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1,5-ANHYDRO-D-GLUCITOL
Cas No: 154-58-5
No Data 10 Milligram Amadis Chemical Co., Ltd. Contact Supplier
1,5-Anhydro-D-glucitol
Cas No: 154-58-5
USD $ 3.0-3.0 / Kilogram 1 Kilogram 1-100 Metric Ton/Month Dayang Chem (Hangzhou) Co.,Ltd. Contact Supplier
Manufacturer supply CAS 154-58-5 with best quality
Cas No: 154-58-5
USD $ 139.0-210.0 / Kilogram 1 Kilogram 1000 Kilogram/Day Zhuozhou Wenxi import and Export Co., Ltd Contact Supplier
1,5-anhydro-D-glucitol
Cas No: 154-58-5
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High Purity 1,5-Anhydro-D-glucitol Cas No: 154-58-5
Cas No: 154-58-5
USD $ 1.0-3.0 / Gram 10 Gram 1000 Kilogram/Month Wuhan Monad Medicine Tech Co.,LTD Contact Supplier
1,5-Anhydro-D-glucitol
Cas No: 154-58-5
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1,5-anhydro-d-glucitol
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1,5-anhydro-d-glucitol
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USD $ 100.0-100.0 / Kilogram 1 Kilogram 1-1000 Metric Ton/Month Metric Ton/Day Zibo Hangyu Import&Export Co., Ltd Contact Supplier
1,5-ANHYDRO-D-GLUCITOL
Cas No: 154-58-5
USD $ 10.0-10.0 / Gram 1 Gram 10000 Kilogram/Day Zhejiang J&C Biological Technology Co.,Limited Contact Supplier
TIANFUCHEM--High purity 154-58-5 1,5-ANHYDRO-D-GLUCITOL
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154-58-5 Usage

Uses

1,5-Anhydro-D-sorbitol is used as a reference in analytical procedures that assess the metabolism of 1,5 anhydro-D-fructose, a food supplement with potential benefits as an antioxidant, antimicrobial, and antidiabetic agent.

Definition

ChEBI: An anhydro sugar of D-glucitol.

Chemical Properties

White Crystals

Uses

This compound has been isolated from several plant and animal sources, discovered in human cerebrospinal fluid and blood plasma and found to be an inhibitor of several enzymes. Anhydroalditols are a class of reduced sugars which are present in many natural systems and which have been employed as synthesis intermediates.
InChI:InChI=1/C6H12O5/c7-1-4-6(10)5(9)3(8)2-11-4/h3-10H,1-2H2/t3?,4?,5-,6-/m1/s1

154-58-5SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 1,5-anhydro-D-glucitol

1.2 Other means of identification

Product number -
Other names 1,5-ANHYDRO-D-GLUCITOL

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:154-58-5 SDS

154-58-5Synthetic route

1,5-anhydro-2,3,4,6-tetra-O-allyl-D-glucitol
1338660-78-8

1,5-anhydro-2,3,4,6-tetra-O-allyl-D-glucitol

1,5-anhydro-D-glucitol
154-58-5

1,5-anhydro-D-glucitol

Conditions
ConditionsYield
With methanol; palladium dichloride at 60℃; for 8h;100%
1-deoxy-D-glucose tetraacetate
13137-69-4

1-deoxy-D-glucose tetraacetate

1,5-anhydro-D-glucitol
154-58-5

1,5-anhydro-D-glucitol

Conditions
ConditionsYield
With sodium methylate In methanol at 45℃; for 0.333333h;98%
With sodium methylate In methanol at 20℃; for 16h;92%
With methanol; potassium carbonate at 25℃; for 1.5h;90%
sucrose octakis(trimethylsilyl) ether
19159-25-2

sucrose octakis(trimethylsilyl) ether

A

mannitol
69-65-8

mannitol

B

D-sorbitol
50-70-4

D-sorbitol

C

1,5-anhydro-D-glucitol
154-58-5

1,5-anhydro-D-glucitol

Conditions
ConditionsYield
Stage #1: sucrose octakis(trimethylsilyl) ether With bis(pentafluorophenyl)borinic acid; 1,1,3,3-tetramethyldisilazane In chloroform-d1 at 25℃; for 3h; Inert atmosphere; Glovebox;
Stage #2: In methanol Inert atmosphere; Glovebox;
A n/a
B n/a
C 90%
C32H72O6Si4

C32H72O6Si4

1,5-anhydro-D-glucitol
154-58-5

1,5-anhydro-D-glucitol

Conditions
ConditionsYield
With triethylsilane; tris(pentafluorophenyl)borate In dichloromethane at 20℃; for 48h; Reagent/catalyst;86%
1-deoxy-3,4,6-tri-O-benzyl-D-glucopyranose
152840-34-1

1-deoxy-3,4,6-tri-O-benzyl-D-glucopyranose

1,5-anhydro-D-glucitol
154-58-5

1,5-anhydro-D-glucitol

Conditions
ConditionsYield
With hydrogen; palladium dihydroxide In methanol under 2327.2 Torr; for 4h;81%
methyl 2,3,4,6-tetrakis-O-trimethylsilyl-α-D-glucopyranoside
2641-79-4

methyl 2,3,4,6-tetrakis-O-trimethylsilyl-α-D-glucopyranoside

1,5-anhydro-D-glucitol
154-58-5

1,5-anhydro-D-glucitol

Conditions
ConditionsYield
Stage #1: methyl 2,3,4,6-tetrakis-O-trimethylsilyl-α-D-glucopyranoside With bis(pentafluorophenyl)borinic acid; 1,1,3,3-tetramethyldisilazane In chloroform-d1 at 25℃; for 1.5h; Inert atmosphere; Glovebox;
Stage #2: In methanol Inert atmosphere; Glovebox; regioselective reaction;
81%
(1R,2R,3S,4R,5R)-fluoro-2,3,4,6-tetra-O-(trimethylsilyl)-α-D-glucopyranoside

(1R,2R,3S,4R,5R)-fluoro-2,3,4,6-tetra-O-(trimethylsilyl)-α-D-glucopyranoside

A

D-sorbitol
50-70-4

D-sorbitol

B

1,5-anhydro-D-glucitol
154-58-5

1,5-anhydro-D-glucitol

Conditions
ConditionsYield
Stage #1: (1R,2R,3S,4R,5R)-fluoro-2,3,4,6-tetra-O-(trimethylsilyl)-α-D-glucopyranoside With bis(pentafluorophenyl)borinic acid; 1,1,3,3-tetramethyldisilazane In chloroform-d1 at 25℃; for 0.3h; Inert atmosphere; Glovebox;
Stage #2: In methanol Inert atmosphere; Glovebox; regioselective reaction;
A 9%
B 76%
N,N-dimethyl β-D-glucopyranosyl dithiocarbamate
19200-26-1

N,N-dimethyl β-D-glucopyranosyl dithiocarbamate

acrylic acid methyl ester
292638-85-8

acrylic acid methyl ester

A

methyl 3-(α-D-glucopyranosyl)propanoate

methyl 3-(α-D-glucopyranosyl)propanoate

B

1,5-anhydro-D-glucitol
154-58-5

1,5-anhydro-D-glucitol

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride In water at 75℃; for 1.5h; Reagent/catalyst; Inert atmosphere; stereoselective reaction;A 72%
B 28%
D-sorbitol
50-70-4

D-sorbitol

A

2,5-anhydro-d-sorbitol
51607-79-5

2,5-anhydro-d-sorbitol

B

Isosorbide
652-67-5

Isosorbide

C

1,5-anhydro-D-glucitol
154-58-5

1,5-anhydro-D-glucitol

Conditions
ConditionsYield
With Amberlyst-15 at 120℃; under 7.50075 Torr; for 10h; Reagent/catalyst;A n/a
B 71%
C n/a
3,4,6-tri-O-tert-butyldimethylsilyl-1-deoxy-D-glucopyranose

3,4,6-tri-O-tert-butyldimethylsilyl-1-deoxy-D-glucopyranose

1,5-anhydro-D-glucitol
154-58-5

1,5-anhydro-D-glucitol

Conditions
ConditionsYield
With trifluoroacetic acid In methanol for 2.5h;70%
1-deoxy-2,3,4,6-tetra-O-benzyl-D-glucopyranose
78890-68-3

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

1,5-anhydro-D-glucitol
154-58-5

1,5-anhydro-D-glucitol

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In ethanol for 29h;69%
With hydrogen; catalyst63%
With hydrogen; palladium on activated charcoal In ethanol for 24h; Ambient temperature;0.16 g
tri-O-allylcellulose

tri-O-allylcellulose

1,5-anhydro-D-glucitol
154-58-5

1,5-anhydro-D-glucitol

Conditions
ConditionsYield
Stage #1: tri-O-allylcellulose With triethylsilane; trifluorormethanesulfonic acid; boron trifluoride diethyl etherate In dichloromethane at 0 - 20℃; for 12h;
Stage #2: With pyrographite; copper dichloride; palladium dichloride In methanol at 60℃; for 8h;
65%
N,N-dimethyl β-D-glucopyranosyl dithiocarbamate
19200-26-1

N,N-dimethyl β-D-glucopyranosyl dithiocarbamate

allyltributylstanane
24850-33-7

allyltributylstanane

A

(2R,3R,4R,5S,6R)-2-allyl-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol
106756-74-5

(2R,3R,4R,5S,6R)-2-allyl-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol

B

1,5-anhydro-D-glucitol
154-58-5

1,5-anhydro-D-glucitol

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile) In 1,4-dioxane at 75℃; for 2h; Inert atmosphere; stereoselective reaction;A 65%
B 35%
D-sorbitol
50-70-4

D-sorbitol

A

Isosorbide
652-67-5

Isosorbide

B

1,5-anhydro-D-glucitol
154-58-5

1,5-anhydro-D-glucitol

Conditions
ConditionsYield
With toluene-4-sulfonic acid; N,N,N-trimethyl-N-propylammonium bis(trifluoromethanesulfonyl)imide at 180℃; for 0.166667h; Reagent/catalyst; Temperature; Time; Microwave irradiation;A 61%
B 5%
With toluene-4-sulfonic acid; N,N,N-trimethyl-N-propylammonium bis(trifluoromethanesulfonyl)imide at 130℃; for 0.5h; Microwave irradiation; Ionic liquid;A 22%
B 26%
With N,N,N-trimethyl-N-propylammonium bis(trifluoromethanesulfonyl)imide at 180℃; for 0.166667h; Catalytic behavior; Reagent/catalyst; Microwave irradiation; chemoselective reaction;A 50 %Chromat.
B 18 %Chromat.
1,5-D-anhydrofructose
75414-43-6

1,5-D-anhydrofructose

A

1,5-anhydro-D-mannitol
492-93-3

1,5-anhydro-D-mannitol

B

1,5-anhydro-D-glucitol
154-58-5

1,5-anhydro-D-glucitol

Conditions
ConditionsYield
Stage #1: 1,5-D-anhydrofructose In water at 20℃; for 24h; hydration;
Stage #2: With sodium tetrahydroborate In water at 0 - 20℃; for 2h; Reduction;
A n/a
B 60%
With hydrogen; palladium on activated charcoal In water at 50℃; under 2000000 Torr; for 120h; Catalytic hydrogenation;A 58%
B n/a
With sodium tetrahydroborate
1-O-methyl-2,3,4,6-tetra-O-trimethylsilyl-β-D-glucopyranoside
2296-40-4

1-O-methyl-2,3,4,6-tetra-O-trimethylsilyl-β-D-glucopyranoside

A

1,6-deoxyglucitol
205598-17-0

1,6-deoxyglucitol

B

1,5-anhydro-D-glucitol
154-58-5

1,5-anhydro-D-glucitol

Conditions
ConditionsYield
With triethylsilane; tris(pentafluorophenyl)borate In dichloromethane at 25℃; for 48h; Glovebox; Inert atmosphere;A 60%
B 34%
1,2,3,6,2',3',4',6'-octa-O-trimethylsilyl-β-cellobiose
33428-70-5

1,2,3,6,2',3',4',6'-octa-O-trimethylsilyl-β-cellobiose

1,5-anhydro-D-glucitol
154-58-5

1,5-anhydro-D-glucitol

Conditions
ConditionsYield
Stage #1: 1,2,3,6,2',3',4',6'-octa-O-trimethylsilyl-β-cellobiose With tris(pentafluorophenyl)borate In dichloromethane-d2 at 23℃; Inert atmosphere;
Stage #2: With methanol for 2h;
Stage #3: With water at 50℃; for 0.5h;
51%
sucrose octakis(trimethylsilyl) ether
19159-25-2

sucrose octakis(trimethylsilyl) ether

A

D-sorbitol
50-70-4

D-sorbitol

B

1,5-anhydro-D-glucitol
154-58-5

1,5-anhydro-D-glucitol

C

2,5-anhydro-D-glucitol
27826-73-9

2,5-anhydro-D-glucitol

Conditions
ConditionsYield
Stage #1: sucrose octakis(trimethylsilyl) ether With n-butylsilane; bis(pentafluorophenyl)borinic acid In chloroform-d1 at 40℃; for 24h; Inert atmosphere; Glovebox;
Stage #2: In methanol Inert atmosphere; Glovebox;
A 32%
B 20%
C 37%
1,2,3,6,2',3',4',6'-octa-O-trimethylsilyl-β-maltose

1,2,3,6,2',3',4',6'-octa-O-trimethylsilyl-β-maltose

1,5-anhydro-D-glucitol
154-58-5

1,5-anhydro-D-glucitol

Conditions
ConditionsYield
Stage #1: 1,2,3,6,2',3',4',6'-octa-O-trimethylsilyl-β-maltose With tris(pentafluorophenyl)borate In dichloromethane-d2 at 23℃; Inert atmosphere;
Stage #2: With methanol for 2h;
Stage #3: With water at 50℃; for 0.5h;
36%
Conditions
ConditionsYield
With SBA-15-SO3H at 120℃; under 7.50075 Torr; for 10h; Reagent/catalyst; Temperature;A n/a
B n/a
C n/a
D 31%
E n/a
C19H46O6Si4

C19H46O6Si4

A

(2S,3S,4R,5S)-2-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol
194991-50-9

(2S,3S,4R,5S)-2-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol

B

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

6-deoxy-D-glucitol

C

D-sorbitol
50-70-4

D-sorbitol

D

1,5-anhydro-D-glucitol
154-58-5

1,5-anhydro-D-glucitol

Conditions
ConditionsYield
Stage #1: C19H46O6Si4 With bis(pentafluorophenyl)borinic acid; 1,1,3,3-tetramethyldisilazane In chloroform-d1 at 25℃; for 15h; Inert atmosphere; Glovebox;
Stage #2: In methanol Inert atmosphere; Glovebox; regioselective reaction;
A 31%
B n/a
C n/a
D 22%
2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide
572-09-8

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

1,5-anhydro-D-glucitol
154-58-5

1,5-anhydro-D-glucitol

Conditions
ConditionsYield
With lithium aluminium tetrahydride; diethyl ether
With lithium aluminium tetrahydride In diethyl ether at 20℃; for 1h;
Multi-step reaction with 2 steps
1.1: Bu3SnH; 2,2'-azobis(isobutyronitrile) / diethyl ether / 20 °C
1.2: 3.30 g / KF / H2O / 0.33 h / 20 °C
2.1: 98 percent / NaOMe / methanol / 0.33 h / 45 °C
View Scheme
Multi-step reaction with 2 steps
1: 97 percent / Bu3SnH; AIBN / benzene / 1 h / 80 °C
2: NaOEt / ethanol / 20 °C
View Scheme
Multi-step reaction with 2 steps
1: 80 percent / H2, Triethylamine / Raney nickel / ethyl acetate / 2 h / 50 °C / 51714.8 Torr
2: Triethylamine / methanol; H2O / 10 h
View Scheme
Conditions
ConditionsYield
With triethylsilane; trimethylsilyl trifluoromethanesulfonate; water 1.) acetonitrile, RT, overnight; Yield given. Multistep reaction. Yields of byproduct given;
Conditions
ConditionsYield
With triethylsilane; trimethylsilyl trifluoromethanesulfonate; water 1.) acetonitrile, RT, overnight; Yield given. Multistep reaction. Yields of byproduct given;
Tenuifoliside D
139726-38-8

Tenuifoliside D

A

methyl 3,4,5-trimethoxycinnamate
20329-96-8

methyl 3,4,5-trimethoxycinnamate

B

1,5-anhydro-D-glucitol
154-58-5

1,5-anhydro-D-glucitol

Conditions
ConditionsYield
With potassium carbonate In methanol; water for 0.333333h; Ambient temperature;A 27 mg
B n/a
1,3,4,5,6-Penta-O-acetyl-2-desoxy-L-gulo-S-phenyl-hemithioacetal
137396-22-6, 137396-23-7

1,3,4,5,6-Penta-O-acetyl-2-desoxy-L-gulo-S-phenyl-hemithioacetal

A

(2S,3S,4R,5S)-2-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol
194991-50-9

(2S,3S,4R,5S)-2-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol

B

1,5-anhydro-D-glucitol
154-58-5

1,5-anhydro-D-glucitol

Conditions
ConditionsYield
With diisobutylaluminium hydride In hexane; dichloromethane at -78℃; for 1h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
alpha cyclodextrin
10016-20-3

alpha cyclodextrin

1,5-anhydro-D-glucitol
154-58-5

1,5-anhydro-D-glucitol

Conditions
ConditionsYield
With triethylsilane; trimethylsilyl trifluoromethanesulfonate Product distribution; determined structure after trifluoroacetylation by g.l.c.-E.I.m.s.;
Conditions
ConditionsYield
Product distribution; other glycosides and sugars; var. silyl protecting group, var. catalysts;
(4-O-β-D-glucopyranosyl)-1,5-anhydro-D-glucitol
51260-20-9

(4-O-β-D-glucopyranosyl)-1,5-anhydro-D-glucitol

A

D-Glucose
2280-44-6

D-Glucose

B

(4S,5S)-4,5-Dihydroxy-5,6-dihydro-4H-pyran-2-carbaldehyde

(4S,5S)-4,5-Dihydroxy-5,6-dihydro-4H-pyran-2-carbaldehyde

C

(+)-(2R,3R)-3,5-dihydroxy-2-hydroxymethyl-2,3-dihydro-4H-pyran-4-one
158715-81-2

(+)-(2R,3R)-3,5-dihydroxy-2-hydroxymethyl-2,3-dihydro-4H-pyran-4-one

D

1,5-anhydro-D-glucitol
154-58-5

1,5-anhydro-D-glucitol

Conditions
ConditionsYield
With oxygen In water Mechanism; Quantum yield; investigation on the effect of copper and chromate ions on the iron catalysis of the degradation by oxygen or hydrogen peroxide; various temperatures and circumstances;
methyl 2,3,4,6-tetra-O-methyl-β-D-glucopyranoside
3149-65-3

methyl 2,3,4,6-tetra-O-methyl-β-D-glucopyranoside

1,5-anhydro-D-glucitol
154-58-5

1,5-anhydro-D-glucitol

Conditions
ConditionsYield
With dimethylsulfide borane complex; Trichlorbutylstannan In dichloromethane for 3h; Product distribution; Ambient temperature; reductive cleavage of permethylated mono- and polysaccharides with borane-dimethyl sulfide complex and butyltin trichloride; time-course of reductive cleavage;
acetic anhydride
108-24-7

acetic anhydride

1,5-anhydro-D-glucitol
154-58-5

1,5-anhydro-D-glucitol

1-deoxy-D-glucose tetraacetate
13137-69-4

1-deoxy-D-glucose tetraacetate

Conditions
ConditionsYield
With pyridine; dmap at 20℃;100%
With sodium acetate
With pyridine
acetic anhydride
108-24-7

acetic anhydride

1,5-anhydro-D-glucitol
154-58-5

1,5-anhydro-D-glucitol

1-deoxy-2,3,4,6-tetraacetyl-D-glucopyranoside-d5
1239971-75-5

1-deoxy-2,3,4,6-tetraacetyl-D-glucopyranoside-d5

Conditions
ConditionsYield
Stage #1: 1,5-anhydro-D-glucitol With palladium 10% on activated carbon; hydrogen; water-d2 at 80℃; for 24h;
Stage #2: acetic anhydride With pyridine at 20℃; for 24h; regioselective reaction;
100%
1,5-anhydro-D-glucitol
154-58-5

1,5-anhydro-D-glucitol

1,5-anhydro-D-fructose
109212-90-0

1,5-anhydro-D-fructose

Conditions
ConditionsYield
With pyranose 2-oxidase; catalase In water at 22℃; for 9h;98%
p-(benzyloxy)benzoic acid
1486-51-7

p-(benzyloxy)benzoic acid

1,5-anhydro-D-glucitol
154-58-5

1,5-anhydro-D-glucitol

1,5-anhydro-2,3,4,6-tetrakis-O-(3'-benzyloxybenzoyl)-D-glucitol

1,5-anhydro-2,3,4,6-tetrakis-O-(3'-benzyloxybenzoyl)-D-glucitol

Conditions
ConditionsYield
With dmap; 2-chloro-1-methyl-pyridinium iodide; triethylamine In dichloromethane at 20℃; for 48h;98%
docosanoyl chloride
21132-76-3

docosanoyl chloride

1,5-anhydro-D-glucitol
154-58-5

1,5-anhydro-D-glucitol

1,5-anhydro-D-glucitol-2,3,4,6-O-tetrabehenate

1,5-anhydro-D-glucitol-2,3,4,6-O-tetrabehenate

Conditions
ConditionsYield
With pyridine In N,N-dimethyl-formamide; toluene at 50 - 90℃; for 5h; Inert atmosphere;96%
3,4,5-tribenzyloxybenzoic acid
1486-48-2

3,4,5-tribenzyloxybenzoic acid

1,5-anhydro-D-glucitol
154-58-5

1,5-anhydro-D-glucitol

1-deoxy-D-glucopyranose-2,3,4,6-tetrakis[3,4,5-tris(phenylmethoxy)benzoate]

1-deoxy-D-glucopyranose-2,3,4,6-tetrakis[3,4,5-tris(phenylmethoxy)benzoate]

Conditions
ConditionsYield
With dmap; 2-chloro-1-methyl-pyridinium iodide; triethylamine In dichloromethane at 20℃; for 48h;92%
With dmap; dicyclohexyl-carbodiimide In dichloromethane for 18h; Steglich esterification; Heating;31.3%
With N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In 1,2-dichloro-ethane at 75℃; for 12h; Inert atmosphere;
3-benzyloxybenzoic acid
69026-14-8

3-benzyloxybenzoic acid

1,5-anhydro-D-glucitol
154-58-5

1,5-anhydro-D-glucitol

1,5-anhydro-2,3,4,6-tetrakis-O-(3'-benzyloxybenzoyl)-D-glucitol

1,5-anhydro-2,3,4,6-tetrakis-O-(3'-benzyloxybenzoyl)-D-glucitol

Conditions
ConditionsYield
With dmap; 2-chloro-1-methyl-pyridinium iodide; triethylamine In dichloromethane at 20℃; for 48h;92%
benzoyl chloride
98-88-4

benzoyl chloride

1,5-anhydro-D-glucitol
154-58-5

1,5-anhydro-D-glucitol

1,5-anhydro-tetra-O-benzoyl-D-glucitol
14218-10-1

1,5-anhydro-tetra-O-benzoyl-D-glucitol

Conditions
ConditionsYield
In pyridine91%
With pyridine
(diethoxymethyl)benzene
774-48-1

(diethoxymethyl)benzene

1,5-anhydro-D-glucitol
154-58-5

1,5-anhydro-D-glucitol

1,5-anhydro-4,6-O-(R)-benzylidene-D-glucitol
65391-44-8

1,5-anhydro-4,6-O-(R)-benzylidene-D-glucitol

Conditions
ConditionsYield
With toluene-4-sulfonic acid In N,N-dimethyl-formamide at 20℃; for 96h;91%
1,5-anhydro-D-glucitol
154-58-5

1,5-anhydro-D-glucitol

n-hexadecanoyl chloride
112-67-4

n-hexadecanoyl chloride

1,5-anhydro-D-glucitol-2,3,4,6-O-tetrapalmitate

1,5-anhydro-D-glucitol-2,3,4,6-O-tetrapalmitate

Conditions
ConditionsYield
With pyridine In N,N-dimethyl-formamide at 50 - 90℃; for 5h; Inert atmosphere;90%
n-tridecanoyl chloride
17746-06-4

n-tridecanoyl chloride

1,5-anhydro-D-glucitol
154-58-5

1,5-anhydro-D-glucitol

1,5-anhydro-D-glucitol-2,3,4,6-O-tetratridecanoate

1,5-anhydro-D-glucitol-2,3,4,6-O-tetratridecanoate

Conditions
ConditionsYield
With pyridine In N,N-dimethyl-formamide at 50 - 90℃; for 4h; Inert atmosphere;89%
n-dodecanoyl chloride
112-16-3

n-dodecanoyl chloride

1,5-anhydro-D-glucitol
154-58-5

1,5-anhydro-D-glucitol

1,5-anhydro-D-glucitol-2,3,4,6-O-tetralaurate

1,5-anhydro-D-glucitol-2,3,4,6-O-tetralaurate

Conditions
ConditionsYield
With pyridine In N,N-dimethyl-formamide at 50 - 90℃; for 5h; Inert atmosphere;88%
pentadecanoyl chloride
17746-08-6

pentadecanoyl chloride

1,5-anhydro-D-glucitol
154-58-5

1,5-anhydro-D-glucitol

1,5-anhydro-D-glucitol-2,3,4,6-O-tetrapentadecanoate

1,5-anhydro-D-glucitol-2,3,4,6-O-tetrapentadecanoate

Conditions
ConditionsYield
With pyridine In N,N-dimethyl-formamide at 50 - 90℃; for 4h; Inert atmosphere;88%
heptadecanoyl chloride
40480-10-2

heptadecanoyl chloride

1,5-anhydro-D-glucitol
154-58-5

1,5-anhydro-D-glucitol

1,5-anhydro-D-glucitol-2,3,4,6-O-tetraheptadecanoate

1,5-anhydro-D-glucitol-2,3,4,6-O-tetraheptadecanoate

Conditions
ConditionsYield
With pyridine In N,N-dimethyl-formamide at 50 - 90℃; for 5h; Inert atmosphere;88%
benzaldehyde dimethyl acetal
1125-88-8

benzaldehyde dimethyl acetal

1,5-anhydro-D-glucitol
154-58-5

1,5-anhydro-D-glucitol

(4aR,7S,8R,8aS)-2-phenylhexahydropyrano[3,2-d][1,3]dioxine-7,8-diol
65190-39-8

(4aR,7S,8R,8aS)-2-phenylhexahydropyrano[3,2-d][1,3]dioxine-7,8-diol

Conditions
ConditionsYield
With camphor-10-sulfonic acid In N,N-dimethyl-formamide for 0.5h; pH=4; Inert atmosphere;87%
With toluene-4-sulfonic acid In N,N-dimethyl-formamide11%
Stearoyl chloride
112-76-5

Stearoyl chloride

1,5-anhydro-D-glucitol
154-58-5

1,5-anhydro-D-glucitol

1,5-anhydro-D-glucitol-2,3,4,6-O-tetrastearate

1,5-anhydro-D-glucitol-2,3,4,6-O-tetrastearate

Conditions
ConditionsYield
With pyridine In N,N-dimethyl-formamide at 50 - 90℃; for 6h; Inert atmosphere;86%
p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

1,5-anhydro-D-glucitol
154-58-5

1,5-anhydro-D-glucitol

1,5-anhydro-6-O-toluene-p-sulfonyl-D-glucitol
85906-16-7, 102419-15-8

1,5-anhydro-6-O-toluene-p-sulfonyl-D-glucitol

Conditions
ConditionsYield
With pyridine at 25℃; for 24h;85%
With pyridine at 0 - 20℃; for 5h;
n-decanoyl chloride
112-13-0

n-decanoyl chloride

1,5-anhydro-D-glucitol
154-58-5

1,5-anhydro-D-glucitol

1,5-anhydro-D-glucitol-2,3,4,6-O-tetradecanoate

1,5-anhydro-D-glucitol-2,3,4,6-O-tetradecanoate

Conditions
ConditionsYield
With pyridine In N,N-dimethyl-formamide at 50 - 90℃; for 6h; Inert atmosphere;84%
benzyl bromide
100-39-0

benzyl bromide

1,5-anhydro-D-glucitol
154-58-5

1,5-anhydro-D-glucitol

1-deoxy-2,3,4,6-tetra-O-benzyl-D-glucopyranose
78890-68-3

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

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide at 20℃; for 16h;83%
With sodium hydride In N,N-dimethyl-formamide at 20℃; for 3h;1.473 g
3,3-dimethoxyprop-1-ene
6044-68-4

3,3-dimethoxyprop-1-ene

1,5-anhydro-D-glucitol
154-58-5

1,5-anhydro-D-glucitol

1,5-anhydro-(R)-4,6-O-prop-2-enylidene-D-glucitol
946411-14-9

1,5-anhydro-(R)-4,6-O-prop-2-enylidene-D-glucitol

Conditions
ConditionsYield
With camphor-10-sulfonic acid In N,N-dimethyl-formamide at 25℃; for 24h;83%
benzaldehyde dimethyl acetal
1125-88-8

benzaldehyde dimethyl acetal

pivaloyl chloride
3282-30-2

pivaloyl chloride

1,5-anhydro-D-glucitol
154-58-5

1,5-anhydro-D-glucitol

1,5-anhydro-2,3-dipivaloyl-4,6-O-benzylidene-D-glucitol
221278-39-3

1,5-anhydro-2,3-dipivaloyl-4,6-O-benzylidene-D-glucitol

Conditions
ConditionsYield
Stage #1: benzaldehyde dimethyl acetal; 1,5-anhydro-D-glucitol With sulfuric acid In N,N-dimethyl-formamide Inert atmosphere;
Stage #2: pivaloyl chloride With pyridine at 0 - 20℃; for 24h;
83%
undecanoyl chloride
17746-05-3

undecanoyl chloride

1,5-anhydro-D-glucitol
154-58-5

1,5-anhydro-D-glucitol

1,5-anhydro-D-glucitol-2,3,4,6-O-tetraundecanoate

1,5-anhydro-D-glucitol-2,3,4,6-O-tetraundecanoate

Conditions
ConditionsYield
With pyridine In N,N-dimethyl-formamide at 50 - 90℃; for 6h; Inert atmosphere;82%
1,5-anhydro-D-glucitol
154-58-5

1,5-anhydro-D-glucitol

methylating agent

methylating agent

1,5-anhydro-2,3,4,6-tetra-O-methyl-D-glucitol
81874-02-4

1,5-anhydro-2,3,4,6-tetra-O-methyl-D-glucitol

Conditions
ConditionsYield
79%
tetradecanoyl chloride
112-64-1

tetradecanoyl chloride

1,5-anhydro-D-glucitol
154-58-5

1,5-anhydro-D-glucitol

1,5-anhydro-D-glucitol-2,3,4,6-O-tetramyristate

1,5-anhydro-D-glucitol-2,3,4,6-O-tetramyristate

Conditions
ConditionsYield
With pyridine In N,N-dimethyl-formamide at 50 - 90℃; for 6h; Inert atmosphere;78%

154-58-5Upstream product

154-58-5Related news

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The objective of the study was to determine the efficacy of 1,5-anhydro-D-glucitol (1,5 AG) for the prediction of gestational diabetes and gestational impaired glucose tolerance (GIGT). One hundred and eighty-five pregnant women with epidemiological risk factors of gestational diabetes or GIGT u...detailed

1,5-ANHYDRO-D-GLUCITOL (cas 154-58-5) in vitreous humor and cerebrospinal fluid — A helpful tool for identification of diabetes and diabetic coma post mortem09/28/2019

Since there are no characteristic morphological findings post mortem diagnosis of diabetes mellitus and identification of diabetic coma need to be confirmed by suitable biomarkers. The postmortem identification of preexisting hyperglycemia or diabetic coma can be difficult if the matrices for th...detailed

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