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4163-60-4

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  • High Quality 99% 4163-60-4 β-D-Galactose pentaacetate;Pentaacetyl-β-D- galactopyranose;Pentaacetyl β-D- galactose;1,2,3,4,6-Penta-O-acetyl-β-D- galactopyranose Manufacturer

    Cas No: 4163-60-4

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4163-60-4 Usage

Chemical Properties

white fine crystalline powder

Check Digit Verification of cas no

The CAS Registry Mumber 4163-60-4 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 4,1,6 and 3 respectively; the second part has 2 digits, 6 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 4163-60:
(6*4)+(5*1)+(4*6)+(3*3)+(2*6)+(1*0)=74
74 % 10 = 4
So 4163-60-4 is a valid CAS Registry Number.
InChI:InChI=1/C16H22O11/c1-7(17)22-6-12-13(23-8(2)18)14(24-9(3)19)15(25-10(4)20)16(27-12)26-11(5)21/h12-16H,6H2,1-5H3/t12-,13+,14-,15+,16+/m0/s1

4163-60-4 Well-known Company Product Price

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  • Alfa Aesar

  • (A12163)  beta-D-Galactose pentaacetate, 98%   

  • 4163-60-4

  • 5g

  • 192.0CNY

  • Detail
  • Alfa Aesar

  • (A12163)  beta-D-Galactose pentaacetate, 98%   

  • 4163-60-4

  • 25g

  • 380.0CNY

  • Detail
  • Alfa Aesar

  • (A12163)  beta-D-Galactose pentaacetate, 98%   

  • 4163-60-4

  • 100g

  • 1290.0CNY

  • Detail

4163-60-4Synthetic route

D-Galactose
59-23-4

D-Galactose

acetic anhydride
108-24-7

acetic anhydride

β-D-galactose peracetate
4163-60-4

β-D-galactose peracetate

Conditions
ConditionsYield
With pyridine; dmap at 20℃; Inert atmosphere;100%
With iodine for 2h; cooling;98.6%
With sodium thiocyanide
β-D-galactopyranoside
7296-64-2

β-D-galactopyranoside

acetic anhydride
108-24-7

acetic anhydride

β-D-galactose peracetate
4163-60-4

β-D-galactose peracetate

Conditions
ConditionsYield
With sodium acetate at 120℃; for 1h;96%
Stage #1: acetic anhydride With sodium acetate at 100℃; for 0.5h;
Stage #2: β-D-galactopyranoside at 100℃; for 1h;
96%
With pyridine at 20℃; for 24h;95%
D-Galactose
10257-28-0

D-Galactose

acetic anhydride
108-24-7

acetic anhydride

β-D-galactose peracetate
4163-60-4

β-D-galactose peracetate

Conditions
ConditionsYield
sulfuric acid at 20℃; for 0.0833333h; sonication;94%
With sodium acetate at 120℃;94%
With sodium acetate for 0.00555556h; microwave irradiation;92%
3,4,6-tri-O-acetyl-1,2-O-(1-ethoxyethylidene)-α-D-galactopyranose
3254-15-7

3,4,6-tri-O-acetyl-1,2-O-(1-ethoxyethylidene)-α-D-galactopyranose

acetic acid
64-19-7

acetic acid

β-D-galactose peracetate
4163-60-4

β-D-galactose peracetate

Conditions
ConditionsYield
for 1h;92.6%
alpha-D-glucopyranose
492-62-6

alpha-D-glucopyranose

acetic anhydride
108-24-7

acetic anhydride

β-D-galactose peracetate
4163-60-4

β-D-galactose peracetate

Conditions
ConditionsYield
With sodium acetate at 100 - 130℃; under 760.051 Torr; for 4h; Large scale;92.5%
D-Galactose
10257-28-0

D-Galactose

sodium acetate
127-09-3

sodium acetate

acetic anhydride
108-24-7

acetic anhydride

β-D-galactose peracetate
4163-60-4

β-D-galactose peracetate

Conditions
ConditionsYield
for 4h; Reflux;92%
for 1h; Heating;81%
for 1h;81%
at 60℃; for 6h;67%
at 100℃; for 0.333333h;38%
[bis(acetoxy)iodo]benzene
3240-34-4

[bis(acetoxy)iodo]benzene

triacetyl-D-galactal
4098-06-0

triacetyl-D-galactal

β-D-galactose peracetate
4163-60-4

β-D-galactose peracetate

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In dichloromethane at -45 - -25℃; for 1h;89%
3,4,6-tri-O-acetyl-1,2-O-(1-methoxyethylidene)-α-D-galactopyranose
50801-29-1

3,4,6-tri-O-acetyl-1,2-O-(1-methoxyethylidene)-α-D-galactopyranose

trimethylsilyl acetate
2754-27-0

trimethylsilyl acetate

A

1,3,4,6-tetra-O-acetyl-2-O-trimethylsilyl-β-D-galactopyranose
130583-14-1

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

B

β-D-galactose peracetate
4163-60-4

β-D-galactose peracetate

Conditions
ConditionsYield
at 107℃;A 14%
B 83%
β-D-galactopyranoside
7296-64-2

β-D-galactopyranoside

sodium acetate
127-09-3

sodium acetate

acetic anhydride
108-24-7

acetic anhydride

β-D-galactose peracetate
4163-60-4

β-D-galactose peracetate

Conditions
ConditionsYield
at 50 - 90℃; for 2.5h;83%
at 130℃;82%
for 3h; Reflux;53%
D-Glucose
2280-44-6

D-Glucose

acetic anhydride
108-24-7

acetic anhydride

β-D-galactose peracetate
4163-60-4

β-D-galactose peracetate

Conditions
ConditionsYield
With iodine Reagent/catalyst;70%
Conditions
ConditionsYield
Stage #1: D-Galactose; acetic anhydride With sodium acetate at 100℃; Inert atmosphere;
Stage #2: With dmap at 100℃;
A 60%
B n/a
C n/a
D n/a
With H-Beta zeolite for 8h; Ambient temperature; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
With sulfuric acid In acetic acid at 50℃; for 3h; Acetylation; Title compound not separated from byproducts.;
β-D-galactopyranoside
7296-64-2

β-D-galactopyranoside

sodium acetate
127-09-3

sodium acetate

β-D-galactose peracetate
4163-60-4

β-D-galactose peracetate

Conditions
ConditionsYield
In methanol; acetic anhydride at 140℃;52.3%
D-Galactose
10257-28-0

D-Galactose

sodium acetate
127-09-3

sodium acetate

β-D-galactose peracetate
4163-60-4

β-D-galactose peracetate

Conditions
ConditionsYield
In acetic anhydride Reflux;47%
In acetic anhydride at 120℃; for 1.3h;
acetyl chloride
75-36-5

acetyl chloride

2-(trimethylsilyl)ethyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-galactopyranoside

2-(trimethylsilyl)ethyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-galactopyranoside

A

β-D-galactose peracetate
4163-60-4

β-D-galactose peracetate

B

2,3,4,6-tetra-O-acetyl-1S-acetyl-1-thio-β-D-galactopyranose
6806-56-0

2,3,4,6-tetra-O-acetyl-1S-acetyl-1-thio-β-D-galactopyranose

Conditions
ConditionsYield
With silver tetrafluoroborate In dichloromethaneA n/a
B 35%
acetic anhydride
108-24-7

acetic anhydride

2-(β-D-galactopyranosyl)hydrazinecarbothioamide

2-(β-D-galactopyranosyl)hydrazinecarbothioamide

A

N-(5-methyl-1,3,4-thiadiazol-2-yl)acetamide
13053-83-3

N-(5-methyl-1,3,4-thiadiazol-2-yl)acetamide

(-)-5-acetamido-3-N-acetyl-2-(1,2,3,4,5-penta-O-acetyl-D-galacto-pentitol-1-yl)-1,3,4-thiadiazoline
71952-23-3, 72002-46-1, 115510-62-8

(-)-5-acetamido-3-N-acetyl-2-(1,2,3,4,5-penta-O-acetyl-D-galacto-pentitol-1-yl)-1,3,4-thiadiazoline

C

β-D-galactose peracetate
4163-60-4

β-D-galactose peracetate

Conditions
ConditionsYield
for 4h; Product distribution; Cyclization; acetylation; Heating;A n/a
B 26%
C n/a
for 4h; Cyclization; acetylation; Heating;A n/a
B 26%
C n/a
D-Galactose
59-23-4

D-Galactose

acetic anhydride
108-24-7

acetic anhydride

A

β-D-galactose peracetate
4163-60-4

β-D-galactose peracetate

Conditions
ConditionsYield
With pyridine
acetic anhydride
108-24-7

acetic anhydride

O-(2,3,4-Tri-O-acetyl-β-D-galactopyranosiduronamid)-(1-4)-2-acetamido-1,3-di-O-acetyl-2,6-didesoxy-α-D-glucopyranose

O-(2,3,4-Tri-O-acetyl-β-D-galactopyranosiduronamid)-(1-4)-2-acetamido-1,3-di-O-acetyl-2,6-didesoxy-α-D-glucopyranose

β-D-galactose peracetate
4163-60-4

β-D-galactose peracetate

Conditions
ConditionsYield
Multistep reaction;
D-Galactose
10257-28-0

D-Galactose

β-D-galactose peracetate
4163-60-4

β-D-galactose peracetate

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In toluene for 2h; Ambient temperature; Yield given. Yields of byproduct given;
With boron trifluoride diethyl etherate In toluene at 22℃; for 2h; Yield given. Yields of byproduct given;
With boron trifluoride diethyl etherate In toluene at 22℃; for 2h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
Conditions
ConditionsYield
With iron(III) chloride at 60℃; for 3h; Title compound not separated from byproducts;A 13.6 % Chromat.
B n/a
C n/a
D 58.8 % Chromat.
2,3,4,6-tetra-O-acetyl-β-D-galactopyranose
70191-05-8

2,3,4,6-tetra-O-acetyl-β-D-galactopyranose

acetic anhydride
108-24-7

acetic anhydride

β-D-galactose peracetate
4163-60-4

β-D-galactose peracetate

Conditions
ConditionsYield
Yield given;
agarose acetate

agarose acetate

β-D-galactose peracetate
4163-60-4

β-D-galactose peracetate

Conditions
ConditionsYield
Yield given. Multistep reaction;
acetic anhydride
108-24-7

acetic anhydride

D-galacetose

D-galacetose

β-D-galactose peracetate
4163-60-4

β-D-galactose peracetate

Conditions
ConditionsYield
With sodium acetate
Conditions
ConditionsYield
Stage #1: D-Galactose With boric acid In acetic acid at 50℃; for 1h; Cyclization;
Stage #2: acetic anhydride With sulfuric acid In acetic acid at 50℃; for 3h; Acetylation; Further stages. Further byproducts. Title compound not separated from byproducts.;
1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside
3068-32-4

1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside

β-D-galactose peracetate
4163-60-4

β-D-galactose peracetate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 78 percent / NaH / dimethylformamide
2: AgBF4 / CH2Cl2
View Scheme
β-D-galactose peracetate
4163-60-4

β-D-galactose peracetate

1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside
3068-32-4

1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside

Conditions
ConditionsYield
With hydrogen bromide; acetic acid at 0 - 20℃;100%
With hydrogen bromide In dichloromethane100%
With bismuth(III) bromide; triethyl-bromo-silane In dichloromethane at 20℃; for 3h;100%
β-D-galactose peracetate
4163-60-4

β-D-galactose peracetate

(2R,3S,4S,5R,6R)-2-(acetoxymethyl)-6-azidotetrahydro-2H-pyran-3,4,5-triyl triacetate
13992-26-2

(2R,3S,4S,5R,6R)-2-(acetoxymethyl)-6-azidotetrahydro-2H-pyran-3,4,5-triyl triacetate

Conditions
ConditionsYield
With trimethylsilylazide; silver perchlorate; tin(IV) chloride In dichloromethane; toluene for 3h; Ambient temperature;100%
With trimethylsilylazide; tin(IV) chloride In dichloromethane at 20℃; for 1h;100%
Stage #1: β-D-galactose peracetate With trimethylsilylazide In dichloromethane at 0℃; for 0.166667h; Inert atmosphere;
Stage #2: With tin(IV) chloride In dichloromethane at 20℃; Inert atmosphere;
98%
Conditions
ConditionsYield
With hydrazinium monoacetate In N,N-dimethyl-formamide at 55℃; for 0.25h; Deacetylation;100%
With hydrazinium monoacetate In N,N-dimethyl-formamide at 50℃; for 2h; chemoselective reaction;96%
With hydrazinium monoacetate In N,N-dimethyl-formamide at 20℃;96%
β-D-galactose peracetate
4163-60-4

β-D-galactose peracetate

tetra-O-acetyl-α-iodogalactopyranose
75801-94-4

tetra-O-acetyl-α-iodogalactopyranose

Conditions
ConditionsYield
With trimethylsilyl iodide In dichloromethane Inert atmosphere;100%
With triethylsilane; iodine In dichloromethane at 0℃; for 2h; Heating;91%
With trimethylsilyl iodide In toluene at 80℃; for 0.5h;77%
thiophenol
108-98-5

thiophenol

β-D-galactose peracetate
4163-60-4

β-D-galactose peracetate

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In dichloromethane at 0℃;100%
With boron trifluoride diethyl etherate In dichloromethane at 0℃; for 2h; Inert atmosphere;99%
With boron trifluoride diethyl etherate In dichloromethane at 0 - 20℃; for 12h;98%
propargyl alcohol
107-19-7

propargyl alcohol

β-D-galactose peracetate
4163-60-4

β-D-galactose peracetate

2-propynyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranoside
211688-84-5

2-propynyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranoside

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In dichloromethane at 0 - 20℃; for 18h; Inert atmosphere;100%
With boron trifluoride diethyl etherate In dichloromethane at 20℃; for 48h; Inert atmosphere;100%
With boron trifluoride diethyl etherate In dichloromethane for 2h; Ambient temperature;95%
β-D-galactose peracetate
4163-60-4

β-D-galactose peracetate

2,3,4,6-tetra-O-acetyl-β-D-galactopyranose
70191-05-8

2,3,4,6-tetra-O-acetyl-β-D-galactopyranose

Conditions
ConditionsYield
With acetic acid; hydrazine In N,N-dimethyl-formamide at 60℃; for 0.5h;100%
With hydrazinium monoacetate In N,N-dimethyl-formamide at 50℃; for 0.75h;90%
With benzylamine In diethyl ether at 0℃; for 2.5h; Molecular sieve;86%
β-D-galactose peracetate
4163-60-4

β-D-galactose peracetate

1-(β-D-galactopyranosyl)-5-methyl-2,4(1H,3H)-pyrimidinedione
20183-21-5

1-(β-D-galactopyranosyl)-5-methyl-2,4(1H,3H)-pyrimidinedione

Conditions
ConditionsYield
With triethylamine In methanol at 20℃; for 24h; Inert atmosphere;100%
Multi-step reaction with 2 steps
1: 74 percent / hexamethyldisilazane, chlorotrimethylsilane, tin(IV) chloride
2: 80 percent / NH3 / methanol / Ambient temperature
View Scheme
β-D-galactose peracetate
4163-60-4

β-D-galactose peracetate

2-bromoethyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranoside
16977-78-9, 85193-55-1, 86651-32-3, 86651-40-3

2-bromoethyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranoside

Conditions
ConditionsYield
100%
β-D-galactose peracetate
4163-60-4

β-D-galactose peracetate

1-bromo-2,3,4,6-tetra-O-acetyl-D-galactopyranose
3068-32-4

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

Conditions
ConditionsYield
With hydrogen bromide; acetic acid at 0 - 20℃; for 4h; Inert atmosphere;99%
With hydrogen bromide; acetic acid In dichloromethane at 0℃; for 1h;
With hydrogen bromide In acetic anhydride; acetic acid at 20℃; for 2h;
para-thiocresol
106-45-6

para-thiocresol

β-D-galactose peracetate
4163-60-4

β-D-galactose peracetate

4-methylphenyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-galactopyranoside
28244-94-2, 28244-99-7, 86782-41-4, 131488-65-8

4-methylphenyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-galactopyranoside

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In dichloromethane at 0 - 20℃; for 6h; Inert atmosphere;99%
With indium(III) bromide In dichloromethane at 20℃; for 2h; stereoselective reaction;96%
With boron trifluoride diethyl etherate In dichloromethane at 0 - 20℃; for 2h;95%
1-dodecylthiol
112-55-0

1-dodecylthiol

β-D-galactose peracetate
4163-60-4

β-D-galactose peracetate

dodecyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-galactopyranoside
495394-47-3

dodecyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-galactopyranoside

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In 1,2-dichloro-ethane at 0 - 20℃;99%
With boron trifluoride diethyl etherate In 1,2-dichloro-ethane at 0 - 20℃;94.8%
With indium(III) bromide In chloroform Reflux;
Conditions
ConditionsYield
With hydrogen bromide; acetic acid at 0 - 20℃; for 4h; Inert atmosphere;99%
With hydrogen bromide; acetic acid at 0 - 20℃; for 4h; Inert atmosphere;99%
With hydrogen bromide; acetic acid for 1h; Inert atmosphere;89%
ethanethiol
75-08-1

ethanethiol

β-D-galactose peracetate
4163-60-4

β-D-galactose peracetate

ethyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-galactopyranoside
55722-49-1

ethyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-galactopyranoside

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In dichloromethane at 20℃; for 3h; Substitution;98%
With boron trifluoride diethyl etherate In dichloromethane at 0℃; for 5h; Inert atmosphere;98%
With boron trifluoride diethyl etherate In dichloromethane at 0℃; for 0.25h;98%
4-methoxy-phenol
150-76-5

4-methoxy-phenol

β-D-galactose peracetate
4163-60-4

β-D-galactose peracetate

4-methoxyphenyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranoside
2872-65-3, 14581-81-8, 17042-40-9, 84380-06-3, 105260-62-6

4-methoxyphenyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranoside

Conditions
ConditionsYield
With boron trifluoride diethyl etherate; triethylamine In dichloromethane at 0 - 20℃; for 16h; Inert atmosphere;98%
With trimethylsilyl trifluoromethanesulfonate In dichloromethane at 0℃; for 4h; Substitution;92%
With trimethylsilyl trifluoromethanesulfonate; triethylamine In dichloromethane92%
2-Naphthalenethiol
91-60-1

2-Naphthalenethiol

β-D-galactose peracetate
4163-60-4

β-D-galactose peracetate

2-naphthyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-galactopyranoside
7464-38-2

2-naphthyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-galactopyranoside

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In dichloromethane at 0 - 20℃; for 4h; Substitution;98%
With tin(IV) chloride In dichloromethane at 20℃; for 4h;78%
ethanethiol
75-08-1

ethanethiol

β-D-galactose peracetate
4163-60-4

β-D-galactose peracetate

ethyl 2,3,4-tri-O-acetyl-1-thio-D-galactopyranoside

ethyl 2,3,4-tri-O-acetyl-1-thio-D-galactopyranoside

Conditions
ConditionsYield
With indium(III) chloride; titanium tetrachloride In acetonitrile at 20℃; for 0.416667h;98%
5-fluoro-2,4-bis(trimethylsilyloxy)pyrimidine
17242-85-2

5-fluoro-2,4-bis(trimethylsilyloxy)pyrimidine

β-D-galactose peracetate
4163-60-4

β-D-galactose peracetate

1-(2',3',4',6'-tetra-O-acetyl-β-D-galactopyranosyl)-5-fluorouracil

1-(2',3',4',6'-tetra-O-acetyl-β-D-galactopyranosyl)-5-fluorouracil

Conditions
ConditionsYield
With poly(4,5-diphenyl-2-vinyloxazolium perchlorate) In acetonitrile for 24h; Vorbrueggen Nucleoside Synthesis; Schlenk technique; Inert atmosphere; Reflux;98%
(2-(methylthio)phenyl)methanethiol

(2-(methylthio)phenyl)methanethiol

β-D-galactose peracetate
4163-60-4

β-D-galactose peracetate

2-bromobenzyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-galactopyranoside

2-bromobenzyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-galactopyranoside

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In dichloromethane at 0 - 20℃; for 3h;97%
Benzeneselenol
645-96-5

Benzeneselenol

β-D-galactose peracetate
4163-60-4

β-D-galactose peracetate

phenyl 2,3,4,6-tetra-O-acetyl-1-seleno-β-D-galactopyranoside
154618-72-1

phenyl 2,3,4,6-tetra-O-acetyl-1-seleno-β-D-galactopyranoside

Conditions
ConditionsYield
With indium(III) bromide In dichloromethane at 20℃; for 2h; stereoselective reaction;96%
With boron trifluoride diethyl etherate
thioacetic acid
507-09-5

thioacetic acid

β-D-galactose peracetate
4163-60-4

β-D-galactose peracetate

2,3,4,6-tetra-O-acetyl-1S-acetyl-1-thio-β-D-galactopyranose
6806-56-0

2,3,4,6-tetra-O-acetyl-1S-acetyl-1-thio-β-D-galactopyranose

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In dichloromethane at 0 - 30℃; for 5h; Inert atmosphere; stereoselective reaction;96%
With boron trifluoride diethyl etherate In dichloromethane at 0 - 20℃; for 24.25h; Inert atmosphere;89%
With aluminium trichloride In dichloromethane at 50℃; for 2h;84%
β-D-galactose peracetate
4163-60-4

β-D-galactose peracetate

A

2,3,4,6-tetra-O-acetyl-β-D-galactopyranose
70191-05-8

2,3,4,6-tetra-O-acetyl-β-D-galactopyranose

Conditions
ConditionsYield
With ammonia In acetonitrile at 20℃; for 24h; Ammonolysis; Title compound not separated from byproducts;A n/a
B 96%
Stage #1: β-D-galactose peracetate With tributyltin methoxide In tetrahydrofuran for 5h; Heating / reflux;
Stage #2: With hydrogenchloride In water
With lipase from Pseudomonas stutzeri In water for 8h; Solvent; Reagent/catalyst; Temperature; Green chemistry; Enzymatic reaction; Overall yield = 90 %; regioselective reaction;
β-D-galactose peracetate
4163-60-4

β-D-galactose peracetate

S-tetraacetyl-β-D-galactosylisothiourea fluorine salt

S-tetraacetyl-β-D-galactosylisothiourea fluorine salt

Conditions
ConditionsYield
With boron trifluoride diethyl etherate; thiourea In dichloromethane at 20℃; for 12h;96%
β-D-galactose peracetate
4163-60-4

β-D-galactose peracetate

2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl chloride
14227-87-3

2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl chloride

Conditions
ConditionsYield
With titanium tetrachloride In dichloromethane at 70℃; for 0.166667h; microwave irradiation;95%
With thionyl chloride; tin(IV) chloride In dichloromethane at 20℃;91%
With thionyl chloride; zinc(II) chloride; benzene
β-D-galactose peracetate
4163-60-4

β-D-galactose peracetate

6-hydroxy-1,2,3,4-tetra-O-acetyl-β-D-galactopyranose
61474-17-7

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

Conditions
ConditionsYield
octyl-immobilized lipase from Thermomyces lanuginose In phosphate buffer; acetonitrile at 25℃; for 23h; pH=5; Enzyme kinetics;95%
With immobilized on octyl-agarose; Candida rugosa lipase In phosphate buffer; water; acetonitrile for 48h; pH=5;43%
toluene-3-thiol
108-40-7

toluene-3-thiol

β-D-galactose peracetate
4163-60-4

β-D-galactose peracetate

3-methylphenyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-galactopyranoside

3-methylphenyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-galactopyranoside

Conditions
ConditionsYield
With indium(III) bromide In dichloromethane at 20℃; for 2h; stereoselective reaction;95%
With tin(IV) chloride In dichloromethane at 20℃; for 4h;53%
6-azidohexan-1-ol
146292-90-2

6-azidohexan-1-ol

β-D-galactose peracetate
4163-60-4

β-D-galactose peracetate

6-azidohexyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranoside
167016-41-3

6-azidohexyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranoside

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In dichloromethane at 20℃; for 0.75h; sonication;95%
potassium ethyl xanthogenate
140-89-6

potassium ethyl xanthogenate

β-D-galactose peracetate
4163-60-4

β-D-galactose peracetate

2,3,4,6-Tetra-O-acetyl-β-D-galactopyranosyl-aethylxanthat
29587-08-4

2,3,4,6-Tetra-O-acetyl-β-D-galactopyranosyl-aethylxanthat

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In chloroform at -8℃; for 4h; Solvent; Temperature; Reagent/catalyst;95%

4163-60-4Relevant articles and documents

Assembly, postsynthetic modification and hepatocyte targeting by multiantennary, galactosylated soft structures

Thomas, Anisha,Shukla, Akansha,Sivakumar, Sri,Verma, Sandeep

, p. 15752 - 15755 (2014)

Enzyme modifiable, hollow self-assembled structures offer an excellent scope for multiantennary delivery vectors. Herein, we report synthesis and applications of bis-galactose lysine based supramolecular ensembles, which possess surface galactose moieties

Size-optimized galactose-capped gold nanoparticles for the colorimetric detection of heat-labile enterotoxin at nanomolar concentrations

Poonthiyil, Vivek,Golovko, Vladimir B.,Fairbanks, Antony J.

, p. 5215 - 5223 (2015)

The development of a galactose-capped gold nanoparticle-based colorimetric sensor for the detection of the lectin heat-labile enterotoxin is reported. Heat-labile enterotoxin is one of the pathogenic agents responsible for the intestinal disease called 'traveller's diarrhoea'. By means of specific interaction between galactose moieties attached to the surface of gold nanoparticles and receptors on the B-subunit of heat-labile enterotoxin (LTB), the gold nanoparticles reported here act as an efficient colorimetric sensor, which can detect the toxin at nanomolar concentrations. The effect of gold nanoparticle size on the detection sensitivity was investigated in detail. Amongst the various sizes of gold nanoparticles studied (2, 7, 12, and 20 nm), the 12 nm sized gold nanoparticles were found to be the most efficient, with a minimum heat-labile enterotoxin detection concentration of 100 nM. The red to purple colour change of the gold nanoparticle solution occurred within two minutes, indicating rapid toxin sensing. This journal is

Synthesis, anticancer activity and cytotoxicity of 7-O-β-d-galactosyl-polyethylene glycol-epothilone B

Huang, Shiyu,Huang, Gangliang

, p. 539 - 543 (2019)

Epothilone, the macrolide compound produced by Sorangium cellulosum, has antitumor activity. Its anti-tumor mechanism is similar to that of paclitaxel, which promotes the polymerization of tubulin and induces apoptosis. Herein, 7-O-β-d-galactosyl-polyethy

Selectivity of 1-O-Propargyl-D-Mannose Preparations

?ezanka, Michal,Dolensky, Bohumil,Krabicová, Ilona

, (2022/03/01)

Thanks to their ability to bind to specific biological receptors, mannosylated structures are examined in biomedical applications. One of the most common ways of linking a functional moiety to a structure is to use an azide-alkyne click reaction. Therefore, it is necessary to prepare and isolate a propargylated mannose derivative of high purity to maintain its bioactivity. Three known preparations of propargyl-α-mannopyranoside were revisited, and products were analysed by NMR spectroscopy. The preparations were shown to yield by-products that have not been described in the literature yet. Our experiments showed that one-step procedures could not provide pure propargyl-α-mannopyranoside, while a three-step procedure yielded the desired compound of high purity.

Synthesis and biological evaluation of 3β-O-neoglycosides of caudatin and its analogues as potential anticancer agents

Li, Xiao-San,Chen, Tang-Ji,Xu, Zhi-Peng,Long, Juan,He, Miao-Ying,Zhan, He-Hui,Zhuang, Hai-Cai,Wang, Qi-Lin,Liu, Li,Yang, Xue-Mei,Tang, Jin-Shan

, (2021/12/30)

In order to study the structure–activity relationship (SAR) of C21-steroidal glycosides toward human cancer cell lines and explore more potential anticancer agents, a series of 3β-O-neoglycosides of caudatin and its analogues were synthesized. The results revealed that most of peracetylated 3β-O-monoglycosides demonstrated moderate to significant antiproliferative activities against four human cancer cell lines (MCF-7, HCT-116, HeLa, and HepG2). Among them, 3β-O-(2,3,4-tri-O-acetyl-β-L-glucopyranosyl)-caudatin (2k) exhibited the highest antiproliferative activity aganist HepG2 cells with an IC50 value of 3.11 μM. Mechanical studies showed that compound 2k induced both apoptosis and cell cycle arrest at S phase in a dose dependent manner. Overall, these present findings suggested that glycosylation is a promising scaffold to improve anticancer activity for naturally occurring C21-steroidal aglycones, and compound 2k represents a potential anticancer agent deserved further investigation.

CuAAC mediated synthesis of cyclen cored glycodendrimers of high sugar tethers at low generation

Agrahari, Anand K.,Jaiswal, Manoj K.,Yadav, Mangal S.,Tiwari, Vinod K.

, (2021/07/30)

Glycodendrimers are receiving considerable attention to mimic a number of imperative features of cell surface glycoconjugate and acquired excellent relevance to a wide domain of investigations including medicine, pharmaceutics, catalysis, nanotechnology, carbohydrate-protein interaction, and moreover in drug delivery systems. Toward this end, an expeditious, modular, and regioselective triazole-forming CuAAC click approach along with double stage convergent synthetic method was chosen to develop a variety of novel chlorine-containing cyclen cored glycodendrimers of high sugar tethers at low generation of promising therapeutic potential. We developed a novel chlorine-containing hypercore unit with 12 alkynyl functionality originated from cyclen scaffold which was confirmed by its single crystal X-ray data analysis. Further, the modular CuAAC technique was utilized to produce a variety of novel 12–sugar coated (G0) glycodendrimers 12-15 adorn with β-Glc-, β-Man-, β-Gal-, β-Lac, along with 36-galactose coated (G1) glycodendrimer 18 in good-to-high yield. The structures of the developed glycodendrimer architectures have been well elucidated by extensive spectral analysis including NMR (1H & 13CNMR), HRMS, MALDI-TOF MS, UV–Vis, IR, and SEC (Size Exclusion Chromatogram) data.

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