Product Name

  • Name

    METHYL-ALPHA-D-GALACTOPYRANOSIDE

  • EINECS 222-251-7
  • CAS No. 3396-99-4
  • Article Data154
  • CAS DataBase
  • Density 1.47 g/cm3
  • Solubility
  • Melting Point 116-117 oC
  • Formula C7H14O6
  • Boiling Point 389.1 °C at 760 mmHg
  • Molecular Weight 194.185
  • Flash Point 189.1 °C
  • Transport Information
  • Appearance White Powder
  • Safety 24/25-22
  • Risk Codes
  • Molecular Structure Molecular Structure of 3396-99-4 (METHYL-ALPHA-D-GALACTOPYRANOSIDE)
  • Hazard Symbols
  • Synonyms Galactopyranoside,methyl, a-D- (8CI);1-O-Methyl-a-D-galactopyranoside;Methyl a-D-galactopyranoside;Methyl a-D-galactoside;Methyl a-galactopyranoside;NSC 33684;
  • PSA 99.38000
  • LogP -2.56730

Synthetic route

methanol
67-56-1

methanol

D-Galactose
10257-28-0

D-Galactose

methyl α-D-galactopyranoside
3396-99-4

methyl α-D-galactopyranoside

Conditions
ConditionsYield
With acetyl chloride for 0.583333h; Heating; microwave irradiation;100%
Amberlite IR-120 (H+) resin for 24h; Heating;55%
With hydrogenchloride
With Amberlite IR 120 (H+ form) for 0.333333h; Reflux; Microwave irradiation;
With acetyl chloride for 12h; Inert atmosphere; Reflux;
methyl 2,3,4,6-tetra-O-benzoyl-α-D-galactopyranoside
14315-82-3

methyl 2,3,4,6-tetra-O-benzoyl-α-D-galactopyranoside

methyl α-D-galactopyranoside
3396-99-4

methyl α-D-galactopyranoside

Conditions
ConditionsYield
With palladium on activated charcoal; hydrogen In methanol; ethyl acetate for 3h; Molecular sieve;100%
methyl 2,3,6-tri-O-benzoyl-α-D-galactopyranoside
3601-36-3

methyl 2,3,6-tri-O-benzoyl-α-D-galactopyranoside

methyl α-D-galactopyranoside
3396-99-4

methyl α-D-galactopyranoside

Conditions
ConditionsYield
With polymer-supported potassium thiophenolate In tetrahydrofuran; methanol at 80℃; for 2.5h;98%
With Amberlyst A-26(OH) In methanol for 6h; Ambient temperature;94%
methyl 2,3,4,6-tetra-O-acetyl-α-D-galactopyranoside
5019-22-7

methyl 2,3,4,6-tetra-O-acetyl-α-D-galactopyranoside

methyl α-D-galactopyranoside
3396-99-4

methyl α-D-galactopyranoside

Conditions
ConditionsYield
With tris(2,4,6-trimethoxyphenyl)phosphine In methanol at 20℃; for 30h;93%
In methanol; water; triethylamine at 20℃; for 24h;
With methanol; sodium methylate at 20℃; Reagent/catalyst;100 %Spectr.
With ammonium hydroxide In tetrahydrofuran; methanol
methyl 4,6-O-benzylidene-α-D-galactopyranoside
4288-93-1

methyl 4,6-O-benzylidene-α-D-galactopyranoside

methyl α-D-galactopyranoside
3396-99-4

methyl α-D-galactopyranoside

Conditions
ConditionsYield
tetrafluoroboric acid In acetonitrile at 20℃; for 0.2h;87.2%
methyl α-galactopyranoside 6-sulfate
117858-45-4

methyl α-galactopyranoside 6-sulfate

A

methyl 2,3-dideoxy-α-D-threo-hexopyranoside
23339-18-6, 34339-61-2, 34340-42-6, 61278-06-6, 132074-93-2

methyl 2,3-dideoxy-α-D-threo-hexopyranoside

B

methyl α-D-galactopyranoside
3396-99-4

methyl α-D-galactopyranoside

Conditions
ConditionsYield
With sodium hydroxide at 100℃;A 86%
B n/a
With sodium hydroxide at 100℃; Title compound not separated from byproducts;A 86%
B n/a
methanol
67-56-1

methanol

D-Galactose
10257-28-0

D-Galactose

A

Methyl α,β-D-galactofuranoside
153831-23-3

Methyl α,β-D-galactofuranoside

B

methyl α-D-galactopyranoside
3396-99-4

methyl α-D-galactopyranoside

Conditions
ConditionsYield
With iron(III) chloride Heating;A 65%
B 24%
methanol
67-56-1

methanol

D-Galactose
59-23-4

D-Galactose

A

methyl α-D-galactofuranoside
3795-67-3

methyl α-D-galactofuranoside

B

methyl-β-D-galactofuranoside
1824-93-7

methyl-β-D-galactofuranoside

C

methyl beta-D-galactopyranoside
1824-94-8

methyl beta-D-galactopyranoside

D

methyl α-D-galactopyranoside
3396-99-4

methyl α-D-galactopyranoside

Conditions
ConditionsYield
With amberlite IR-120H In methanol at 35℃; for 48h;A 17 % Spectr.
B 60%
C 6 % Spectr.
D 9 % Spectr.
D-Galactose
59-23-4

D-Galactose

A

methyl beta-D-galactopyranoside
1824-94-8

methyl beta-D-galactopyranoside

B

methyl α-D-galactopyranoside
3396-99-4

methyl α-D-galactopyranoside

Conditions
ConditionsYield
With hydrogenchloride; methanol
D-Galactose
59-23-4

D-Galactose

methyl α-D-galactopyranoside
3396-99-4

methyl α-D-galactopyranoside

Conditions
ConditionsYield
With hydrogenchloride; methanol; dimethylsulfite
D-Galactose-dibenzyldithioacetal
40733-07-1

D-Galactose-dibenzyldithioacetal

methyl α-D-galactopyranoside
3396-99-4

methyl α-D-galactopyranoside

Conditions
ConditionsYield
With methanol; mercury dichloride
methanol
67-56-1

methanol

D-Galactose
10257-28-0

D-Galactose

A

methyl beta-D-galactopyranoside
1824-94-8

methyl beta-D-galactopyranoside

B

methyl α-D-galactopyranoside
3396-99-4

methyl α-D-galactopyranoside

Conditions
ConditionsYield
With hydrogenchloride for 16h; Heating;
methanol
67-56-1

methanol

C50H83NO21
95753-50-7

C50H83NO21

B

methyl-α-D-xylopyranoside
91-09-8

methyl-α-D-xylopyranoside

C

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

methyl-alpha-D-glucopyranoside

D

methyl α-D-galactopyranoside
3396-99-4

methyl α-D-galactopyranoside

Conditions
ConditionsYield
With hydrogenchloride for 2h; Heating; characterization by hydrolysis products;
methanol
67-56-1

methanol

C50H81NO21
95753-49-4

C50H81NO21

B

methyl-α-D-xylopyranoside
91-09-8

methyl-α-D-xylopyranoside

C

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

methyl-alpha-D-glucopyranoside

D

methyl α-D-galactopyranoside
3396-99-4

methyl α-D-galactopyranoside

Conditions
ConditionsYield
With hydrogenchloride for 2h; Heating; characterization by hydrolysis products;
methanol
67-56-1

methanol

3-O-β-D-glucopyranosyl-(1->2)-<β-D-glucopyranosyl-(1->3)>-β-D-glucopyranosyl-(1->4)-β-D-galactopyranosyl-(25 R,S)-spirost-5-en-3β,14α-diol

3-O-β-D-glucopyranosyl-(1->2)-<β-D-glucopyranosyl-(1->3)>-β-D-glucopyranosyl-(1->4)-β-D-galactopyranosyl-(25 R,S)-spirost-5-en-3β,14α-diol

A

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

methyl-alpha-D-glucopyranoside

B

methyl α-D-galactopyranoside
3396-99-4

methyl α-D-galactopyranoside

Conditions
ConditionsYield
With hydrogenchloride; potassium hydroxide for 1h; Heating; Title compound not separated from byproducts;
With hydrogenchloride; potassium hydroxide for 1h; Product distribution; Heating;
1-O-methyl-4-keto-α-D-glucopyranoside
55908-11-7

1-O-methyl-4-keto-α-D-glucopyranoside

A

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

methyl-alpha-D-glucopyranoside

B

methyl α-D-galactopyranoside
3396-99-4

methyl α-D-galactopyranoside

Conditions
ConditionsYield
With sodium tetrahydroborate In methanol
With sodium tetrahydroborate In methanol for 1h; Product distribution; Ambient temperature;
methyl α-D-lyxo-hexopyranosid-4-ulose
102823-45-0

methyl α-D-lyxo-hexopyranosid-4-ulose

A

(+)-Methyl-α-D-talopyranosid
51224-40-9

(+)-Methyl-α-D-talopyranosid

B

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

methyl-alpha-D-glucopyranoside

C

methyl α-D-galactopyranoside
3396-99-4

methyl α-D-galactopyranoside

Conditions
ConditionsYield
With sodium tetrahydroborate In methanol Title compound not separated from byproducts;
C28H25O8(1+)
92516-72-8

C28H25O8(1+)

A

methyl beta-D-galactopyranoside
1824-94-8

methyl beta-D-galactopyranoside

B

methyl α-D-galactopyranoside
3396-99-4

methyl α-D-galactopyranoside

Conditions
ConditionsYield
With sodium methylate In methanol Yield given. Yields of byproduct given. Title compound not separated from byproducts;
methanol
67-56-1

methanol

1,2:3,4-di-O-isopropylidene-α-D-galactopyranose
4064-06-6

1,2:3,4-di-O-isopropylidene-α-D-galactopyranose

A

methyl-β-D-galactofuranoside
1824-93-7

methyl-β-D-galactofuranoside

B

methyl α-D-galactopyranoside
3396-99-4

methyl α-D-galactopyranoside

Conditions
ConditionsYield
With iodine for 4h; Heating; Yield given. Yields of byproduct given;
sodium methylate
124-41-4

sodium methylate

1-O-tosyl-2,3,4,6-tetra-O-acetyl-D-galactopyranose

1-O-tosyl-2,3,4,6-tetra-O-acetyl-D-galactopyranose

A

1,6-anhydro-β-D-galactopyranose
644-76-8

1,6-anhydro-β-D-galactopyranose

B

methyl beta-D-galactopyranoside
1824-94-8

methyl beta-D-galactopyranoside

C

methyl α-D-galactopyranoside
3396-99-4

methyl α-D-galactopyranoside

Conditions
ConditionsYield
In pyridine; methanol at 80℃; for 2.5h;
1-O-tosyl-2,3,4,6-tetra-O-acetyl-D-galactopyranose

1-O-tosyl-2,3,4,6-tetra-O-acetyl-D-galactopyranose

A

1,6-anhydro-β-D-galactopyranose
644-76-8

1,6-anhydro-β-D-galactopyranose

B

methyl beta-D-galactopyranoside
1824-94-8

methyl beta-D-galactopyranoside

C

methyl α-D-galactopyranoside
3396-99-4

methyl α-D-galactopyranoside

Conditions
ConditionsYield
With sodium methylate In pyridine; methanol at 80℃; for 2.5h;
methanol
67-56-1

methanol

lecythophorin

lecythophorin

methyl α-D-galactopyranoside
3396-99-4

methyl α-D-galactopyranoside

Conditions
ConditionsYield
With hydrogenchloride Product distribution;
methanol
67-56-1

methanol

methyl 1-thio-β-D-galactopyranoside
155-30-6

methyl 1-thio-β-D-galactopyranoside

A

methyl beta-D-galactopyranoside
1824-94-8

methyl beta-D-galactopyranoside

B

methyl α-D-galactopyranoside
3396-99-4

methyl α-D-galactopyranoside

Conditions
ConditionsYield
With iodine at 18 - 20℃; for 2h; Yield given. Yields of byproduct given;
methanol
67-56-1

methanol

4-nitrophenyl α-D-galactoside
7493-95-0

4-nitrophenyl α-D-galactoside

methyl α-D-galactopyranoside
3396-99-4

methyl α-D-galactopyranoside

Conditions
ConditionsYield
With α-D-galactosidase from Trichoderma reesei In water at 37℃; Rate constant; NaOAc buffer, pH 5.6;
1,4-dioxane
123-91-1

1,4-dioxane

methyl α-galactopyranoside 6-sulfate
117858-45-4

methyl α-galactopyranoside 6-sulfate

lithium alanate

lithium alanate

methyl α-D-galactopyranoside
3396-99-4

methyl α-D-galactopyranoside

Conditions
ConditionsYield
Erhizten des Barium-Salzes;
water-soluble polysaccharide from red seaweed Chondrus canaliculatus (Gigartinaceae), (Chile)

water-soluble polysaccharide from red seaweed Chondrus canaliculatus (Gigartinaceae), (Chile)

A

methyl α-D-galactopyranoside
3396-99-4

methyl α-D-galactopyranoside

B

3,6-Anhydro-D-galactose-dimethylacetal
42859-44-9

3,6-Anhydro-D-galactose-dimethylacetal

C

Carrabiose-dimethylacetal
19141-13-0

Carrabiose-dimethylacetal

Conditions
ConditionsYield
methanolysis;A 0.47 g
B 0.16 g
C 0.77 g
hydrogenchloride
7647-01-0

hydrogenchloride

methanol
67-56-1

methanol

dimethylsulfite
616-42-2

dimethylsulfite

D-Galactose
59-23-4

D-Galactose

A

methyl beta-D-galactopyranoside
1824-94-8

methyl beta-D-galactopyranoside

B

methyl α-D-galactopyranoside
3396-99-4

methyl α-D-galactopyranoside

(2R,3R,4S,5R,6S)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-6-methoxy-tetrahydro-pyran-3,4,5-triol
290359-93-2

(2R,3R,4S,5R,6S)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-6-methoxy-tetrahydro-pyran-3,4,5-triol

methyl α-D-galactopyranoside
3396-99-4

methyl α-D-galactopyranoside

Conditions
ConditionsYield
With pyridine; ammonium cerium(IV) nitrate In acetone at 68℃; for 4h; pH=4.4;94 % Chromat.
Ectyoceramide
571194-37-1

Ectyoceramide

A

methyl beta-D-galactopyranoside
1824-94-8

methyl beta-D-galactopyranoside

B

methyl α-D-galactopyranoside
3396-99-4

methyl α-D-galactopyranoside

Conditions
ConditionsYield
With hydrogenchloride In methanol at 80℃; for 12h;
benzaldehyde dimethyl acetal
1125-88-8

benzaldehyde dimethyl acetal

methyl α-D-galactopyranoside
3396-99-4

methyl α-D-galactopyranoside

methyl 4,6-O-benzylidene-α-D-galactopyranoside
64552-06-3

methyl 4,6-O-benzylidene-α-D-galactopyranoside

Conditions
ConditionsYield
With camphor-10-sulfonic acid In chloroform at 65℃;100%
With tetrafluoroboric acid In diethyl ether; N,N-dimethyl-formamide at 20℃; for 16h;96%
With toluene-4-sulfonic acid; 1-butyl-3-methylimidazolium Tetrafluoroborate at 80℃; for 2h;92%
triisopropylsilyl chloride
13154-24-0

triisopropylsilyl chloride

methyl α-D-galactopyranoside
3396-99-4

methyl α-D-galactopyranoside

benzoyl haloide

benzoyl haloide

C37H46O9Si

C37H46O9Si

Conditions
ConditionsYield
Stage #1: triisopropylsilyl chloride; methyl α-D-galactopyranoside With 1H-imidazole In N,N-dimethyl-formamide at 20℃;
Stage #2: benzoyl haloide
100%
9-anthracenecarboxaldehyde dimethyl acetal
98178-26-8

9-anthracenecarboxaldehyde dimethyl acetal

methyl α-D-galactopyranoside
3396-99-4

methyl α-D-galactopyranoside

(2S,4aR,6S,7R,8R,8aR)-2-(anthracen-9-yl)-6-methoxyhexahydropyrano[3,2-d][1,3]dioxine-7,8-diol
1041002-68-9

(2S,4aR,6S,7R,8R,8aR)-2-(anthracen-9-yl)-6-methoxyhexahydropyrano[3,2-d][1,3]dioxine-7,8-diol

Conditions
ConditionsYield
With toluene-4-sulfonic acid In acetonitrile at 20℃; for 16h;100%
benzyl bromide
100-39-0

benzyl bromide

methyl α-D-galactopyranoside
3396-99-4

methyl α-D-galactopyranoside

2,3,4-tri-O-benzyl-D-galactopyranoside
2771-55-3

2,3,4-tri-O-benzyl-D-galactopyranoside

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide at 0 - 20℃; for 17h; Inert atmosphere;100%
vinyl acetate
108-05-4

vinyl acetate

methyl α-D-galactopyranoside
3396-99-4

methyl α-D-galactopyranoside

((2R,3R,4S,5R,6S)-5-acetoxy-3,4-dihydroxy-6-methoxytetrahydro-2H-pyran-2-yl)methyl acetate
116187-86-1

((2R,3R,4S,5R,6S)-5-acetoxy-3,4-dihydroxy-6-methoxytetrahydro-2H-pyran-2-yl)methyl acetate

Conditions
ConditionsYield
With immobilized Novozym 435 from Candida antarctica lipase B In tetrahydrofuran at 45℃; for 51h; Enzymatic reaction; regioselective reaction;100%
acetic anhydride
108-24-7

acetic anhydride

methyl α-D-galactopyranoside
3396-99-4

methyl α-D-galactopyranoside

methyl 2,3,4,6-tetra-O-acetyl-α-D-galactopyranoside
5019-22-7

methyl 2,3,4,6-tetra-O-acetyl-α-D-galactopyranoside

Conditions
ConditionsYield
With iodine at 20℃; for 0.15h;99%
With lithium perchlorate for 30h; Heating;99%
With iodine at 20℃; for 0.0833333h; Acetylation;98%
methyl α-D-galactopyranoside
3396-99-4

methyl α-D-galactopyranoside

methyl iodide
74-88-4

methyl iodide

(2S,3R,4S,5S,6R)-2,3,4,5-Tetramethoxy-6-methoxymethyl-tetrahydro-pyran
3149-64-2

(2S,3R,4S,5S,6R)-2,3,4,5-Tetramethoxy-6-methoxymethyl-tetrahydro-pyran

Conditions
ConditionsYield
Stage #1: methyl α-D-galactopyranoside With sodium hydride In N,N-dimethyl-formamide; paraffin oil at 0℃; for 1h;
Stage #2: methyl iodide In N,N-dimethyl-formamide; paraffin oil at 0 - 20℃; for 24h;
99%
Stage #1: methyl α-D-galactopyranoside With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 0.5h; Inert atmosphere;
Stage #2: methyl iodide In N,N-dimethyl-formamide; mineral oil at 0 - 20℃; for 4h; Inert atmosphere;
82%
With potassium fluoride on basic alumina In acetonitrile80%
3,5-bis(trifluoromethyl)benzenesulfonyl chloride
39234-86-1

3,5-bis(trifluoromethyl)benzenesulfonyl chloride

methyl α-D-galactopyranoside
3396-99-4

methyl α-D-galactopyranoside

methyl 3-O-[3,5-bis(trifluoromethyl)benzenesulfonyl]-α-D-galactopyranoside
1422662-83-6

methyl 3-O-[3,5-bis(trifluoromethyl)benzenesulfonyl]-α-D-galactopyranoside

Conditions
ConditionsYield
Stage #1: methyl α-D-galactopyranoside With dibutyltin chloride In tetrahydrofuran at 20℃; for 0.166667h;
Stage #2: 3,5-bis(trifluoromethyl)benzenesulfonyl chloride With 1,2,2,6,6-pentamethylpiperidine In tetrahydrofuran at 10℃; for 12h; regioselective reaction;
99%
benzoyl chloride
98-88-4

benzoyl chloride

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

methyl-alpha-D-glucopyranoside

methyl α-D-galactopyranoside
3396-99-4

methyl α-D-galactopyranoside

A

methyl O3-benzoyl-α-D-galactoside
88087-57-4

methyl O3-benzoyl-α-D-galactoside

B

methyl O2-benzoyl-α-D-glucoside
21056-53-1

methyl O2-benzoyl-α-D-glucoside

Conditions
ConditionsYield
Stage #1: methyl-alpha-D-glucopyranoside; methyl α-D-galactopyranoside With dibutyltin chloride In tetrahydrofuran at 20℃; for 0.166667h;
Stage #2: benzoyl chloride With 1,2,2,6,6-pentamethylpiperidine; tetra-(n-butyl)ammonium iodide In tetrahydrofuran at 20℃; chemoselective reaction;
A 99%
B 19%
p-Anisaldehyde dimethyl acetal
2186-92-7

p-Anisaldehyde dimethyl acetal

methyl α-D-galactopyranoside
3396-99-4

methyl α-D-galactopyranoside

(2S,4aR,7R,8R,8aR)-6-methoxy-2-(4-methoxyphenyl)hexahydropyrano[3,2-d][1,3]dioxine-7,8-diol
185754-26-1

(2S,4aR,7R,8R,8aR)-6-methoxy-2-(4-methoxyphenyl)hexahydropyrano[3,2-d][1,3]dioxine-7,8-diol

Conditions
ConditionsYield
With pyridinium p-toluenesulfonate In N,N-dimethyl-formamide at 80℃;98%
With 3,4-bis((3,5-bis(trifluoromethyl)phenyl)amino)cyclobut-3-ene-1,2-dione In acetonitrile at 20℃; for 14h; Inert atmosphere;82%
With (1S)-10-camphorsulfonic acid In acetonitrile at 50℃; under 225.023 Torr; for 2.5h; Inert atmosphere;
3,5-difluorobenzenesulfonyl chloride
210532-25-5

3,5-difluorobenzenesulfonyl chloride

methyl α-D-galactopyranoside
3396-99-4

methyl α-D-galactopyranoside

methyl 3-O-(3,5-difluorobenzensulfonyl)-α-D-galactopyranoside
1399293-35-6

methyl 3-O-(3,5-difluorobenzensulfonyl)-α-D-galactopyranoside

Conditions
ConditionsYield
Stage #1: methyl α-D-galactopyranoside With dibutyltin chloride In tetrahydrofuran at 20℃; for 0.166667h;
Stage #2: 3,5-difluorobenzenesulfonyl chloride With 1,2,2,6,6-pentamethylpiperidine In tetrahydrofuran at 10℃; for 12h; regioselective reaction;
98%
benzyl bromide
100-39-0

benzyl bromide

methyl α-D-galactopyranoside
3396-99-4

methyl α-D-galactopyranoside

methyl 2,3,4,6-tetra-O-benzyl-α-D-galactopyranoside
53008-63-2

methyl 2,3,4,6-tetra-O-benzyl-α-D-galactopyranoside

Conditions
ConditionsYield
Stage #1: methyl α-D-galactopyranoside With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0 - 20℃; for 0.5h;
Stage #2: benzyl bromide In N,N-dimethyl-formamide; mineral oil at 0 - 20℃;
97%
Stage #1: methyl α-D-galactopyranoside With sodium hydride In N,N-dimethyl-formamide at 0℃; for 0.5h; Inert atmosphere;
Stage #2: benzyl bromide In N,N-dimethyl-formamide at 0 - 20℃; for 3h; Inert atmosphere;
96%
Stage #1: methyl α-D-galactopyranoside With sodium hydride In N,N-dimethyl-formamide at 0℃; for 0.5h;
Stage #2: benzyl bromide In N,N-dimethyl-formamide at 20℃;
95%
acetone
67-64-1

acetone

methyl α-D-galactopyranoside
3396-99-4

methyl α-D-galactopyranoside

methyl 3,4-O-isopropylidene-α-D-galactopyranoside
40269-01-0

methyl 3,4-O-isopropylidene-α-D-galactopyranoside

Conditions
ConditionsYield
With nano n-propylsulfonated magnetic γ-Fe2O3 for 1.5h; Reflux;97%
vanadyl triflate In acetonitrile at 20℃; for 11h;80%
With iodine at 20℃; for 4h;70%
benzyl chloride
100-44-7

benzyl chloride

methyl α-D-galactopyranoside
3396-99-4

methyl α-D-galactopyranoside

methyl 2,3,4,6-tetra-O-benzyl-α-D-galactopyranoside
53008-63-2

methyl 2,3,4,6-tetra-O-benzyl-α-D-galactopyranoside

Conditions
ConditionsYield
Stage #1: methyl α-D-galactopyranoside In toluene at 90 - 95℃;
Stage #2: benzyl chloride With sodium hydride In toluene; paraffin oil at 35 - 95℃;
96.5%
With sodium hydride at 130℃;78%
With potassium hydroxide Etherification; alkylation;
benzaldehyde dimethyl acetal
1125-88-8

benzaldehyde dimethyl acetal

methyl α-D-galactopyranoside
3396-99-4

methyl α-D-galactopyranoside

methyl 4,6-O-benzylidene-α-D-galactopyranoside
4288-93-1

methyl 4,6-O-benzylidene-α-D-galactopyranoside

Conditions
ConditionsYield
tetrafluoroboric acid In N,N-dimethyl-formamide at 20℃; for 4h;96.4%
With sulfuric acid In methanol Heating;96%
With camphor-10-sulfonic acid In acetonitrile at 20℃; for 15h; pH=3;50%
2-bromomethylnaphthyl bromide
939-26-4

2-bromomethylnaphthyl bromide

methyl α-D-galactopyranoside
3396-99-4

methyl α-D-galactopyranoside

methyl 3-O-NAP-α-D-galactoside
260411-21-0

methyl 3-O-NAP-α-D-galactoside

Conditions
ConditionsYield
Stage #1: methyl α-D-galactopyranoside With di(n-butyl)tin oxide In benzene for 4h; Reflux;
Stage #2: 2-bromomethylnaphthyl bromide With tetra-(n-butyl)ammonium iodide In benzene at 80 - 85℃; for 18h;
96%
Stage #1: methyl α-D-galactopyranoside With di(n-butyl)tin oxide In benzene for 4h; Metallation; Heating;
Stage #2: 2-bromomethylnaphthyl bromide With tetra-(n-butyl)ammonium iodide at 80 - 85℃; for 18h; Alkylation;
93%
allyl ethyl carbonate
1469-70-1

allyl ethyl carbonate

methyl α-D-galactopyranoside
3396-99-4

methyl α-D-galactopyranoside

methyl 2,3,4,6-tetra-O-allyl-α-D-galactopyranoside
25817-62-3

methyl 2,3,4,6-tetra-O-allyl-α-D-galactopyranoside

Conditions
ConditionsYield
With tris(dibenzylideneacetone)dipalladium (0); 1,4-di(diphenylphosphino)-butane In tetrahydrofuran at 65℃; for 12h;95%
p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

methyl α-D-galactopyranoside
3396-99-4

methyl α-D-galactopyranoside

methyl 2,3,6-tri-O-p-tolylsulfonyl-α-D-galactopyranoside
74052-05-4

methyl 2,3,6-tri-O-p-tolylsulfonyl-α-D-galactopyranoside

Conditions
ConditionsYield
With pyridine at 25℃; for 20h;95%
C16H11F13O
944721-23-7

C16H11F13O

methyl α-D-galactopyranoside
3396-99-4

methyl α-D-galactopyranoside

C23H23F13O6
944720-95-0

C23H23F13O6

Conditions
ConditionsYield
Stage #1: C16H11F13O With toluene-4-sulfonic acid; sodium sulfate; trimethyl orthoformate In acetonitrile at 20℃;
Stage #2: methyl α-D-galactopyranoside In acetonitrile Further stages.;
95%
1,1,1,3,3,3-hexamethyl-disilazane
999-97-3

1,1,1,3,3,3-hexamethyl-disilazane

methyl α-D-galactopyranoside
3396-99-4

methyl α-D-galactopyranoside

methyl 2,3,4,6-tetra-O-trimethylsilyl-α-D-galactopyranoside
4133-45-3

methyl 2,3,4,6-tetra-O-trimethylsilyl-α-D-galactopyranoside

Conditions
ConditionsYield
With trimethylsilyl trifluoromethanesulfonate In dichloromethane at 20℃; for 0.333333h; Inert atmosphere;95%
tert-butylchlorodiphenylsilane
58479-61-1

tert-butylchlorodiphenylsilane

methyl α-D-galactopyranoside
3396-99-4

methyl α-D-galactopyranoside

methyl 6-O-(tert-butyldiphenylsilyl)-α-D-galactopyranoside
114217-35-5

methyl 6-O-(tert-butyldiphenylsilyl)-α-D-galactopyranoside

Conditions
ConditionsYield
With 1H-imidazole In N,N-dimethyl-formamide for 24h;94%
With 1H-imidazole In N,N-dimethyl-formamide for 5h; Inert atmosphere;92%
With 1H-imidazole79%
With 1H-imidazole In N,N-dimethyl-formamide Ambient temperature;76%
With pyridine Ambient temperature;
methyl α-D-galactopyranoside
3396-99-4

methyl α-D-galactopyranoside

1-O-methyl-4-keto-α-D-glucopyranoside
55908-11-7

1-O-methyl-4-keto-α-D-glucopyranoside

Conditions
ConditionsYield
With phenyltrimethylammonium tribromide; potassium carbonate In tetrahydrofuran; methanol at 20℃; for 4h; Reagent/catalyst; regioselective reaction;94%
With 3 A molecular sieve; bromine; bis(tri-n-butyltin)oxide 1) CHCl3, reflux, 3 h, 2) CHCl3, 0 deg C, 8 min; Yield given. Multistep reaction;
1,1-dimethoxy-1-(4-methoxyphenyl)ethane
27150-99-8

1,1-dimethoxy-1-(4-methoxyphenyl)ethane

methyl α-D-galactopyranoside
3396-99-4

methyl α-D-galactopyranoside

methyl 4,6-O-<(4-methoxyphenyl)ethylidene>-α-D-galactopyranoside
76513-59-2

methyl 4,6-O-<(4-methoxyphenyl)ethylidene>-α-D-galactopyranoside

Conditions
ConditionsYield
With pyridinium p-toluenesulfonate In dichloromethane for 3h; Ambient temperature;93%
(diethoxymethyl)benzene
774-48-1

(diethoxymethyl)benzene

methyl α-D-galactopyranoside
3396-99-4

methyl α-D-galactopyranoside

methyl 4,6-O-benzylidene-α-D-galactopyranoside
4288-93-1

methyl 4,6-O-benzylidene-α-D-galactopyranoside

Conditions
ConditionsYield
With camphor-10-sulfonic acid In chloroform Heating;92%
With camphorsulfonic acid In chloroform Heating;92%
With camphor-10-sulfonic acid In chloroform for 2h; Heating;
dimethyl sulfoxide
67-68-5

dimethyl sulfoxide

methyl α-D-galactopyranoside
3396-99-4

methyl α-D-galactopyranoside

(4aR,6S,6aR,11aS,11bS)-6-Methoxy-hexahydro-1,3,5,7,9,11-hexaoxa-cyclohepta[a]naphthalene

(4aR,6S,6aR,11aS,11bS)-6-Methoxy-hexahydro-1,3,5,7,9,11-hexaoxa-cyclohepta[a]naphthalene

Conditions
ConditionsYield
With trichlorophosphate at 65℃; for 0.5h;92%
With thionyl chloride at 65℃; for 0.5h;83%
tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

methyl α-D-galactopyranoside
3396-99-4

methyl α-D-galactopyranoside

6-O-tert-butyldimethylsilanyl-1-O-methyl-α-D-galactopyranoside
181480-80-8

6-O-tert-butyldimethylsilanyl-1-O-methyl-α-D-galactopyranoside

Conditions
ConditionsYield
With 1H-imidazole In N,N-dimethyl-formamide at 0℃; for 19h;92%
With triethylamine; N,N-dimethyl-formamide In acetonitrile at 20℃; for 0.5h; regioselective reaction;89%
With pyridine; dmap at 0 - 20℃;81%

Methyl alpha-D-galactopyranoside Chemical Properties

IUPAC name: (2R,3R,4S,5R,6S)-2-(Hydroxymethyl)-6-methoxyoxane-3,4,5-triol
Molecular Formula: C7H14O6
Molecular Weight: 194.18 g/mol
EINECS: 222-251-7 
Storage temp.: 2-8 °C
Melting point: 116-117 °C
Index of Refraction: 1.548
Surface Tension: 68.3 dyne/cm
Density: 1.47 g/cm3
Flash Point: 189.1 °C
Appearance: White Powder
Enthalpy of Vaporization: 73.83 kJ/mol
Boiling Point: 389.1 °C at 760 mmHg
Vapour Pressure: 1.15E-07 mmHg at 25 °C 
Product Categories: Sugars, Carbohydrates & Glucosides;Sugars;Galactose;13C & 2H Sugars;Biochemistry;
Carbohydrates & Derivatives;Glycosides
Following is the structure of Methyl alpha-D-galactopyranoside (CAS NO.3396-99-4): 
   

Methyl alpha-D-galactopyranoside Toxicity Data With Reference

 Methyl alpha-D-galactopyranoside (CAS NO.3396-99-4) hasn't been listed as a carcinogen by ACGIH, IARC, NTP, or CA Prop 65. And the toxicological properties have not been fully investigated.

Methyl alpha-D-galactopyranoside Safety Profile

Safety Statements: 24/25-22 
S24/25:Avoid contact with skin and eyes. 
S22:Do not breathe dust.
WGK Germany: 3
F: 3-10

Methyl alpha-D-galactopyranoside Specification

 Methyl alpha-D-galactopyranoside , its cas register number is 3396-99-4. It also can be called hexopyranoside, methyl ; and Methyl hexopyranoside . It is stable. But it incompatible with strong oxidizing agents. Methyl alpha-D-galactopyranoside (CAS NO.3396-99-4) should avoid the condition like incompatible materials and light. Its hazardous decomposition products are carbon monoxide, carbon dioxide. Its hazardous polymerization will not occur.

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