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3396-99-4

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Methyl-α-D-Galactopyranoside
Cas No: 3396-99-4
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Methyl alpha-D-galactopyranoside Manufacturer/High quality/Best price/In stock
Cas No: 3396-99-4
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High quality 1-O-Methyl-Alpha-D-Galactopyranoside supplier in China
Cas No: 3396-99-4
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Methyl--d-galactopyranoside CAS NO.3396-99-4
Cas No: 3396-99-4
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High Quality 99% 3396-99-4 METHYL-ALPHA-D-GALACTOPYRANOSIDE Manufacturer
Cas No: 3396-99-4
USD $ 0.1-0.1 / Gram 1 Gram 100 Metric Ton/Year Xi'an Xszo Chem Co., Ltd. Contact Supplier
Methyl alpha-D-Galactopyranoside Monohydrate
Cas No: 3396-99-4
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Methyl-α-D-Galactopyranoside
Cas No: 3396-99-4
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Methyl-α-D-mannopyranoside CAS 3396-99-4
Cas No: 3396-99-4
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Methyl α-D-galactopyranoside
Cas No: 3396-99-4
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Methyl alpha-D-galactopyranoside
Cas No: 3396-99-4
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3396-99-4 Usage

Definition

ChEBI: An alpha-D-galactoside having a methyl substituent at the anomeric position.

Uses

Methyl α-D-Galactopyranoside shows the most potent inhibitory activities toward the Debaryomyces hansenii UFV-1.

Uses

Methyl a-D-Galactopyranoside shows the most potent inhibitory activities toward the Debaryomyces hansenii UFV-1.

Chemical Properties

White Powder
InChI:InChI=1/C7H14O6/c1-12-7-6(11)5(10)4(9)3(2-8)13-7/h3-11H,2H2,1H3/t3?,4-,5+,6?,7-/m0/s1

3396-99-4SDS

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 methyl α-D-galactoside

1.2 Other means of identification

Product number -
Other names MEHTYL-A-D-GALACTOPYRANOSIDE

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:3396-99-4 SDS

3396-99-4Synthetic 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%

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