Product Name

  • Name

    Potassium bisaccharate

  • EINECS 209-402-2
  • CAS No. 576-42-1
  • Article Data11
  • CAS DataBase
  • Density 1.939g/cm3
  • Solubility 2.26 grams / 100 ml in water
  • Melting Point 188oC (dec.)(lit.)
  • Formula C6H10 O8 . K
  • Boiling Point 766.4 °C at 760 mmHg
  • Molecular Weight 248.231
  • Flash Point 431.2 °C
  • Transport Information
  • Appearance white crystalline powder
  • Safety Moderately toxic by ingestion and intraperitoneal routes. When heated to decomposition it emits acrid smoke and irritating vapors.
  • Risk Codes
  • Molecular Structure Molecular Structure of 576-42-1 (Potassium bisaccharate)
  • Hazard Symbols
  • Synonyms D-Glucaricacid, monopotassium salt (9CI); Glucaric acid, monopotassium salt, D- (8CI);D-Saccharic acid monopotassium salt; Monopotassium D-glucarate; Potassium acidsaccharate; Potassium bisaccharate; Potassium hydrogen D-glucarate; Potassiumhydrogen saccharate
  • PSA 158.35000
  • LogP -4.73550

Synthetic route

D-Glucose
2280-44-6

D-Glucose

D-glucaric acid monopotassium salt
576-42-1

D-glucaric acid monopotassium salt

Conditions
ConditionsYield
With potassium hydroxide; chlorine; potassium bromide; 4-acetylamino-2,2,6,6-tetramethylpiperidine-N-oxyl In water at 0 - 5℃; pH=11.4 - 11.7; Product distribution; Further Variations:; Reagents;77%
D-glucose
50-99-7

D-glucose

A

C6H5O9(3-)*3K(1+)

C6H5O9(3-)*3K(1+)

B

C6H5O9(3-)*3K(1+)

C6H5O9(3-)*3K(1+)

C

D-glucaric acid monopotassium salt
576-42-1

D-glucaric acid monopotassium salt

Conditions
ConditionsYield
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium D-gluconate; potassium hydroxide In water at 5℃; pH=12.2; Electrochemical reaction; optical yield given as %de;A n/a
B n/a
C 70%
D-Glucuronic acid
6556-12-3

D-Glucuronic acid

D-glucaric acid monopotassium salt
576-42-1

D-glucaric acid monopotassium salt

Conditions
ConditionsYield
With peracetic acid; potassium hydroxide; ethylenediaminetetraacetic acid; cyfluthrin; potassium hydrogencarbonate; potassium bromide In water
D-glucaric acid
87-73-0

D-glucaric acid

D-glucaric acid monopotassium salt
576-42-1

D-glucaric acid monopotassium salt

Conditions
ConditionsYield
Stage #1: D-glucaric acid With potassium hydroxide In water
Stage #2: With hydrogenchloride In water pH=3.4; Cooling with ice;
83.2 g
alpha-D-glucopyranose
492-62-6

alpha-D-glucopyranose

D-glucaric acid monopotassium salt
576-42-1

D-glucaric acid monopotassium salt

Conditions
ConditionsYield
With oxygen; potassium hydroxide In water at 50℃; under 750.075 Torr; for 4h;
With platinum on activated charcoal; oxygen; potassium hydroxide at 50℃; under 750.075 Torr; for 4h; pH=4;
L-gulose
6027-89-0

L-gulose

D-glucaric acid monopotassium salt
576-42-1

D-glucaric acid monopotassium salt

Conditions
ConditionsYield
Stage #1: L-gulose With nitric acid; potassium hydroxide; sodium nitrite pH=Ca. 9 - Ca. 10;
Stage #2: With nitric acid at 15 - 30℃; for 12h; pH=Ca. 3 - Ca. 4;
D-glucaric acid monopotassium salt
576-42-1

D-glucaric acid monopotassium salt

A

D-glucaric acid
87-73-0

D-glucaric acid

B

D-Glucaro-1,4-lacton
389-36-6

D-Glucaro-1,4-lacton

C

D-glucaro-6,3-lactone
2782-04-9

D-glucaro-6,3-lactone

Conditions
ConditionsYield
With H(1+) resin Rexyn 100(H) In water for 3h; lactonization;A n/a
B n/a
C 69.1%
ethanol
64-17-5

ethanol

D-glucaric acid monopotassium salt
576-42-1

D-glucaric acid monopotassium salt

A

diethyl glucarate
45214-05-9

diethyl glucarate

B

(S)-((2S,3R,4R)-3,4-Dihydroxy-5-oxo-tetrahydro-furan-2-yl)-hydroxy-acetic acid ethyl ester

(S)-((2S,3R,4R)-3,4-Dihydroxy-5-oxo-tetrahydro-furan-2-yl)-hydroxy-acetic acid ethyl ester

C

D-glucarate-6,3-lactone ethyl ester
261900-70-3

D-glucarate-6,3-lactone ethyl ester

Conditions
ConditionsYield
With REXYN 101(H) at 55℃; for 4h;A n/a
B n/a
C 58.9%
methanol
67-56-1

methanol

D-glucaric acid monopotassium salt
576-42-1

D-glucaric acid monopotassium salt

A

glucaric acid dimethyl ester
3868-17-5

glucaric acid dimethyl ester

B

methyl D-glucarate 1,4-lactone
22140-16-5

methyl D-glucarate 1,4-lactone

C

Methyl D-glucarate 6,3-lactone
155976-55-9

Methyl D-glucarate 6,3-lactone

Conditions
ConditionsYield
With hydrogenchloride for 4h; Heating;A n/a
B 58.89%
C n/a
With hydrogenchloride for 4h; Heating;
[Cu4(μ-OH)(μ-α-D-glucose-1-phosphate(2-))2(2,2'-bipyridyl)4(H2O)2](NO3)3*10H2O

[Cu4(μ-OH)(μ-α-D-glucose-1-phosphate(2-))2(2,2'-bipyridyl)4(H2O)2](NO3)3*10H2O

D-glucaric acid monopotassium salt
576-42-1

D-glucaric acid monopotassium salt

[Cu4(μ-α-D-glucose-1-phosphate(2-))2(μ-D-glucaratoH)2(2,2'-bipyridyl)4](NO3)2*2H2O

[Cu4(μ-α-D-glucose-1-phosphate(2-))2(μ-D-glucaratoH)2(2,2'-bipyridyl)4](NO3)2*2H2O

Conditions
ConditionsYield
In water; N,N-dimethyl-formamide K glucarate (2 equiv.) in H2O added to soln. of Cu complex in DMF; stirred for 5 min; solvent removed under reduced pressure; crystd. from MeOH at room temp. for several d; crystals collected; washed with Et2O; dried under vac.; elem. anal.;49%
[Cu4(μ-OH)(μ-α-D-glucose-1-phosphate(2-))2(2,2'-bipyridyl)4(H2O)2](NO3)3*10H2O

[Cu4(μ-OH)(μ-α-D-glucose-1-phosphate(2-))2(2,2'-bipyridyl)4(H2O)2](NO3)3*10H2O

D-glucaric acid monopotassium salt
576-42-1

D-glucaric acid monopotassium salt

([Cu4(μ-α-D-glucose-1-phosphate(2-))2(μ-D-glucarateH)2(2,2'-bipyridyl)4](NO3)2*8H2O)(n)

([Cu4(μ-α-D-glucose-1-phosphate(2-))2(μ-D-glucarateH)2(2,2'-bipyridyl)4](NO3)2*8H2O)(n)

Conditions
ConditionsYield
In N,N-dimethyl-formamide K glucarate (1 equiv.) added to soln. of Cu complex in DMF; stirred for 5 min; solvent removed under reduced pressure; crystd. from MeOH at room temp. for several d; crystals collected; washed with Et2O; dried under vac.; elem. anal.;34%
D-glucaric acid monopotassium salt
576-42-1

D-glucaric acid monopotassium salt

butan-1-ol
71-36-3

butan-1-ol

glucaric acid di-n-butyl ester

glucaric acid di-n-butyl ester

Conditions
ConditionsYield
With Amberlyst-15 at 75℃; for 1.5h; Time;25%
methanol
67-56-1

methanol

D-glucaric acid monopotassium salt
576-42-1

D-glucaric acid monopotassium salt

glucaric acid dimethyl ester
3868-17-5

glucaric acid dimethyl ester

Conditions
ConditionsYield
With ion-exchange resin + form>
diethyl sulfate
64-67-5

diethyl sulfate

ethyl iodide
75-03-6

ethyl iodide

D-glucaric acid monopotassium salt
576-42-1

D-glucaric acid monopotassium salt

Tetraaethylzuckersaeure-diaethylester
109721-79-1

Tetraaethylzuckersaeure-diaethylester

Conditions
ConditionsYield
(i) aq. NaOH, (ii) /BRN= 1209714/, (iii) /BRN= 505934/, Ag2O; Multistep reaction;
D-glucaric acid monopotassium salt
576-42-1

D-glucaric acid monopotassium salt

dimethyl sulfate
77-78-1

dimethyl sulfate

tetramethyl-d-saccharic acid
14307-81-4

tetramethyl-d-saccharic acid

Conditions
ConditionsYield
(i) aq. NaOH, (ii) /BRN= 635994/; Multistep reaction;
D-glucaric acid monopotassium salt
576-42-1

D-glucaric acid monopotassium salt

dimethyl sulfate
77-78-1

dimethyl sulfate

methyl iodide
74-88-4

methyl iodide

O2,O3,O4,O5-tetramethyl-D-glucaric acid dimethyl ester
102264-45-9

O2,O3,O4,O5-tetramethyl-D-glucaric acid dimethyl ester

Conditions
ConditionsYield
(i) aq. NaOH, (ii) /BRN= 635994/, (iii) /BRN= 969135/, Ag2O; Multistep reaction;
D-glucaric acid monopotassium salt
576-42-1

D-glucaric acid monopotassium salt

methyl iodide
74-88-4

methyl iodide

O2,O3,O4,O5-tetramethyl-D-glucaric acid dimethyl ester
102264-45-9

O2,O3,O4,O5-tetramethyl-D-glucaric acid dimethyl ester

Conditions
ConditionsYield
(i) aq. NH3, AgNO3, (ii) /BRN= 969135/, DMF, (iii) /BRN= 969135/, Ag2O; Multistep reaction;
formaldehyd
50-00-0

formaldehyd

D-glucaric acid monopotassium salt
576-42-1

D-glucaric acid monopotassium salt

2,4:3,5-di-O-methylene-D-glucaric acid dimethyl ester
4539-77-9, 7595-91-7, 114006-01-8, 114421-41-9

2,4:3,5-di-O-methylene-D-glucaric acid dimethyl ester

Conditions
ConditionsYield
With sulfuric acid4.77 g
D-glucaric acid monopotassium salt
576-42-1

D-glucaric acid monopotassium salt

(2R,3S,4S,5S)-5-(2-Amino-ethylcarbamoyl)-2,3,4,5-tetrahydroxy-pentanoic acid methyl ester; hydrochloride

(2R,3S,4S,5S)-5-(2-Amino-ethylcarbamoyl)-2,3,4,5-tetrahydroxy-pentanoic acid methyl ester; hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 69.1 percent / H(1+) resin Rexyn 100(H) / H2O / 3 h
2: 91.7 percent / methanol / 3 h / 95 °C
3: acetyl chloride / 3 h / 20 °C
View Scheme
D-glucaric acid monopotassium salt
576-42-1

D-glucaric acid monopotassium salt

(2R,3S,4S,5S)-5-(4-Amino-butylcarbamoyl)-2,3,4,5-tetrahydroxy-pentanoic acid methyl ester; hydrochloride

(2R,3S,4S,5S)-5-(4-Amino-butylcarbamoyl)-2,3,4,5-tetrahydroxy-pentanoic acid methyl ester; hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 69.1 percent / H(1+) resin Rexyn 100(H) / H2O / 3 h
2: 94.9 percent / methanol / 3 h / 95 °C
3: acetyl chloride / 3 h / 20 °C
View Scheme
D-glucaric acid monopotassium salt
576-42-1

D-glucaric acid monopotassium salt

(2R,3S,4S,5S)-5-(6-Amino-hexylcarbamoyl)-2,3,4,5-tetrahydroxy-pentanoic acid methyl ester; hydrochloride

(2R,3S,4S,5S)-5-(6-Amino-hexylcarbamoyl)-2,3,4,5-tetrahydroxy-pentanoic acid methyl ester; hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 69.1 percent / H(1+) resin Rexyn 100(H) / H2O / 3 h
2: 90.9 percent / methanol / 3 h / 95 °C
3: acetyl chloride / 3 h / 20 °C
View Scheme
D-glucaric acid monopotassium salt
576-42-1

D-glucaric acid monopotassium salt

6-[N-(2'-aminoethyl)]-D-glucaramide, sodium salt

6-[N-(2'-aminoethyl)]-D-glucaramide, sodium salt

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 69.1 percent / H(1+) resin Rexyn 100(H) / H2O / 3 h
2: 91.7 percent / methanol / 3 h / 95 °C
View Scheme
D-glucaric acid monopotassium salt
576-42-1

D-glucaric acid monopotassium salt

(2R,3S,4S,5S)-5-(8-Amino-octylcarbamoyl)-2,3,4,5-tetrahydroxy-pentanoic acid methyl ester; hydrochloride

(2R,3S,4S,5S)-5-(8-Amino-octylcarbamoyl)-2,3,4,5-tetrahydroxy-pentanoic acid methyl ester; hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 69.1 percent / H(1+) resin Rexyn 100(H) / H2O / 3 h
2: 93.8 percent / methanol / 3 h / 95 °C
3: acetyl chloride / 3 h / 20 °C
View Scheme
D-glucaric acid monopotassium salt
576-42-1

D-glucaric acid monopotassium salt

6-[N-(4'-aminobutyl)]-D-glucaramide, sodium salt

6-[N-(4'-aminobutyl)]-D-glucaramide, sodium salt

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 69.1 percent / H(1+) resin Rexyn 100(H) / H2O / 3 h
2: 94.9 percent / methanol / 3 h / 95 °C
View Scheme
D-glucaric acid monopotassium salt
576-42-1

D-glucaric acid monopotassium salt

(2R,3S,4S,5S)-5-(10-Amino-decylcarbamoyl)-2,3,4,5-tetrahydroxy-pentanoic acid methyl ester; hydrochloride

(2R,3S,4S,5S)-5-(10-Amino-decylcarbamoyl)-2,3,4,5-tetrahydroxy-pentanoic acid methyl ester; hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 69.1 percent / H(1+) resin Rexyn 100(H) / H2O / 3 h
2: 90.3 percent / methanol / 3 h / 95 °C
3: acetyl chloride / 3 h / 20 °C
View Scheme
D-glucaric acid monopotassium salt
576-42-1

D-glucaric acid monopotassium salt

6-[N-(6'-aminohexyl)]-D-glucaramide, sodium salt

6-[N-(6'-aminohexyl)]-D-glucaramide, sodium salt

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 69.1 percent / H(1+) resin Rexyn 100(H) / H2O / 3 h
2: 90.9 percent / methanol / 3 h / 95 °C
View Scheme
D-glucaric acid monopotassium salt
576-42-1

D-glucaric acid monopotassium salt

(2R,3S,4S,5S)-5-(12-Amino-dodecylcarbamoyl)-2,3,4,5-tetrahydroxy-pentanoic acid methyl ester; hydrochloride

(2R,3S,4S,5S)-5-(12-Amino-dodecylcarbamoyl)-2,3,4,5-tetrahydroxy-pentanoic acid methyl ester; hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 69.1 percent / H(1+) resin Rexyn 100(H) / H2O / 3 h
2: 91.5 percent / methanol / 3 h / 95 °C
3: acetyl chloride / 3 h / 20 °C
View Scheme
D-glucaric acid monopotassium salt
576-42-1

D-glucaric acid monopotassium salt

6-[N-(8'-aminooctyl)]-D-glucaramide, sodium salt

6-[N-(8'-aminooctyl)]-D-glucaramide, sodium salt

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 69.1 percent / H(1+) resin Rexyn 100(H) / H2O / 3 h
2: 93.8 percent / methanol / 3 h / 95 °C
View Scheme
D-glucaric acid monopotassium salt
576-42-1

D-glucaric acid monopotassium salt

6-[N-(10'-aminodecyl)]-D-glucaramide, sodium salt

6-[N-(10'-aminodecyl)]-D-glucaramide, sodium salt

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 69.1 percent / H(1+) resin Rexyn 100(H) / H2O / 3 h
2: 90.3 percent / methanol / 3 h / 95 °C
View Scheme
D-glucaric acid monopotassium salt
576-42-1

D-glucaric acid monopotassium salt

6-[N-(12'-aminododecyl)]-D-glucaramide, sodium salt

6-[N-(12'-aminododecyl)]-D-glucaramide, sodium salt

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 69.1 percent / H(1+) resin Rexyn 100(H) / H2O / 3 h
2: 91.5 percent / methanol / 3 h / 95 °C
View Scheme
D-glucaric acid monopotassium salt
576-42-1

D-glucaric acid monopotassium salt

N,N'-dimethyl-D-glucaramide
156016-05-6

N,N'-dimethyl-D-glucaramide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: HCl / 4 h / Heating
2: 90.9 percent / methanol; H2O / 2 h / Ambient temperature
View Scheme
D-glucaric acid monopotassium salt
576-42-1

D-glucaric acid monopotassium salt

Dimethyl 2,3,4,5-tetrakis-O--D-glucarate

Dimethyl 2,3,4,5-tetrakis-O--D-glucarate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: HCl / 4 h / Heating
2: 1.) acetyl chloride, 2.) 1,1,1,3,3,3-hexamethyldisilazane, pyridine / 1.) MeOH, reflux, 12 h, 2.) r.t., 2 d
View Scheme
D-glucaric acid monopotassium salt
576-42-1

D-glucaric acid monopotassium salt

Methyl 2,4,5-tris-O--D-glucarate 6,3-lactone

Methyl 2,4,5-tris-O--D-glucarate 6,3-lactone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: HCl / 4 h / Heating
2: 1.) acetyl chloride, 2.) 1,1,1,3,3,3-hexamethyldisilazane, pyridine / 1.) MeOH, reflux, 12 h, 2.) r.t., 2 d
View Scheme
D-glucaric acid monopotassium salt
576-42-1

D-glucaric acid monopotassium salt

Methyl 2,3,5-tris-O--D-glucarate 1,4-lactone

Methyl 2,3,5-tris-O--D-glucarate 1,4-lactone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: HCl / 4 h / Heating
2: 1.) acetyl chloride, 2.) 1,1,1,3,3,3-hexamethyldisilazane, pyridine / 1.) MeOH, reflux, 12 h, 2.) r.t., 2 d
View Scheme
Multi-step reaction with 2 steps
1: HCl / 4 h / Heating
2: 1,1,1,3,3,3-hexamethyldisilazane, pyridine / methanol / Ambient temperature
View Scheme

Potassium bisaccharate Chemical Properties

Name: Potassium hydrogen saccharate
Molecular Formula: C12H16KO16
Formula Weight: 455.34g/mol
Appearance: White powder. 
EINECS: 209-402-2 
Synonyms of Potassium hydrogen saccharate (576-42-1): Saccharic acid,monopotassium salt ; Saccharic acid,potassium sal ; Potassium (2R,3S,4S,5S)-2,3,4,5,6-pentahydroxy-6-oxohexanoate ; Potassium d-saccharic ; Potassium bisaccharate ; Potassium acid Saccharic ; Potassium bisaccharate ; Monopotassiumd-glucarate .
Structure of Potassium hydrogen saccharate (576-42-1):

Potassium bisaccharate Toxicity Data With Reference

1.    

orl-rat LD:>2360 mg/kg

    JAPMA8    Journal of the American Pharmaceutical Association, Scientific Edition. 40 (1951),277.
2.    

ipr-rat LD:>2360 mg/kg

    JAPMA8    Journal of the American Pharmaceutical Association, Scientific Edition. 40 (1951),277.

Potassium bisaccharate Safety Profile

WGK Germany: 3
RTECS: LZ4291900                                                                                                             
Moderately toxic by ingestion and intraperitoneal routes. When heated to decomposition it emits acrid smoke and irritating vapors.

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