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7658-08-4

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7658-08-4 Usage

Chemical Properties

White to off-white crystalline powder

Uses

6-Deoxy-D-Glucose, can be used for the study the role of the carbon 6 hydroxyl group in the biological function of glucose.

Purification Methods

6-Deoxy-D-glucose is purified by recrystallisation from EtOAc and is soluble in H2O, EtOH but insoluble in Et2O and Me2CO. [Srivastava & Lerner Carbohydr Res 64 263 1978; NMR: Angyal & Pickles Aust J Chem 25 1711 1972, Beilstein 1 IV 4260.]

Check Digit Verification of cas no

The CAS Registry Mumber 7658-08-4 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 7,6,5 and 8 respectively; the second part has 2 digits, 0 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 7658-08:
(6*7)+(5*6)+(4*5)+(3*8)+(2*0)+(1*8)=124
124 % 10 = 4
So 7658-08-4 is a valid CAS Registry Number.
InChI:InChI=1/C6H12O5/c1-2-3(7)4(8)5(9)6(10)11-2/h2-10H,1H3/t2-,3-,4+,5-,6+/m1/s1

7658-08-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name D-quinovose

1.2 Other means of identification

Product number -
Other names D-Glucose, 6-deoxy-

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:7658-08-4 SDS

7658-08-4Synthetic route

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

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

A

D-quionovose
7658-08-4

D-quionovose

B

D-glucose
50-99-7

D-glucose

C

D-Galactose
59-23-4

D-Galactose

Conditions
ConditionsYield
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%
Conditions
ConditionsYield
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%
desacylperennisoside XI

desacylperennisoside XI

A

D-quionovose
7658-08-4

D-quionovose

B

D-glucose
50-99-7

D-glucose

C

D-Galactose
59-23-4

D-Galactose

Conditions
ConditionsYield
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%
desacyl-perennisoside VIII

desacyl-perennisoside VIII

A

D-quionovose
7658-08-4

D-quionovose

B

D-Fucose
3615-37-0

D-Fucose

C

D-glucose
50-99-7

D-glucose

Conditions
ConditionsYield
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%
desacylperennisoside IX

desacylperennisoside IX

A

D-quionovose
7658-08-4

D-quionovose

B

D-Fucose
3615-37-0

D-Fucose

C

D-glucose
50-99-7

D-glucose

D

D-Galactose
59-23-4

D-Galactose

Conditions
ConditionsYield
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%
β-methyl-d-isorhamnoside

β-methyl-d-isorhamnoside

D-quionovose
7658-08-4

D-quionovose

Conditions
ConditionsYield
Hydrolysis;
methyl-<6-deoxy-α-D-glucopyranoside>

methyl-<6-deoxy-α-D-glucopyranoside>

D-quionovose
7658-08-4

D-quionovose

Conditions
ConditionsYield
With hydrogenchloride
O3,O5-benzylidene-O1,O2-isopropylidene-6-deoxy-α-D-glucofuranose

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

D-quionovose
7658-08-4

D-quionovose

Conditions
ConditionsYield
With sulfuric acid
purginic acid

purginic acid

D-quionovose
7658-08-4

D-quionovose

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

D-xylose
58-86-6

D-xylose

B

D-quionovose
7658-08-4

D-quionovose

C

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

3-O-methyl-D-xylose

D

D-glucose
50-99-7

D-glucose

E

C30H46O6

C30H46O6

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

D-xylose
58-86-6

D-xylose

B

D-quionovose
7658-08-4

D-quionovose

C

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

3-O-methyl-D-xylose

D

D-glucose
50-99-7

D-glucose

E

C30H46O6

C30H46O6

Conditions
ConditionsYield
With water; trifluoroacetic acid at 120℃; for 2h;
fuscocineroside B
915213-96-6

fuscocineroside B

A

D-xylose
58-86-6

D-xylose

B

D-quionovose
7658-08-4

D-quionovose

C

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

3-O-methyl-D-xylose

D

D-glucose
50-99-7

D-glucose

E

C30H46O5

C30H46O5

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

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

D-xylose
58-86-6

D-xylose

B

D-quionovose
7658-08-4

D-quionovose

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

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

D-xylose
58-86-6

D-xylose

B

D-quionovose
7658-08-4

D-quionovose

Conditions
ConditionsYield
With water; trifluoroacetic acid at 120℃; for 2h;
scammonic acid A

scammonic acid A

A

D-quionovose
7658-08-4

D-quionovose

B

L-Rhamnose
3615-41-6

L-Rhamnose

C

D-glucose
50-99-7

D-glucose

D

11-hydroxyhexadecanoic acid
502-75-0

11-hydroxyhexadecanoic acid

Conditions
ConditionsYield
With hydrogenchloride; water In ethanol for 1h; Reflux;
C26H22O12

C26H22O12

A

D-quionovose
7658-08-4

D-quionovose

(R)-2'-hydroxy-justirumalin

(R)-2'-hydroxy-justirumalin

Conditions
ConditionsYield
With β-D-glucosidase at 37℃; for 6h; pH=5; aq. acetate buffer; Enzymatic reaction;A 0.9 mg
B 1.2 mg
C48H58O29

C48H58O29

A

D-xylose
58-86-6

D-xylose

C

D-quionovose
7658-08-4

D-quionovose

D

L-Rhamnose
3615-41-6

L-Rhamnose

E

D-glucose
50-99-7

D-glucose

(R)-2'-hydroxy-justirumalin

(R)-2'-hydroxy-justirumalin

Conditions
ConditionsYield
With hydrogenchloride In 1,4-dioxane; water at 100℃; for 3h;
quamoclinic acid B methyl ester
1345337-77-0

quamoclinic acid B methyl ester

A

D-quionovose
7658-08-4

D-quionovose

B

C10H20O3
1310356-98-9

C10H20O3

Conditions
ConditionsYield
With hydrogenchloride; water at 95℃; for 1h;
(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
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

D-quionovose
7658-08-4

D-quionovose

B

D-Fucose
3615-37-0

D-Fucose

C

L-Rhamnose
3615-41-6

L-Rhamnose

D

D-glucose
50-99-7

D-glucose

E

ipurolic acid

ipurolic acid

Conditions
ConditionsYield
With hydrogenchloride; water at 95℃; for 1h;
(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
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

D-quionovose
7658-08-4

D-quionovose

B

D-Fucose
3615-37-0

D-Fucose

C

L-Rhamnose
3615-41-6

L-Rhamnose

D

D-glucose
50-99-7

D-glucose

E

ipurolic acid

ipurolic acid

Conditions
ConditionsYield
With hydrogenchloride; water at 95℃; for 1h;
(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
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

D-quionovose
7658-08-4

D-quionovose

B

D-Fucose
3615-37-0

D-Fucose

C

L-Rhamnose
3615-41-6

L-Rhamnose

D

D-glucose
50-99-7

D-glucose

E

ipurolic acid

ipurolic acid

Conditions
ConditionsYield
With hydrogenchloride; water at 95℃; for 1h;
(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
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

D-quionovose
7658-08-4

D-quionovose

B

D-Fucose
3615-37-0

D-Fucose

C

L-Rhamnose
3615-41-6

L-Rhamnose

D

D-glucose
50-99-7

D-glucose

E

ipurolic acid

ipurolic acid

Conditions
ConditionsYield
With hydrogenchloride; water at 95℃; for 1h;
squarroside VII
1331827-01-0

squarroside VII

A

D-quionovose
7658-08-4

D-quionovose

B

D-Fucose
3615-37-0

D-Fucose

C

D-glucose
50-99-7

D-glucose

Conditions
ConditionsYield
With hydrogenchloride; water In 1,4-dioxane at 100℃; for 1h;
aeginetic acid 5-O-β-D-quinovoside

aeginetic acid 5-O-β-D-quinovoside

A

D-quionovose
7658-08-4

D-quionovose

B

aeginetic acid
53537-92-1

aeginetic acid

Conditions
ConditionsYield
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

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

L-arabinose
5328-37-0

L-arabinose

B

D-quionovose
7658-08-4

D-quionovose

C

D-glucose
50-99-7

D-glucose

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

L-arabinose
5328-37-0

L-arabinose

B

D-quionovose
7658-08-4

D-quionovose

C

D-glucose
50-99-7

D-glucose

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

1,2-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

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
ConditionsYield
With iodine; acetic acid78%
D-quionovose
7658-08-4

D-quionovose

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

(3S)-O-(N-methoxyglycyl)betulinic acid

Conditions
ConditionsYield
In methanol; dichloromethane at 40℃; for 48h;8%
D-quionovose

D-quionovose

phenylhydrazine hydrochloride
59-88-1

phenylhydrazine hydrochloride

Conditions
ConditionsYield
With ethanol; water; sodium acetate phenyl-isorhodeosazone;
D-quionovose
7658-08-4

D-quionovose

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

6-deoxy-D-glucitol

Conditions
ConditionsYield
With sodium amalgam; sulfuric acid; water
With sodium tetrahydroborate
D-quionovose
7658-08-4

D-quionovose

d-glucomethylonic acid
67337-08-0

d-glucomethylonic acid

Conditions
ConditionsYield
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
Conditions
ConditionsYield
With nitric acid at 50 - 55℃;
D-quionovose
7658-08-4

D-quionovose

acetic anhydride
108-24-7

acetic anhydride

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

1,2,3,4-tetra-O-acetyl-6-deoxy-β-D-glucopyranose

Conditions
ConditionsYield
With sodium acetate
D-quionovose
7658-08-4

D-quionovose

acetone
67-64-1

acetone

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

6-deoxy-1,2-O-isopropylidene-α-D-glucofuranose

Conditions
ConditionsYield
With sulfuric acid
D-quionovose
7658-08-4

D-quionovose

(4-bromophenyl)hydrazine
589-21-9

(4-bromophenyl)hydrazine

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

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

Conditions
ConditionsYield
With acetic acid -bis-<4-bromo-phenylhydrazone>;
D-quionovose
7658-08-4

D-quionovose

(4-bromophenyl)hydrazine
589-21-9

(4-bromophenyl)hydrazine

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

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

Conditions
ConditionsYield
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

N-benzyloxyamine
622-33-3

N-benzyloxyamine

A

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

trifluoroacetylated 6-deoxyglucose anti-O-benzyloxime

B

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

trifluoroacetylated 6-deoxyglucose syn-O-benzyloxime

Conditions
ConditionsYield
1.) NMP, 75 deg C, 30 min, 2.) NMP, RT, 5-10 min; Multistep reaction;
O-Methylhydroxylamin
67-62-9

O-Methylhydroxylamin

D-quionovose
7658-08-4

D-quionovose

1-(Trimethylsilyl)imidazole
18156-74-6

1-(Trimethylsilyl)imidazole

A

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

trimethylsilyl ether of 6-deoxyglucose anti-O-methyloxime

B

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

trimethylsilyl ether of 6-deoxyglucose syn-O-methyloxime

Conditions
ConditionsYield
1.) NMP, 75 deg C, 30 min, 2.) NMP, RT, 5-10 min; Multistep reaction;
D-quionovose
7658-08-4

D-quionovose

N-benzyloxyamine
622-33-3

N-benzyloxyamine

1-(Trimethylsilyl)imidazole
18156-74-6

1-(Trimethylsilyl)imidazole

A

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

trimethylsilyl ether of 6-deoxyglucose-O-benzyloxime

B

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

trimethylsilyl ether of 6-deoxygalactose-anti-O-benzyloxime

Conditions
ConditionsYield
1.) NMP, 75 deg C, 30 min, 2.) NMP, RT, 5-10 min; Multistep reaction;
D-quionovose
7658-08-4

D-quionovose

ASPARAGINE
3130-87-8

ASPARAGINE

A

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

3,5,6-trimethyl-1,2-dihydropyrazin-2-one

B

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

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

C

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

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

D

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

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

Conditions
ConditionsYield
In water at 200℃; for 1h; Title compound not separated from byproducts;
In water at 200℃; for 1h;
Conditions
ConditionsYield
at 50 - 55℃;
D-quionovose
7658-08-4

D-quionovose

acetic anhydride
108-24-7

acetic anhydride

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

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

Conditions
ConditionsYield
Stage #1: D-quionovose With dmap; hydroxylamine at 60℃; for 0.5h;
Stage #2: acetic anhydride at 60℃; for 0.5h;
D-quionovose
7658-08-4

D-quionovose

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

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

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sulfuric acid
2: silver carbonate; chloroform
View Scheme
D-quionovose
7658-08-4

D-quionovose

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

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

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

7658-08-4Relevant articles and documents

Four new prenylflavonol glycosides from the leaves of Cyclocarya paliurus

Ye, Zi-Jun,Sun, Hui-Hui,Chen, Zu-Hui,Wu, Jian-Ping,Li, Jing,Zhu, Hui,Huang, Lu-Lu,Chang, Xi-Wen,Ou, Sai-Yu,Wang, Wen-Xuan,He, Xiao-Ai,Zhu, Gang-Zhi,Xu, Kang-Ping

, p. 772 - 779 (2020/08/10)

Four new prenylflavonol glycosides (1–4) along with two known analogues (5–6) were isolated from the leaves of Cyclocarya paliurus for the first time. The structures of these compounds were characterized by comprehensive analysis of 1 D, 2 D NMR, HRESIMS,

Cytotoxic triterpene and steroidal glycosides from the seeds of Digitalis purpurea and the synergistic cytotoxicity of steroidal glycosides and etoposide in SBC-3 cells

Fukaya, Haruhiko,Kuroda, Minpei,Matsuo, Yukiko,Mimaki, Yoshihiro,Takatori, Kazuhiro,Tsuchihashi, Hiroko

, (2022/03/27)

The phytochemical investigations of the seeds of Digitalis purpurea have revealed their richness in cardenolide and pregnane glycosides exhibiting potent cytotoxicity; further chemical examinations of the D. purpurea seeds have achieved the isolation of s

Five new steroidal saponins from the seeds of Solanum melongena L.

Chen, Fang-Fang,Zhou, Jing,Zhang, Yu-Wei,Chen, Ya-Ping,Wang, Yin-Ru,Zhao, Yun-Fang,Liu, Wei,Huang, Xue-Feng

, p. 21 - 26 (2020/11/07)

Two novel cholestane-type steroidal saponins, melongoside R-S (1-2) and three novel furostanol-type steroidal saponins, melongoside T-V (3-5), together with three known steroidal saponins (6-8) were isolated from the seeds of Solanum melongna L. The struc

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