Product Name

  • Name

    L-Glucose

  • EINECS 213-068-3
  • CAS No. 921-60-8
  • Article Data95
  • CAS DataBase
  • Density 1.732 g/cm3
  • Solubility H2O: 0.1 g/mL, clear, colorless
  • Melting Point 153-156 ºC(lit.)
  • Formula C6H12O6
  • Boiling Point 410.8 ºC at 760 mmHg
  • Molecular Weight 180.158
  • Flash Point 202.2 ºC
  • Transport Information UN 2910 7
  • Appearance white powder
  • Safety 16-26-36-53-36/37-25
  • Risk Codes 11-36/37/38-63-62-46-36/38-21
  • Molecular Structure Molecular Structure of 921-60-8 (L-Glucose)
  • Hazard Symbols FlammableFIrritantXi,HarmfulXn,RadioactiveR
  • Synonyms L(-)-Glucose;Glucose, (L)-isomer;
  • PSA 118.22000
  • LogP -3.37880

Synthetic route

2,3:4,5-di-O-isopropylidene-D-gulose

2,3:4,5-di-O-isopropylidene-D-gulose

L-glucose
921-60-8

L-glucose

Conditions
ConditionsYield
With DOWEX(α)50WX8-200 In water at 20℃; for 48h;100%
2-Chloro-9-((3aR,4R,6R,6aR)-2,2,3a,6-tetramethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-9H-purin-6-ylamine

2-Chloro-9-((3aR,4R,6R,6aR)-2,2,3a,6-tetramethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-9H-purin-6-ylamine

L-glucose
921-60-8

L-glucose

Conditions
ConditionsYield
With mercaptoethyl alcohol; Tris*HCl buffer; manganese(ll) chloride; fucose isomerase at 25℃; for 72h;28.9%
6'-O-(3''-O-methylgalloyl)arbutin

6'-O-(3''-O-methylgalloyl)arbutin

A

D-glucose
50-99-7

D-glucose

B

L-glucose
921-60-8

L-glucose

Conditions
ConditionsYield
With hydrogenchloride In water at 90℃; for 1h;A 26%
B n/a
L-arabinose
5328-37-0

L-arabinose

L-glucose
921-60-8

L-glucose

Conditions
ConditionsYield
With pyridine; hydrogen cyanide Beim Behandeln des Reaktionsprodukts mit wss.Salzsaeure unter gleichzeitigem Hydrieren an Palladium/Bariumsulfat;
Multi-step reaction with 2 steps
1: sodium methylate
2: aqueous NaOH-solution / beim anschliessend mit wss.Schwefelsaeure
View Scheme
1-Desoxy-1-nitro-L-gluco-hexitol
69257-51-8

1-Desoxy-1-nitro-L-gluco-hexitol

L-glucose
921-60-8

L-glucose

Conditions
ConditionsYield
With sodium hydroxide beim anschliessend mit wss.Schwefelsaeure;
(2S,3R,4S,5S)-6-Benzhydryloxy-2,3,4,5-tetrahydroxy-hexanal

(2S,3R,4S,5S)-6-Benzhydryloxy-2,3,4,5-tetrahydroxy-hexanal

L-glucose
921-60-8

L-glucose

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In methanol Yield given;
L-gluconic acid-lactone

L-gluconic acid-lactone

L-glucose
921-60-8

L-glucose

Conditions
ConditionsYield
With sodium amalgam; sulfuric acid
With sodium amalgam; sodium hydrogen oxalate
L-gluconic acid
157663-13-3

L-gluconic acid

sodium amalgam

sodium amalgam

L-glucose
921-60-8

L-glucose

Conditions
ConditionsYield
das Lacton reagiert;
L-glucono-1,5-lactone
52153-09-0

L-glucono-1,5-lactone

γ lactone of/the/ l-gluconic acid
74464-44-1

γ lactone of/the/ l-gluconic acid

L-glucose
921-60-8

L-glucose

Conditions
ConditionsYield
Stage #1: L-glucono-1,5-lactone; γ lactone of/the/ l-gluconic acid With sodium tetrahydroborate In water at -5 - 5℃; for 0.333333h;
Stage #2: With acetic acid In water
2-hydroxybenzoyl-β-L-glucopyranosyl (2->1)-β-L-glucopyranosyl (2->1)-β-L-glucopyranosyl (2->1) β-Lglucopyranoside
1351356-85-8

2-hydroxybenzoyl-β-L-glucopyranosyl (2->1)-β-L-glucopyranosyl (2->1)-β-L-glucopyranosyl (2->1) β-Lglucopyranoside

A

L-glucose
921-60-8

L-glucose

B

salicylic acid
69-72-7

salicylic acid

Conditions
ConditionsYield
Acidic conditions;
2-(hydroxymethyl)-4-oxo-4Hpyran-3-yl 3-O-β-D-glucopyranosyl-β-D-glucopyranoside

2-(hydroxymethyl)-4-oxo-4Hpyran-3-yl 3-O-β-D-glucopyranosyl-β-D-glucopyranoside

A

D-glucose
50-99-7

D-glucose

B

L-glucose
921-60-8

L-glucose

Conditions
ConditionsYield
With trifluoroacetic acid In pyridine at 120℃; for 1h; Inert atmosphere;
2-methyl-4-oxo-4H-pyran-3-yl 3-O-β-D-glucopyranosyl-β-D-glucopyranoside

2-methyl-4-oxo-4H-pyran-3-yl 3-O-β-D-glucopyranosyl-β-D-glucopyranoside

A

D-glucose
50-99-7

D-glucose

B

L-glucose
921-60-8

L-glucose

Conditions
ConditionsYield
With trifluoroacetic acid In pyridine at 120℃; for 1h; Inert atmosphere;
2-(hydroxymethyl)-4-oxo-4H-pyran-3-yl 6-O-β-D-glucopyranosyl-β-D-glucopyranoside

2-(hydroxymethyl)-4-oxo-4H-pyran-3-yl 6-O-β-D-glucopyranosyl-β-D-glucopyranoside

A

D-glucose
50-99-7

D-glucose

B

L-glucose
921-60-8

L-glucose

Conditions
ConditionsYield
With trifluoroacetic acid In pyridine at 120℃; for 1h; Inert atmosphere;
2-methyl-4-oxo-4H-pyran-3-yl 6-O-β-D-glucopyranosyl-β-D-glucopyranoside

2-methyl-4-oxo-4H-pyran-3-yl 6-O-β-D-glucopyranosyl-β-D-glucopyranoside

A

D-glucose
50-99-7

D-glucose

B

L-glucose
921-60-8

L-glucose

Conditions
ConditionsYield
With trifluoroacetic acid In pyridine at 120℃; for 1h; Inert atmosphere;
2,3:4,5-di-O-isopropylidene-L-glucitol

2,3:4,5-di-O-isopropylidene-L-glucitol

L-glucose
921-60-8

L-glucose

Conditions
ConditionsYield
With Dowex In water for 24h;14.8 g
sodium α-d-glucoheptonatehydrate
13007-85-7

sodium α-d-glucoheptonatehydrate

L-glucose
921-60-8

L-glucose

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: hydrogenchloride / water; methanol / 1 h / Reflux
2: sulfuric acid / water; methanol / 4.25 h / 20 °C
3: lithium aluminium tetrahydride / tetrahydrofuran / 0.5 h / -40 °C / Reflux
4: SiO2-supported NaIO4 / dichloromethane / 0.5 h
5: Dowex® / water / 24 h
View Scheme
methyl 2,3:4,5:6,7-tri-O-isopropylidene-D-glycero-D-gulo-heptonate
1595285-44-1

methyl 2,3:4,5:6,7-tri-O-isopropylidene-D-glycero-D-gulo-heptonate

L-glucose
921-60-8

L-glucose

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: sulfuric acid / water; methanol / 4.25 h / 20 °C
2: lithium aluminium tetrahydride / tetrahydrofuran / 0.5 h / -40 °C / Reflux
3: SiO2-supported NaIO4 / dichloromethane / 0.5 h
4: Dowex® / water / 24 h
View Scheme
methyl 2,3:4,5-di-O-isopropylidene-D-glycero-D-gulo-heptonate
1595285-46-3

methyl 2,3:4,5-di-O-isopropylidene-D-glycero-D-gulo-heptonate

L-glucose
921-60-8

L-glucose

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: lithium aluminium tetrahydride / tetrahydrofuran / 0.5 h / -40 °C / Reflux
2: SiO2-supported NaIO4 / dichloromethane / 0.5 h
3: Dowex® / water / 24 h
View Scheme
3-O-β-D-glucopyranosyl-hederagenin 23-O-α-D-ribofuranoside
1500092-25-0

3-O-β-D-glucopyranosyl-hederagenin 23-O-α-D-ribofuranoside

A

D-ribose
50-69-1

D-ribose

B

L-ribose
24259-59-4

L-ribose

C

D-glucose
50-99-7

D-glucose

D

L-glucose
921-60-8

L-glucose

Conditions
ConditionsYield
With trifluoroacetic acid In water at 120℃; for 4h;
isovitexin-6''-O-α-L-glucopyranoside

isovitexin-6''-O-α-L-glucopyranoside

A

D-glucose
50-99-7

D-glucose

B

L-glucose
921-60-8

L-glucose

C

5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
520-36-5

5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one

Conditions
ConditionsYield
With hydrogenchloride; water at 90℃; for 3h;
cellobiose

cellobiose

L-glucose
921-60-8

L-glucose

Conditions
ConditionsYield
With water
(1R,5R,6R,7R,8S,11S)-11,13-dihydrodehydrocostuslactone-8-O-6’-2’’(E)-butenoyl-β-D-glucopyranoside

(1R,5R,6R,7R,8S,11S)-11,13-dihydrodehydrocostuslactone-8-O-6’-2’’(E)-butenoyl-β-D-glucopyranoside

L-glucose
921-60-8

L-glucose

Conditions
ConditionsYield
Stage #1: (1R,5R,6R,7R,8S,11S)-11,13-dihydrodehydrocostuslactone-8-O-6’-2’’(E)-butenoyl-β-D-glucopyranoside With hydrogenchloride In methanol; water for 4h; Reflux;
Stage #2: With pyridine; L-cysteine methyl ester hydrochloride In methanol; water at 60℃; for 2h;
Stage #3: With 2-tolyl isothiocyanate In methanol; water at 60℃; for 1h;
3,3',5'-trimethoxylmyricetin 7-O-β-D–glucopyranoside

3,3',5'-trimethoxylmyricetin 7-O-β-D–glucopyranoside

A

D-glucose
50-99-7

D-glucose

B

L-glucose
921-60-8

L-glucose

Conditions
ConditionsYield
With hydrogenchloride In water at 105℃; for 4h;
3-(4-hydroxy-3-methoxyphenyl)propyl-1-O-[β-D-apiofuranosyl-(1→6)-β-D-glucopyranoside]

3-(4-hydroxy-3-methoxyphenyl)propyl-1-O-[β-D-apiofuranosyl-(1→6)-β-D-glucopyranoside]

B

D-glucose
50-99-7

D-glucose

C

L-glucose
921-60-8

L-glucose

Conditions
ConditionsYield
With water Acidic conditions;
L-glucose
921-60-8

L-glucose

L-gluconic acid
157663-13-3

L-gluconic acid

Conditions
ConditionsYield
With 1 wt% Au/TiO2; oxygen In water at 77 - 89℃; under 39547.2 Torr; Flow reactor;94%
With CuO*CeO2 at 180℃; for 4h; Time; Reagent/catalyst; Inert atmosphere;
L-glucose
921-60-8

L-glucose

2-{5-[5-C-(1,4-anhydro-β-D-erythrotetrofuranosyl)-2-methylfuran-3-yl]-1,3,4-oxadiazol-2-ylthio}acetohydrazide
1338470-77-1

2-{5-[5-C-(1,4-anhydro-β-D-erythrotetrofuranosyl)-2-methylfuran-3-yl]-1,3,4-oxadiazol-2-ylthio}acetohydrazide

D-glucose 2-{5-[5-(1,4-anhydro-β-D-erythrotetrofuranosyl)-2-methylfuran-3-yl]-1,3,4-oxadiazol-2-ylthio}acetohydrazone

D-glucose 2-{5-[5-(1,4-anhydro-β-D-erythrotetrofuranosyl)-2-methylfuran-3-yl]-1,3,4-oxadiazol-2-ylthio}acetohydrazone

Conditions
ConditionsYield
With acetic acid In ethanol; water Reflux;78%
L-glucose
921-60-8

L-glucose

A

L-gluconic acid
157663-13-3

L-gluconic acid

B

ketogulonic acid
5627-26-9

ketogulonic acid

Conditions
ConditionsYield
With oxygen; 1% Au 1% Pt /TiO2 In water at 62℃; under 39547.2 Torr; Temperature; Flow reactor;A 63%
B 15%
L-glucose
921-60-8

L-glucose

A

L-gluconic acid
157663-13-3

L-gluconic acid

B

5-ketogluconic acid
488-34-6

5-ketogluconic acid

C

ketogulonic acid
5627-26-9

ketogulonic acid

Conditions
ConditionsYield
With oxygen; 1% Au 1% Pt /TiO2 In water at 80℃; under 39547.2 Torr; Temperature; Flow reactor;A 14%
B 10%
C 56%
L-glucose
921-60-8

L-glucose

N-<4,6-bis(dimethylamino)-1,3,5-triazin-2-yl>trimethylammonium chloride
33949-42-7

N-<4,6-bis(dimethylamino)-1,3,5-triazin-2-yl>trimethylammonium chloride

2-O-<4,6-bis(dimethylamino)-1,3,5-triazin-2-yl>-β-L-glucopyranoside

2-O-<4,6-bis(dimethylamino)-1,3,5-triazin-2-yl>-β-L-glucopyranoside

Conditions
ConditionsYield
With potassium hydroxide In water 1.) 0 deg C, 2 h, 2.) 25 deg C, 12 h;27%
pyridine
110-86-1

pyridine

L-glucose
921-60-8

L-glucose

acetic anhydride
108-24-7

acetic anhydride

α/β‐L‐glucopyranosyl‐1,2,3,4,5‐pentaacetate
147648-81-5

α/β‐L‐glucopyranosyl‐1,2,3,4,5‐pentaacetate

Conditions
ConditionsYield
at 0℃;
Acetyl bromide
506-96-7

Acetyl bromide

L-glucose
921-60-8

L-glucose

2,3,4,6-tetra-O-acetyl-α-L-glucopyranosyl bromide
67337-79-5

2,3,4,6-tetra-O-acetyl-α-L-glucopyranosyl bromide

Conditions
ConditionsYield
With acetic acid
L-glucose
921-60-8

L-glucose

phenylhydrazine acetate
72358-76-0

phenylhydrazine acetate

lyxo-[2]Hexosulose-bis-phenylhydrazon
23275-67-4

lyxo-[2]Hexosulose-bis-phenylhydrazon

Conditions
ConditionsYield
With water phenyl-l-fructosazone;
L-glucose
921-60-8

L-glucose

O4,O6-((S)-ethylidene)-L-glucose
112246-57-8

O4,O6-((S)-ethylidene)-L-glucose

Conditions
ConditionsYield
With sulfuric acid; paracetaldehyde
Conditions
ConditionsYield
With sulfuric acid; copper(II) sulfate; acetone
L-glucose
921-60-8

L-glucose

sodium acetate
127-09-3

sodium acetate

acetic anhydride
108-24-7

acetic anhydride

α/β‐L‐glucopyranosyl‐1,2,3,4,5‐pentaacetate
66966-07-2

α/β‐L‐glucopyranosyl‐1,2,3,4,5‐pentaacetate

L-glucose
921-60-8

L-glucose

1,1-Diphenylhydrazine
530-50-7

1,1-Diphenylhydrazine

glucose-diphenylhydrazone
5149-20-2, 5149-24-6, 5149-25-7

glucose-diphenylhydrazone

Conditions
ConditionsYield
With ethanol at 100℃; im geschlossenen Rohr; -diphenylhydrazone;
L-glucose
921-60-8

L-glucose

Amino-acetic acid (3S,5R,8R,9S,10S,13R,14S,17R)-14-hydroxy-10,13-dimethyl-17-(5-oxo-2,5-dihydro-furan-3-yl)-hexadecahydro-cyclopenta[a]phenanthren-3-yl ester
42716-79-0

Amino-acetic acid (3S,5R,8R,9S,10S,13R,14S,17R)-14-hydroxy-10,13-dimethyl-17-(5-oxo-2,5-dihydro-furan-3-yl)-hexadecahydro-cyclopenta[a]phenanthren-3-yl ester

[(2R,3S,4S,5S)-2,3,4,5,6-Pentahydroxy-hex-(E)-ylideneamino]-acetic acid (3S,5R,8R,9S,10S,13R,14S,17R)-14-hydroxy-10,13-dimethyl-17-(5-oxo-2,5-dihydro-furan-3-yl)-hexadecahydro-cyclopenta[a]phenanthren-3-yl ester

[(2R,3S,4S,5S)-2,3,4,5,6-Pentahydroxy-hex-(E)-ylideneamino]-acetic acid (3S,5R,8R,9S,10S,13R,14S,17R)-14-hydroxy-10,13-dimethyl-17-(5-oxo-2,5-dihydro-furan-3-yl)-hexadecahydro-cyclopenta[a]phenanthren-3-yl ester

Conditions
ConditionsYield
With ammonium chloride In ethanol for 4h; Heating;
L-glucose
921-60-8

L-glucose

L-(-)-α-methylbenzylamine
2627-86-3

L-(-)-α-methylbenzylamine

acetic anhydride
108-24-7

acetic anhydride

Acetic acid (1S,2S,3S)-2,3,4-triacetoxy-1-{(R)-1-acetoxy-2-[acetyl-(1-phenyl-ethyl)-amino]-ethyl}-butyl ester
79526-50-4, 79549-65-8, 79549-66-9, 79549-67-0, 79549-68-1, 79617-01-9, 83680-90-4, 83680-91-5

Acetic acid (1S,2S,3S)-2,3,4-triacetoxy-1-{(R)-1-acetoxy-2-[acetyl-(1-phenyl-ethyl)-amino]-ethyl}-butyl ester

Conditions
ConditionsYield
With pyridine; sodium cyanoborohydride 1.) methanol-water 2.) 100 deg C, 1 h; Multistep reaction;
L-glucose
921-60-8

L-glucose

(-)-α-methylbenzylamine
2627-86-3

(-)-α-methylbenzylamine

acetic anhydride
108-24-7

acetic anhydride

Acetic acid (1S,2S,3S)-2,3,4-triacetoxy-1-{(R)-1-acetoxy-2-[acetyl-((S)-1-phenyl-ethyl)-amino]-ethyl}-butyl ester
79526-50-4, 79549-65-8, 79549-66-9, 79549-67-0, 79549-68-1, 79617-01-9, 83680-90-4, 83680-91-5

Acetic acid (1S,2S,3S)-2,3,4-triacetoxy-1-{(R)-1-acetoxy-2-[acetyl-((S)-1-phenyl-ethyl)-amino]-ethyl}-butyl ester

Conditions
ConditionsYield
With pyridine; sodium cyanoborohydride 1.)Methanol, water, room temp. 2.)100 deg C, 1 hour; Multistep reaction;
L-glucose
921-60-8

L-glucose

p-toluidine
106-49-0

p-toluidine

N-(p-tolyl)-amine-1-D-fructose
61819-68-9

N-(p-tolyl)-amine-1-D-fructose

Conditions
ConditionsYield
With acetic acid In water for 0.5h; Heating;
L-glucose
921-60-8

L-glucose

2,2'-bipyridine-4,4'-diboronic acid
159614-36-5

2,2'-bipyridine-4,4'-diboronic acid

C10H10B2N2O4*C6H12O6

C10H10B2N2O4*C6H12O6

Conditions
ConditionsYield
complex formation;
L-glucose
921-60-8

L-glucose

Sucrose
57-50-1

Sucrose

A

leucrose (5-O-α-D-glucopyranosyl-β-D-fructopyranose)
470-16-6, 58166-26-0, 100430-38-4, 130853-03-1, 7158-70-5

leucrose (5-O-α-D-glucopyranosyl-β-D-fructopyranose)

B

α-D-glucopyranosyl-(1->6)-α-D-glucopyranosyl-(1->4)-L-glucose

α-D-glucopyranosyl-(1->6)-α-D-glucopyranosyl-(1->4)-L-glucose

Conditions
ConditionsYield
With alternansucrase from Leuconostoc mesenteroides NRRL B-21297 Enzymatic reaction;
L-glucose
921-60-8

L-glucose

dimethyl amine
124-40-3

dimethyl amine

C8H17NO5

C8H17NO5

Conditions
ConditionsYield
With acetic acid In ethanol at 20 - 75℃; for 3h; Amadori rearrangement;

L-Glucose Specification

L-Glucose(CAS NO.921-60-8), its Synonyms are Glucose, (L)-isomer; L(-)-Glucose. It is an organic compound with formula C6H12O6 or H–(C=O)–(CHOH)5–H, specifically one of the aldohexose monosaccharides. L-Glucose does not occur naturally in higher living organisms, but can be synthesized in the laboratory.

Physical properties about L-Glucose are: (1)ACD/LogP: -2.49; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): -2.49; (4)ACD/LogD (pH 7.4): -2.49; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4): 1.00; (7)ACD/KOC (pH 5.5): 1.05; (8)ACD/KOC (pH 7.4): 1.05; (9)#H bond acceptors: 6; (10)#H bond donors: 5; (11)#Freely Rotating Bonds: 6; (12)Index of Refraction: 1.635; (13)Molar Refractivity: 37.254 cm3; (14)Molar Volume: 104.015 cm3; (15)Polarizability: 14.769 10-24cm3; (16)Surface Tension: 81.7509994506836 dyne/cm; (17)Density: 1.732 g/cm3; (18)Flash Point: 202.243 °C; (19)Enthalpy of Vaporization: 76.626 kJ/mol; (20)Boiling Point: 410.797 °C at 760 mmHg;

Uses of L-Glucose: L-Glucose was once proposed as a low-calorie sweetener and it is suitable for patients with diabetes mellitus. L-Glucose was also found to be a laxative, and has been proposed as a colon-cleansing agent which would not produce the disruption of fluid and electrolyte levels associated with the significant liquid quantities of bad-tasting osmotic laxatives conventionally used in preparation for colonoscopy.

When you are using this chemical, please be cautious about it as the following:
1. Keep away from sources of ignition - No smoking;
2. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice;
3. Wear suitable protective clothing;
4. Avoid exposure - obtain special instruction before use;
5. Wear suitable protective clothing and gloves;
6. Avoid contact with eyes;

You can still convert the following datas into molecular structure:
(1)InChI=1S/C6H12O6/c7-1-3(9)5(11)6(12)4(10)2-8/h1,3-6,8-12H,2H2/t3-,4+,5+,6+/m1/s1 ;
(2)InChIKey=GZCGUPFRVQAUEE-VANKVMQKSA-N;
(3)SmilesO=C[C@H]([C@@H]([C@H]([C@@H](O)CO)O)O)O

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