogenes In aq. phosphate buffer for 8h; pH=7.5; Enzymatic reaction; | 25% |
With E. coli transaldolase B mutant F178Y In glycyl-glycine buffer at 25℃; pH=8.5; Enzymatic reaction; optical yield given as %de; stereoselective reaction; | |
With E. coli transaldolase B mutant F178Y In glycyl-glycine buffer at 30℃; pH=8.5; Kinetics; Enzymatic reaction; stereoselective reaction; |
Conditions | Yield |
---|---|
With montmorillonite K10 clay (K10) at 20℃; for 0.5h; | 80% |
D-Glyceraldehyde
allyl bromide
1(S)-[(2R)-1,4-dioxaspiro[4.5]decanyl]-3-buten-1-ol
Conditions | Yield |
---|---|
With ammonium chloride; zinc In tetrahydrofuran at 0℃; for 6h; | 78% |
Conditions | Yield |
---|---|
In methanol at 25℃; for 24h; Petasis Reaction; diastereoselective reaction; | 77% |
Conditions | Yield |
---|---|
With E. coli transaldolase B mutant F178Y In glycyl-glycine buffer at 25℃; pH=8.5; Enzymatic reaction; stereoselective reaction; | 75% |
4-Fluorophenol
D-Glyceraldehyde
ethyl (triphenylphosphoranylidene)acetate
A
ethyl (E)-3-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)acrylate
B
(2R)-2,3-epoxy-1-(4-fluorophenoxy)propane
Conditions | Yield |
---|---|
With sodium periodate; sodium sulfate In hexane; dichloromethane; sodium hydrogencarbonate; ethyl acetate | A n/a B 73% |
D-Glyceraldehyde
Conditions | Yield |
---|---|
Stage #1: D-Glyceraldehyde; S,S'-((4-(2-aminoethoxy)-1,2-phenylene)bis(methylene)) diethanethioate hydrochloride With sodium cyanoborohydride; acetic acid In methanol at 60℃; for 4h; Stage #2: With hydrogenchloride In water pH=3; | 72% |
D-Glyceraldehyde
calcium carbide
dibenzylamine
N,N-dibenzyl-1-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)-prop-yn-1-amine
Conditions | Yield |
---|---|
With copper(l) iodide In acetonitrile at 80℃; for 18h; Inert atmosphere; | 70% |
N,N-dimethylisopropyl amine
D-Glyceraldehyde
[4-(tert-butoxycarbonylamino)phenyl]boronic acid
tert-butyl 4-((1S,2S)-2,3-dihydroxy-1-isopropyl(methyl)aminopropyl)-phenylcarbamate
Conditions | Yield |
---|---|
In ethanol at 20℃; for 72h; | 69% |
Conditions | Yield |
---|---|
With D-fructose-6-phosphate aldolase of Escherichia coli Ala129Ser mutant at 25℃; for 48h; pH=7.5; NaHCO3 buffer; | 68% |
Conditions | Yield |
---|---|
With ethylenediaminetetraacetic acid In water for 48h; deoxyribose-5-phosphate aldolase (DERA), phosphate buffer, pH 7.3; | 65% |
D-Glyceraldehyde
calcium carbide
diethylamine
1-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)-N,N-diethylprop-2-yn-1-amine
Conditions | Yield |
---|---|
With copper(l) iodide In acetonitrile at 80℃; for 18h; Inert atmosphere; | 65% |
Conditions | Yield |
---|---|
With magnesium(II) chloride hexahydrate; flavin adenine dinucleotide (FAD)-containing flavoenzyme from the yeast Rhodotorula gracilis; thiamine pyrophosphate; oxygen In water at 25℃; for 8h; pH=7; Enzymatic reaction; | 65% |
Conditions | Yield |
---|---|
Stage #1: magnesium glycerol phosphate; D-Glyceraldehyde With glycerol phosphate oxidase; recombinant D-fructose 1,6-bisphosphate aldolase from Staphylococcus carnosus; catalase In water at 20℃; for 22h; pH=7; Enzymatic reaction; Stage #2: With hydrogenchloride; acid phosphatase from sweet potato In water at 37℃; for 24h; pH=Ca. 5; Enzymatic reaction; stereoselective reaction; | 60% |
With FAD; Staphylococcus carnosus D-fructose 1,6-bisphosphate aldolase; Streptococcus pneumonia glycerol phosphate oxidase In water-d2 at 30℃; for 22h; pH=7; Enzymatic reaction; | 56% |
fur-2-ylboronic acid
D-Glyceraldehyde
N’-allyl-4-methoxybenzohydrazide
Conditions | Yield |
---|---|
In dichloromethane at 25℃; for 24h; Petasis Reaction; diastereoselective reaction; | 58% |
Conditions | Yield |
---|---|
With recombinant aldolase B2T1L6 from Burkholderia phytofirmans; manganese(ll) chloride In aq. buffer for 20h; pH=8; Catalytic behavior; Reagent/catalyst; Aldol Addition; Green chemistry; Enzymatic reaction; stereoselective reaction; | 55% |
D-Glyceraldehyde
2-isopropoxy-5-(3-(6-methyl-2,3,4,5-tetrahydro-1H-benzo[d]azepin-7-yl)-1,2,4-oxadiazol-5-yl)benzonitrile trifluoroacetate
(S)-5-(3-(3-(2,3-dihydroxypropyl)-6-methyl-2,3,4,5-tetrahydro-1H-benzo[d]azepin-7-yl)-1,2,4-oxadiazol-5-yl)-2-isopropoxybenzonitrile hydrochloride
Conditions | Yield |
---|---|
With sodium tris(acetoxy)borohydride; acetic acid In dichloromethane at 20℃; for 92h; Inert atmosphere; | 47% |
D-Glyceraldehyde
2-[(1-methylethyl)oxy]-5-[3-(2,3,4,5-tetrahydro-1H-3-benzazepin-7-yl)-1,2,4-oxadiazol-5-yl]benzonitrile hydrochloride
5-(3-{3-[(2S)-2,3-dihydroxypropyl]-2,3,4,5-tetrahydro-1H-3-benzazepin-7-yl}-1,2,4-oxadiazol-5-yl)-2-[(1-methylethyl)oxy]benzonitrile
Conditions | Yield |
---|---|
Stage #1: D-Glyceraldehyde; 2-[(1-methylethyl)oxy]-5-[3-(2,3,4,5-tetrahydro-1H-3-benzazepin-7-yl)-1,2,4-oxadiazol-5-yl]benzonitrile hydrochloride With sodium tris(acetoxy)borohydride In dichloromethane at 20℃; for 16h; Inert atmosphere; Stage #2: D-Glyceraldehyde With acetic acid In dichloromethane | 46% |
Conditions | Yield |
---|---|
In water at 20℃; for 24h; | 45% |
D-Glyceraldehyde
2-[(1-methylethyl)oxy]-5-[3-(5-methyl-1,2,3,4-tetrahydro-6-isoquinolinyl)-1,2,4-oxadiazol-5-yl]benzonitrile hydrochloride
Conditions | Yield |
---|---|
With sodium tris(acetoxy)borohydride; acetic acid In dichloromethane at 20℃; for 92h; Inert atmosphere; | 44% |
D-Glyceraldehyde
L-Cysteine
2(RS)-D-glycero-(1',2'-dihydroxyethyl)thiazolidine-4(R)-carboxylic acid
Conditions | Yield |
---|---|
In water | 40.5% |
Molecular Structure:
Molecular Formula: C3H6O3
Molecular Weight: 90.0779
IUPAC Name: (2R)-2,3-Dihydroxypropanal
Synonyms of Propanal,2,3-dihydroxy-, (2R)- (CAS NO.453-17-8): D-Glyceraldehyde ; EINECS 207-217-1 ; NSC 91534 ; Triose ; D-(+)-Glyceraldehyde
CAS NO: 453-17-8
Classification Code: chiral ; Carbohydrate Synthesis ; Monosaccharides ; Specialty Synthesis
Melting point: 127-129 °C
Index of Refraction: 1.454
Molar Refractivity: 19.16 cm3
Molar Volume: 70.7 cm3
Surface Tension: 53.3 dyne/cm
Density: 1.272 g/cm3
Flash Point: 106 °C
Enthalpy of Vaporization: 54.01 kJ/mol
Boiling Point: 228 °C at 760 mmHg
Vapour Pressure of Propanal,2,3-dihydroxy-, (2R)- (CAS NO.453-17-8): 0.0146 mmHg at 25°C
Hazard Codes of Propanal,2,3-dihydroxy-, (2R)- (CAS NO.453-17-8): Xi
Risk Statements: 36/37/38
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 26-27-36/37/39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S27: Take off immediately all contaminated clothing.
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection.
WGK Germany: 3
F: 10-23
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