6-Deoxy-D-glucose supplier | CasNO.7658-08-4

Name
6-DEOXY-D-GLUCOSE
EINECS 231-622-2
CAS No. 7658-08-4
Article Data148
CAS DataBase
Density 1.41 g/cm³
Solubility H2O: 10 mg/mL, clear, colorless
Melting Point 146°
Formula C6H12 O5
Boiling Point 399.1 °C at 760 mmHg
Molecular Weight 164.158
Flash Point 209.3 °C
Transport Information
Appearance
Safety 24/25
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 6-Deoxy-D-glucose;6-Deoxyglucose; D-6-Deoxyglucose; D-Chinovose; D-Isorhamnose; D-Quinovose;Epirhamnose, D-; Glucomethylose; Isorhamnose; Isorhodeose; Quinovose
PSA 90.15000
LogP -2.19380

Synthetic route

: bayogenin {28-O-α-L-rhamnopyranosyl-(1->2)-[β-D-galactopyranosyl(1->3)]-[β-D-glucopyranosyl-(1->6)]-β-D-glucopyranosyl} ester

A: 7658-08-4
D-quionovose

B: 50-99-7
D-glucose

C: 59-23-4
D-Galactose

D: 465-00-9, 6989-24-8, 87392-68-5, 102519-34-6, 106293-97-4, 118711-55-0, 150821-16-2
bayogenin

Conditions

Conditions	Yield
Stage #1: bayogenin {28-O-α-L-rhamnopyranosyl-(1->2)-[β-D-galactopyranosyl(1->3)]-[β-D-glucopyranosyl-(1->6)]-β-D-glucopyranosyl} ester With sulfuric acid In 1,4-dioxane for 1h; Reflux; Stage #2: In 1,4-dioxane	A n/a B n/a C n/a D 71.7%

...Expand

: desacylperennisoside X

A: 7658-08-4
D-quionovose

B: 50-99-7
D-glucose

C: 465-00-9, 6989-24-8, 87392-68-5, 102519-34-6, 106293-97-4, 118711-55-0, 150821-16-2
bayogenin

Conditions

Conditions	Yield
Stage #1: desacylperennisoside X With sulfuric acid In 1,4-dioxane for 1h; Reflux; Stage #2: In 1,4-dioxane	A n/a B n/a C 65.8%

...Expand

: desacylperennisoside XI

A: 7658-08-4
D-quionovose

B: 50-99-7
D-glucose

C: 59-23-4
D-Galactose

D: 465-00-9, 6989-24-8, 87392-68-5, 102519-34-6, 106293-97-4, 118711-55-0, 150821-16-2
bayogenin

Conditions

Conditions	Yield
Stage #1: desacylperennisoside XI With sulfuric acid In 1,4-dioxane for 1h; Reflux; Stage #2: In 1,4-dioxane	A n/a B n/a C n/a D 61.4%

...Expand

: desacyl-perennisoside VIII

A: 7658-08-4
D-quionovose

B: 3615-37-0
D-Fucose

C: 50-99-7
D-glucose

D: 465-00-9, 6989-24-8, 87392-68-5, 102519-34-6, 106293-97-4, 118711-55-0, 150821-16-2
bayogenin

Conditions

Conditions	Yield
Stage #1: desacyl-perennisoside VIII With sulfuric acid In 1,4-dioxane for 1h; Reflux; Stage #2: In 1,4-dioxane	A n/a B n/a C n/a D 52.2%

...Expand

: desacylperennisoside IX

A: 7658-08-4
D-quionovose

B: 3615-37-0
D-Fucose

C: 50-99-7
D-glucose

D: 59-23-4
D-Galactose

E: 465-00-9, 6989-24-8, 87392-68-5, 102519-34-6, 106293-97-4, 118711-55-0, 150821-16-2
bayogenin

Conditions

Conditions	Yield
Stage #1: desacylperennisoside IX With sulfuric acid In 1,4-dioxane for 1h; Reflux; Stage #2: In 1,4-dioxane	A n/a B n/a C n/a D n/a E 50%

...Expand

: 20031-16-7, 24286-28-0, 24286-61-1, 29217-83-2, 35902-06-8, 106293-98-5
γ lactone of d-isorhamnonic acid

sodium amalgam: sodium amalgam

: 7658-08-4
D-quionovose

β-methyl-d-isorhamnoside: β-methyl-d-isorhamnoside

: 7658-08-4
D-quionovose

Conditions

Conditions	Yield
Hydrolysis;

methyl-<6-deoxy-α-D-glucopyranoside>: methyl-<6-deoxy-α-D-glucopyranoside>

: 7658-08-4
D-quionovose

Conditions

Conditions	Yield
With hydrogenchloride

O3,O5-benzylidene-O1,O2-isopropylidene-6-deoxy-α-D-glucofuranose: O3,O5-benzylidene-O1,O2-isopropylidene-6-deoxy-α-D-glucofuranose

: 7658-08-4
D-quionovose

Conditions

Conditions	Yield
With sulfuric acid

purginic acid: purginic acid

: 7658-08-4
D-quionovose

Conditions

Conditions	Yield
Hydrolysis;

: liouvilloside A1

A: 58-86-6
D-xylose

B: 7658-08-4
D-quionovose

C: 50-99-7
D-glucose

D: 146-72-5, 2922-60-3, 4682-46-6, 5153-62-8, 32166-87-3, 38088-21-0, 62396-68-3, 65725-72-6, 90364-89-9, 126874-17-7
3-O-methyl-D-glucose

Conditions

Conditions	Yield
With water; trifluoroacetic acid at 100℃; for 0.5h;

...Expand

: liouvilloside A2

A: 58-86-6
D-xylose

B: 7658-08-4
D-quionovose

C: 523-74-0, 642-33-1, 4060-08-6, 4481-08-7, 4598-54-3, 5158-56-5, 7045-53-6, 14064-39-2, 17212-18-9, 18546-08-2, 18546-09-3, 18546-11-7, 25374-97-4, 51795-06-3, 91741-22-9, 117857-64-4, 149655-76-5, 5675-98-9
6-deoxy-3-O-methyl-D-allose

D: 50-99-7
D-glucose

Conditions

Conditions	Yield
With water; trifluoroacetic acid at 100℃; for 0.5h;

...Expand

: 1033617-26-3
3-O-[3-O-methyl-β-D-glucopyranosyl-(1->3)-β-D-glucopyranosyl-(1->4)-β-D-quinovopyranosyl-(1->2)-4-O-sodiumsulfato-β-D-xylopyranosyl]-22-oxo-9(11)-holostene-3β,12α,17α-triol

A: 58-86-6
D-xylose

B: 7658-08-4
D-quionovose

C: 15075-11-3
3-O-methyl-D-xylose

D: 50-99-7
D-glucose

E: C30H46O6

Conditions

Conditions	Yield
With water; trifluoroacetic acid at 120℃; for 2h;

...Expand

: 1082071-34-8
3-O-[3-O-methyl-β-D-glucopyranosyl-(1->3)-β-D-glucopyranosyl-(1->4)-β-D-quinovopyranosyl-(1->2)-4-O-sodiumsulfato-β-D-xylopyranosyl]-22-oxo-9(11)-holostene-3β,12α,25-triol

A: 58-86-6
D-xylose

B: 7658-08-4
D-quionovose

C: 15075-11-3
3-O-methyl-D-xylose

D: 50-99-7
D-glucose

E: C30H46O6

Conditions

Conditions	Yield
With water; trifluoroacetic acid at 120℃; for 2h;

...Expand

: 915213-96-6
fuscocineroside B

A: 58-86-6
D-xylose

B: 7658-08-4
D-quionovose

C: 15075-11-3
3-O-methyl-D-xylose

D: 50-99-7
D-glucose

E: C30H46O5

Conditions

Conditions	Yield
With water; trifluoroacetic acid at 120℃; for 2h;

...Expand

: disodium (3β,9β,16β)-16-(acetyloxy)-18-oxo-18,20-epoxylanosta-7,24-dien-3-yl 3-O-methyl-β-D-glucopyranosyl-(1->3)-β-D-xylopyranosyl-(1->4)-6-deoxy-2-O-sulfonato-β-D-glucopyranosyl-(1->2)-4-O-sulfonato-β-D-xylopyranoside

A: 58-86-6
D-xylose

B: 7658-08-4
D-quionovose

C: 146-72-5, 2922-60-3, 4682-46-6, 5153-62-8, 32166-87-3, 38088-21-0, 62396-68-3, 65725-72-6, 90364-89-9, 126874-17-7
3-O-methyl-D-glucose

Conditions

Conditions	Yield
With water; trifluoroacetic acid at 120℃; for 2h;

...Expand

: disodium (3β,9β,16β)-16-(acetyloxy)-18-oxo-18,20-epoxylanosta-7,25-dien-3-yl 3-O-methyl-β-D-glucopyranosyl-(1->3)-β-D-xylopyranosyl-(1->4)-6-deoxy-2-O-sulfonato-β-D-glucopyranosyl-(1->2)-4-O-sulfonato-β-D-xylopyranoside

A: 58-86-6
D-xylose

B: 7658-08-4
D-quionovose

C: 146-72-5, 2922-60-3, 4682-46-6, 5153-62-8, 32166-87-3, 38088-21-0, 62396-68-3, 65725-72-6, 90364-89-9, 126874-17-7
3-O-methyl-D-glucose

Conditions

Conditions	Yield
With water; trifluoroacetic acid at 120℃; for 2h;

...Expand

: scammonic acid A

A: 7658-08-4
D-quionovose

B: 3615-41-6
L-Rhamnose

C: 50-99-7
D-glucose

D: 502-75-0
11-hydroxyhexadecanoic acid

Conditions

Conditions	Yield
With hydrogenchloride; water In ethanol for 1h; Reflux;

...Expand

: C26H22O12

A: 7658-08-4
D-quionovose

: (R)-2'-hydroxy-justirumalin

Conditions

Conditions	Yield
With β-D-glucosidase at 37℃; for 6h; pH=5; aq. acetate buffer; Enzymatic reaction;	A 0.9 mg B 1.2 mg

: C48H58O29

A: 58-86-6
D-xylose

B: 639-97-4, 6477-44-7, 42927-70-8
D-apiose

C: 7658-08-4
D-quionovose

D: 3615-41-6
L-Rhamnose

E: 50-99-7
D-glucose

: (R)-2'-hydroxy-justirumalin

Conditions

Conditions	Yield
With hydrogenchloride In 1,4-dioxane; water at 100℃; for 3h;

...Expand

: 1345337-77-0
quamoclinic acid B methyl ester

A: 7658-08-4
D-quionovose

B: 1310356-98-9
C10H20O3

Conditions

Conditions	Yield
With hydrogenchloride; water at 95℃; for 1h;

: 1287252-84-9
(3S,11S)-ipurolic acid 11-O-β-D-quinovopyranosyl-(1->2)-O-β-D-glucopyranosyl-(1->3)-[O-β-D-quinovopyranosyl-(1->4)]-O-α-L-rhamnopyranosyl-(1->2)-O-β-D-glucopyranosyl-(1->2)-β-D-fucopyranoside

A: 7658-08-4
D-quionovose

B: 3615-37-0
D-Fucose

C: 3615-41-6
L-Rhamnose

D: 50-99-7
D-glucose

E: ipurolic acid

Conditions

Conditions	Yield
With hydrogenchloride; water at 95℃; for 1h;

...Expand

: 1310579-84-0
(3S,11S)-ipurolic acid 11-O-β-D-quinovopyranosyl-(1->2)-O-β-D-glucopyranosyl-(1->3)-[O-β-D-fucopyranosyl-(1->4)]-O-α-L-rhamnopyranosyl-(1->2)-O-β-D-glucopyranosyl-(1->2)-β-D-fucopyranoside

A: 7658-08-4
D-quionovose

B: 3615-37-0
D-Fucose

C: 3615-41-6
L-Rhamnose

D: 50-99-7
D-glucose

E: ipurolic acid

Conditions

Conditions	Yield
With hydrogenchloride; water at 95℃; for 1h;

...Expand

: 1310579-86-2
(3S,11S)-ipurolic acid 11-O-β-D-fucoopyranosyl-(1->3)-O-β-D-quinovopyranosyl-(1->2)-O-β-D-glucopyranosyl-(1->3)-[O-β-D-fucopyranosyl-(1->4)]-O-α-L-rhamnopyranosyl-(1->2)-O-β-D-glucopyranosyl-(1->2)-β-D-fucopyranoside

A: 7658-08-4
D-quionovose

B: 3615-37-0
D-Fucose

C: 3615-41-6
L-Rhamnose

D: 50-99-7
D-glucose

E: ipurolic acid

Conditions

Conditions	Yield
With hydrogenchloride; water at 95℃; for 1h;

...Expand

: 1287253-14-8
(3S,11S)-ipurolic acid 11-O-α-L-rhamnpyranosyl-(1->3)-O-β-D-quinovopyranosyl-(1->2)-O-β-D-glucopyranosyl-(1->3)-[O-β-D-quinovopyranosyl-(1->4)]-O-α-L-rhamnopyranosyl-(1->2)-O-β-D-glucopyranosyl-(1->2)-β-D-fucopyranoside

A: 7658-08-4
D-quionovose

B: 3615-37-0
D-Fucose

C: 3615-41-6
L-Rhamnose

D: 50-99-7
D-glucose

E: ipurolic acid

Conditions

Conditions	Yield
With hydrogenchloride; water at 95℃; for 1h;

...Expand

: 1331827-01-0
squarroside VII

A: 7658-08-4
D-quionovose

B: 3615-37-0
D-Fucose

C: 50-99-7
D-glucose

Conditions

Conditions	Yield
With hydrogenchloride; water In 1,4-dioxane at 100℃; for 1h;

...Expand

: aeginetic acid 5-O-β-D-quinovoside

A: 7658-08-4
D-quionovose

B: 53537-92-1
aeginetic acid

Conditions

Conditions	Yield
With hydrogenchloride In 1,4-dioxane; water for 1h; Reflux;

: sodium β-D-glucopyranosyl 3-[(O-(4-O-sulfo-β-D-glucopyranosyl)-(1->3)-O-[α-L-rhamnopyranosyl-(1->2)]-α-L-arabinopyranosyl)oxy]-30-noroleana-12,20(29)-dien-28-oate

A: 5328-37-0
L-arabinose

B: 7658-08-4
D-quionovose

C: 50-99-7
D-glucose

Conditions

Conditions	Yield
With hydrogenchloride In 1,4-dioxane; water at 95℃; for 1h; Inert atmosphere;

...Expand

: 1260096-79-4
O-β-D-glucopyranosyl-(1->6)-β-D-glucopyranosyl 3-[(O-β-D-glucopyranosyl-(1->3)-O-[α-L-rhamnopyranosyl-(1->2)]-α-L-arabinopyranosyl)oxy]-30-noroleana-12,20(29)-dien-28-oate

A: 5328-37-0
L-arabinose

B: 7658-08-4
D-quionovose

C: 50-99-7
D-glucose

Conditions

Conditions	Yield
With hydrogenchloride In 1,4-dioxane; water at 95℃; for 1h; Inert atmosphere;

...Expand

: 7658-08-4
D-quionovose

: 1,2-diamino-1,4,5,6,7,8-hexahydro-4-(4-methoxyphenyl)-7,7-dimethyl-5-oxoquinoline-3-carbonitrile

: 1,5,6,7,8,9-hexahydro-2-((S,S,S,S)-1,2,3,4-tetrahydroxypentyl)-5-(4-methoxyphenyl)-8,8-dimethyl-6-oxo-[1,2,4]triazolo[1,5-a]quinoline-4-carbonitrile

Conditions

Conditions	Yield
With iodine; acetic acid	78%

: 7658-08-4
D-quionovose

: 1101863-07-3
(3S)-O-(N-methoxyglycyl)betulinic acid

Conditions

Conditions	Yield
In methanol; dichloromethane at 40℃; for 48h;	8%

D-quionovose: D-quionovose

: 59-88-1
phenylhydrazine hydrochloride

: 2079-46-1, 6035-61-6, 18546-00-4, 18608-91-8, 18615-48-0, 99881-06-8, 99881-07-9
arabino-6-deoxy-[2]hexosulose-bis-phenylhydrazone

Conditions

Conditions	Yield
With ethanol; water; sodium acetate phenyl-isorhodeosazone;

: 7658-08-4
D-quionovose

: 71075-63-3
6-deoxy-D-glucitol

Conditions

Conditions	Yield
With sodium amalgam; sulfuric acid; water
With sodium tetrahydroborate

: 7658-08-4
D-quionovose

: 67337-08-0
d-glucomethylonic acid

Conditions

Conditions	Yield
With potassium hydroxide; platinum on activated charcoal In water at 25℃; under 760 Torr; for 1.5h; Rate constant; Mechanism; relative, initial rate;
With bromine

: 7658-08-4
D-quionovose

: 488-31-3, 608-54-8, 608-55-9, 6703-05-5, 10158-64-2, 20869-04-9, 33012-62-3
xylaric acid

Conditions

Conditions	Yield
With nitric acid at 50 - 55℃;

: 7658-08-4
D-quionovose

: 108-24-7
acetic anhydride

: 17081-04-8
1,2,3,4-tetra-O-acetyl-6-deoxy-β-D-glucopyranose

Conditions

Conditions	Yield
With sodium acetate

: 7658-08-4
D-quionovose

: 67-64-1
acetone

: 17668-66-5
6-deoxy-1,2-O-isopropylidene-α-D-glucofuranose

Conditions

Conditions	Yield
With sulfuric acid

: 7658-08-4
D-quionovose

: 589-21-9
(4-bromophenyl)hydrazine

: lyxo-6-deoxy-[2]hexosulose-bis-(4-bromo-phenylhydrazone)

Conditions

Conditions	Yield
With acetic acid -bis-<4-bromo-phenylhydrazone>;

: 7658-08-4
D-quionovose

: 589-21-9
(4-bromophenyl)hydrazine

: D-arabino-6-deoxy-[2]hexosulose-bis-(4-bromo-phenylhydrazone); (4-bromo-phenyl)-d-isorhodeosazon

Conditions

Conditions	Yield
With acetic acid

D-quionovose: D-quionovose

2,2,2-trifluoro-N-methyl-N-(2,2,2-trifluoroacetyl)acetamide: 2,2,2-trifluoro-N-methyl-N-(2,2,2-trifluoroacetyl)acetamide

: 622-33-3
N-benzyloxyamine

A: 128613-57-0
trifluoroacetylated 6-deoxyglucose anti-O-benzyloxime

B: 128613-68-3
trifluoroacetylated 6-deoxyglucose syn-O-benzyloxime

Conditions

Conditions	Yield
1.) NMP, 75 deg C, 30 min, 2.) NMP, RT, 5-10 min; Multistep reaction;

...Expand

: 67-62-9
O-Methylhydroxylamin

: 7658-08-4
D-quionovose

: 18156-74-6
1-(Trimethylsilyl)imidazole

A: 128705-55-5
trimethylsilyl ether of 6-deoxyglucose anti-O-methyloxime

B: 128705-52-2
trimethylsilyl ether of 6-deoxyglucose syn-O-methyloxime

Conditions

Conditions	Yield
1.) NMP, 75 deg C, 30 min, 2.) NMP, RT, 5-10 min; Multistep reaction;

...Expand

: 7658-08-4
D-quionovose

: 622-33-3
N-benzyloxyamine

: 18156-74-6
1-(Trimethylsilyl)imidazole

A: 128613-99-0, 128614-00-6, 128614-01-7, 128614-03-9, 128614-04-0
trimethylsilyl ether of 6-deoxyglucose-O-benzyloxime

B: 128614-01-7
trimethylsilyl ether of 6-deoxygalactose-anti-O-benzyloxime

Conditions

Conditions	Yield
1.) NMP, 75 deg C, 30 min, 2.) NMP, RT, 5-10 min; Multistep reaction;

...Expand

: 7658-08-4
D-quionovose

: 3130-87-8
ASPARAGINE

A: 57355-08-5
3,5,6-trimethyl-1,2-dihydropyrazin-2-one

B: 3,6-dimethyl-5-ethyl-2(1H)-pyrazinone

C: 3,5-dimethyl-6-ethyl-2(1H)-pyrazinone

D: 3-methyl-5,6-diethyl-2(1H)-pyrazinone

Conditions

Conditions	Yield
In water at 200℃; for 1h; Title compound not separated from byproducts;
In water at 200℃; for 1h;

...Expand

: 7658-08-4
D-quionovose

: 7697-37-2
nitric acid

: 488-31-3, 608-54-8, 608-55-9, 6703-05-5, 10158-64-2, 20869-04-9, 33012-62-3
xylaric acid

Conditions

Conditions	Yield
at 50 - 55℃;

: 7658-08-4
D-quionovose

: 108-24-7
acetic anhydride

: Acetic acid (1R,2R,3R)-2,3-diacetoxy-1-((S)-acetoxy-cyano-methyl)-butyl ester

Conditions

Conditions	Yield
Stage #1: D-quionovose With dmap; hydroxylamine at 60℃; for 0.5h; Stage #2: acetic anhydride at 60℃; for 0.5h;

: 7658-08-4
D-quionovose

: O1,O2-isopropylidene-O5-(tetra-O-acetyl-β-D-glucopyranosyl)-6-deoxy-α-D-glucofuranose

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: sulfuric acid 2: silver carbonate; chloroform View Scheme

: 7658-08-4
D-quionovose

: O3-acetyl-O1,O2-isopropylidene-O5-(tetra-O-acetyl-β-D-glucopyranosyl)-6-deoxy-α-D-glucofuranose

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: sulfuric acid 2: silver carbonate; chloroform 3: pyridine View Scheme

6-Deoxy-D-glucose Chemical Properties

Structure of 6-Deoxy-D-glucose (CAS NO.7658-08-4):

Empirical Formula: C₆H₁₂O₅
Molecular Weight: 164.1565g/mol
IUPAC Name: (2R,3S,4R,5R)-2,3,4,5-tetrahydroxyhexanal
XLogP3-AA: -2.4
H-Bond Donor: 4
H-Bond Acceptor: 5
Rotatable Bond Count: 4
Tautomer Count: 10
Exact Mass: 164.068473
MonoIsotopic Mass: 164.068473
Topological Polar Surface Area: 98
Heavy Atom Count: 11
Formal Charge: 0
Complexity: 126
Index of Refraction: 1.53
Molar Refractivity: 36 cm³
Molar Volume: 116.4 cm³ Polarizability: 14.27×10^-24cm³
Surface Tension: 69.5 dyne/cm
Density: 1.41 g/cm³
Flash Point: 209.3 °C
Enthalpy of Vaporization: 75.11 kJ/mol
Boiling Point: 399.1 °C at 760 mmHg
Vapour Pressure: 5E-08 mmHg at 25°C
Canonical SMILES: CC(C(C(C(C=O)O)O)O)O
Isomeric SMILES: C[C@H]([C@H]([C@@H]([C@H](C=O)O)O)O)O
InChI: InChI=1S/C6H12O5/c1-3(8)5(10)6(11)4(9)2-7/h2-6,8-11H,1H3/t3-,4+,5-,6-/m1/s1
InChIKey: PNNNRSAQSRJVSB-JGWLITMVSA-N

6-Deoxy-D-glucose Safety Profile

WGK Germany of 6-Deoxy-D-glucose (CAS NO.7658-08-4): 3
F: 3-10

6-Deoxy-D-glucose Specification

6-Deoxy-D-glucose , its cas register number is 7658-08-4. It also can be called 6-Deoxyglucose ; Quinovose ; EINECS 231-622-2 . 6-Deoxy-D-glucose (CAS NO.7658-08-4) should be kept in a cool place.

Product Name

6-DEOXY-D-GLUCOSE

Synthetic route

6-Deoxy-D-glucose Chemical Properties

6-Deoxy-D-glucose Safety Profile

6-Deoxy-D-glucose Specification

Related Products

Hot Products