1,5-Anhydro-D-glucitol supplier

Name
1,5-Anhydro-D-glucitol
EINECS 205-829-3
CAS No. 154-58-5
Article Data65
CAS DataBase
Density 1.533 g/cm³
Solubility
Melting Point 142-143 °C
Formula C₆H₁₂O₅
Boiling Point 376.8 °C at 760 mmHg
Molecular Weight 164.158
Flash Point 181.7 °C
Transport Information
Appearance White crystals
Safety 24/25
Risk Codes
Molecular Structure
Hazard Symbols Xi
Synonyms D-Glucose,1-deoxy- (7CI);Glucitol, 1,5-anhydro-, D- (8CI);Polygalitol (6CI);1,5-Anhydroglucitol;1,5-Anhydrosorbitol;1-Deoxy-D-glucopyranose;Aceritol;
PSA 90.15000
LogP -2.53980

Synthetic route

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

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

Conditions

Conditions	Yield
With methanol; palladium dichloride at 60℃; for 8h;	100%

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

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

Conditions

Conditions	Yield
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%

: 19159-25-2
sucrose octakis(trimethylsilyl) ether

A: 69-65-8
mannitol

B: 50-70-4
D-sorbitol

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

Conditions

Conditions	Yield
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%

...Expand

: C32H72O6Si4

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

Conditions

Conditions	Yield
With triethylsilane; tris(pentafluorophenyl)borate In dichloromethane at 20℃; for 48h; Reagent/catalyst;	86%

: 152840-34-1
1-deoxy-3,4,6-tri-O-benzyl-D-glucopyranose

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

Conditions

Conditions	Yield
With hydrogen; palladium dihydroxide In methanol under 2327.2 Torr; for 4h;	81%

: 2641-79-4
methyl 2,3,4,6-tetrakis-O-trimethylsilyl-α-D-glucopyranoside

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

Conditions

Conditions	Yield
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

A: 50-70-4
D-sorbitol

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

Conditions

Conditions	Yield
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%

: 19200-26-1
N,N-dimethyl β-D-glucopyranosyl dithiocarbamate

: 292638-85-8
acrylic acid methyl ester

A: methyl 3-(α-D-glucopyranosyl)propanoate

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

Conditions

Conditions	Yield
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%

...Expand

: 50-70-4
D-sorbitol

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

B: 652-67-5
Isosorbide

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

Conditions

Conditions	Yield
With Amberlyst-15 at 120℃; under 7.50075 Torr; for 10h; Reagent/catalyst;	A n/a B 71% C n/a

...Expand

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

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

Conditions

Conditions	Yield
With trifluoroacetic acid In methanol for 2.5h;	70%

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

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

Conditions

Conditions	Yield
With hydrogen; palladium on activated charcoal In ethanol for 29h;	69%
With hydrogen; catalyst	63%
With hydrogen; palladium on activated charcoal In ethanol for 24h; Ambient temperature;	0.16 g

tri-O-allylcellulose: tri-O-allylcellulose

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

Conditions

Conditions	Yield
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%

: 19200-26-1
N,N-dimethyl β-D-glucopyranosyl dithiocarbamate

: 24850-33-7
allyltributylstanane

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

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

Conditions

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

...Expand

: 50-70-4
D-sorbitol

A: 652-67-5
Isosorbide

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

Conditions

Conditions	Yield
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.

: 75414-43-6
1,5-D-anhydrofructose

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

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

Conditions

Conditions	Yield
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

: 2296-40-4
1-O-methyl-2,3,4,6-tetra-O-trimethylsilyl-β-D-glucopyranoside

A: 205598-17-0
1,6-deoxyglucitol

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

Conditions

Conditions	Yield
With triethylsilane; tris(pentafluorophenyl)borate In dichloromethane at 25℃; for 48h; Glovebox; Inert atmosphere;	A 60% B 34%

: 33428-70-5
1,2,3,6,2',3',4',6'-octa-O-trimethylsilyl-β-cellobiose

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

Conditions

Conditions	Yield
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%

: 19159-25-2
sucrose octakis(trimethylsilyl) ether

A: 50-70-4
D-sorbitol

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

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

Conditions

Conditions	Yield
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%

...Expand

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

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

Conditions

Conditions	Yield
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%

: 50-70-4
D-sorbitol

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

B: 3,6-sorbitan

C: 7726-97-8, 10334-28-8, 20662-31-1, 22554-76-3, 22554-77-4, 22554-79-6, 27299-12-3, 28218-56-6, 32742-35-1, 40026-08-2, 51196-40-8, 51607-77-3, 53648-56-9, 96243-58-2, 124379-08-4, 124379-13-1
1,4-anhydro-D-sorbitol

D: 652-67-5
Isosorbide

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

Conditions

Conditions	Yield
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

...Expand

: C19H46O6Si4

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

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

C: 50-70-4
D-sorbitol

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

Conditions

Conditions	Yield
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%

...Expand

: 572-09-8
2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide

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

Conditions

Conditions	Yield
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

: 2296-40-4
1-O-methyl-2,3,4,6-tetra-O-trimethylsilyl-β-D-glucopyranoside

A: 7726-97-8, 10334-28-8, 20662-31-1, 22554-76-3, 22554-77-4, 22554-79-6, 27299-12-3, 28218-56-6, 32742-35-1, 40026-08-2, 51196-40-8, 51607-77-3, 53648-56-9, 96243-58-2, 124379-08-4, 124379-13-1
1,4-anhydro-D-glucitol

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

Conditions

Conditions	Yield
With triethylsilane; trimethylsilyl trifluoromethanesulfonate; water 1.) acetonitrile, RT, overnight; Yield given. Multistep reaction. Yields of byproduct given;

: 2641-79-4
methyl 2,3,4,6-tetrakis-O-trimethylsilyl-α-D-glucopyranoside

A: 7726-97-8, 10334-28-8, 20662-31-1, 22554-76-3, 22554-77-4, 22554-79-6, 27299-12-3, 28218-56-6, 32742-35-1, 40026-08-2, 51196-40-8, 51607-77-3, 53648-56-9, 96243-58-2, 124379-08-4, 124379-13-1
1,4-anhydro-D-glucitol

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

Conditions

Conditions	Yield
With triethylsilane; trimethylsilyl trifluoromethanesulfonate; water 1.) acetonitrile, RT, overnight; Yield given. Multistep reaction. Yields of byproduct given;

: 139726-38-8
Tenuifoliside D

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

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

Conditions

Conditions	Yield
With potassium carbonate In methanol; water for 0.333333h; Ambient temperature;	A 27 mg B n/a

: 137396-22-6, 137396-23-7
1,3,4,5,6-Penta-O-acetyl-2-desoxy-L-gulo-S-phenyl-hemithioacetal

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

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

Conditions

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

: 10016-20-3
alpha cyclodextrin

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

Conditions

Conditions	Yield
With triethylsilane; trimethylsilyl trifluoromethanesulfonate Product distribution; determined structure after trifluoroacetylation by g.l.c.-E.I.m.s.;

: 97-30-3
methyl-alpha-D-glucopyranoside

A: 7726-97-8, 10334-28-8, 20662-31-1, 22554-76-3, 22554-77-4, 22554-79-6, 27299-12-3, 28218-56-6, 32742-35-1, 40026-08-2, 51196-40-8, 51607-77-3, 53648-56-9, 96243-58-2, 124379-08-4, 124379-13-1
1,4-anhydro-D-glucitol

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

Conditions

Conditions	Yield
Product distribution; other glycosides and sugars; var. silyl protecting group, var. catalysts;

: 51260-20-9
(4-O-β-D-glucopyranosyl)-1,5-anhydro-D-glucitol

A: 2280-44-6
D-Glucose

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

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

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

Conditions

Conditions	Yield
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;

...Expand

: 3149-65-3
methyl 2,3,4,6-tetra-O-methyl-β-D-glucopyranoside

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

Conditions

Conditions	Yield
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;

: 108-24-7
acetic anhydride

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

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

Conditions

Conditions	Yield
With pyridine; dmap at 20℃;	100%
With sodium acetate
With pyridine

: 108-24-7
acetic anhydride

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

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

Conditions

Conditions	Yield
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%

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

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

Conditions

Conditions	Yield
With pyranose 2-oxidase; catalase In water at 22℃; for 9h;	98%

: 1486-51-7
p-(benzyloxy)benzoic acid

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

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

Conditions

Conditions	Yield
With dmap; 2-chloro-1-methyl-pyridinium iodide; triethylamine In dichloromethane at 20℃; for 48h;	98%

: 21132-76-3
docosanoyl chloride

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

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

Conditions

Conditions	Yield
With pyridine In N,N-dimethyl-formamide; toluene at 50 - 90℃; for 5h; Inert atmosphere;	96%

: 1486-48-2
3,4,5-tribenzyloxybenzoic acid

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

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

Conditions

Conditions	Yield
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;

: 69026-14-8
3-benzyloxybenzoic acid

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

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

Conditions

Conditions	Yield
With dmap; 2-chloro-1-methyl-pyridinium iodide; triethylamine In dichloromethane at 20℃; for 48h;	92%

: 98-88-4
benzoyl chloride

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

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

Conditions

Conditions	Yield
In pyridine	91%
With pyridine

: 774-48-1
(diethoxymethyl)benzene

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

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

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In N,N-dimethyl-formamide at 20℃; for 96h;	91%

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

: 112-67-4
n-hexadecanoyl chloride

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

Conditions

Conditions	Yield
With pyridine In N,N-dimethyl-formamide at 50 - 90℃; for 5h; Inert atmosphere;	90%

: 17746-06-4
n-tridecanoyl chloride

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

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

Conditions

Conditions	Yield
With pyridine In N,N-dimethyl-formamide at 50 - 90℃; for 4h; Inert atmosphere;	89%

: 112-16-3
n-dodecanoyl chloride

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

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

Conditions

Conditions	Yield
With pyridine In N,N-dimethyl-formamide at 50 - 90℃; for 5h; Inert atmosphere;	88%

: 17746-08-6
pentadecanoyl chloride

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

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

Conditions

Conditions	Yield
With pyridine In N,N-dimethyl-formamide at 50 - 90℃; for 4h; Inert atmosphere;	88%

: 40480-10-2
heptadecanoyl chloride

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

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

Conditions

Conditions	Yield
With pyridine In N,N-dimethyl-formamide at 50 - 90℃; for 5h; Inert atmosphere;	88%

: 1125-88-8
benzaldehyde dimethyl acetal

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

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

Conditions

Conditions	Yield
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-formamide	11%

: 112-76-5
Stearoyl chloride

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

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

Conditions

Conditions	Yield
With pyridine In N,N-dimethyl-formamide at 50 - 90℃; for 6h; Inert atmosphere;	86%

: 98-59-9
p-toluenesulfonyl chloride

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

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

Conditions

Conditions	Yield
With pyridine at 25℃; for 24h;	85%
With pyridine at 0 - 20℃; for 5h;

: 112-13-0
n-decanoyl chloride

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

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

Conditions

Conditions	Yield
With pyridine In N,N-dimethyl-formamide at 50 - 90℃; for 6h; Inert atmosphere;	84%

: 100-39-0
benzyl bromide

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

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

Conditions

Conditions	Yield
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

: 6044-68-4
3,3-dimethoxyprop-1-ene

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

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

Conditions

Conditions	Yield
With camphor-10-sulfonic acid In N,N-dimethyl-formamide at 25℃; for 24h;	83%

: 1125-88-8
benzaldehyde dimethyl acetal

: 3282-30-2
pivaloyl chloride

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

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

Conditions

Conditions	Yield
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%

...Expand

: 17746-05-3
undecanoyl chloride

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

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

Conditions

Conditions	Yield
With pyridine In N,N-dimethyl-formamide at 50 - 90℃; for 6h; Inert atmosphere;	82%

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

methylating agent: methylating agent

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

Conditions

Conditions	Yield
	79%

: 112-64-1
tetradecanoyl chloride

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

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

Conditions

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

1,5-Anhydro-D-glucitol Specification

The CAS register number of 1,5-Anhydroglucitol is 154-58-5. It also can be called as D-Glucitol,1,5-anhydro- and the IUPAC name about this chemical is (2R,3S,4R,5S)-2-(hydroxymethyl)oxane-3,4,5-triol. The molecular formula about this chemical is C₆H₁₂O₅ and the molecular weight is 164.15. It belongs to the following product categories which include 13C & 2H Sugars; Carbohydrates & Derivatives and so on.

Physical properties about 1,5-Anhydroglucitol are: (1)ACD/LogP: -1.24; (2)ACD/LogD (pH 5.5): -1.24; (3)ACD/LogD (pH 7.4): -1.24; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 5.06; (7)ACD/KOC (pH 7.4): 5.06; (8)#H bond acceptors: 5; (9)#H bond donors: 4; (10)#Freely Rotating Bonds: 5; (11)Polar Surface Area: 46.15Å²; (12)Index of Refraction: 1.58; (13)Molar Refractivity: 35.66 cm³; (14)Molar Volume: 107 cm³; (15)Polarizability: 14.13x10^-24cm³; (16)Surface Tension: 66.8 dyne/cm; (17)Enthalpy of Vaporization: 72.24 kJ/mol; (18)Boiling Point: 376.8 °C at 760 mmHg; (19)Vapour Pressure: 3.21E-07 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: O[C@@H]1[C@H](OC[C@H](O)[C@H]1O)CO
(2)InChI: InChI=1/C6H12O5/c7-1-4-6(10)5(9)3(8)2-11-4/h3-10H,1-2H2/t3-,4+,5+,6+/m0/s1
(3)InChIKey: MPCAJMNYNOGXPB-SLPGGIOYBT
(4)Std. InChI: InChI=1S/C6H12O5/c7-1-4-6(10)5(9)3(8)2-11-4/h3-10H,1-2H2/t3-,4+,5+,6+/m0/s1
(5)Std. InChIKey: MPCAJMNYNOGXPB-SLPGGIOYSA-N

Product Name

1,5-Anhydro-D-glucitol

Synthetic route

1,5-Anhydro-D-glucitol Specification

Related Products

Hot Products