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63648-81-7

Basic Information
CAS No.: 63648-81-7
Name: Sucrose-6-acetic ester
Article Data: 19
Molecular Structure:
Molecular Structure of 63648-81-7 (Sucrose-6-acetic ester)
Formula: C14H24 O12
Molecular Weight: 384.337
Synonyms: Sucrose6-acetate
Density: 1.66±0.1 g/cm3(Predicted)
Melting Point: 116 - 118°C
Boiling Point: 674.6±55.0 °C(Predicted)
PSA: 195.60000
LogP: -4.82480
Synthetic route
108-24-7

acetic anhydride

57-50-1

Sucrose

63648-81-7

6-O-acetyl sucrose

Conditions
ConditionsYield
Stage #1: Sucrose With di(n-butyl)tin oxide In cyclohexane; N,N-dimethyl-formamide at 60 - 95℃; for 5h;
Stage #2: acetic anhydride In cyclohexane; N,N-dimethyl-formamide at 5 - 20℃; for 4.5h;
98.6%
Stage #1: Sucrose With 1,3-diacetoxy-1,1,3,3-tetrabutyldistannoxane In cyclohexane; N,N-dimethyl-formamide for 0.08h; Heating / reflux; Azeotropic water co-distillation;
Stage #2: acetic anhydride In cyclohexane; N,N-dimethyl-formamide at 10℃; for 2h;
Stage #1: Sucrose; di(n-butyl)tin oxide In N,N-dimethyl-formamide at 80 - 85℃; for 10 - 13h;
Stage #2: acetic anhydride In N,N-dimethyl-formamide at 0 - 20℃; for 3 - 4h; Product distribution / selectivity;
141-78-6

ethyl acetate

57-50-1

Sucrose

63648-81-7

6-O-acetyl sucrose

Conditions
ConditionsYield
SO4(2-)-TiO2/Al2O3 In N,N-dimethyl-formamide at 80℃; for 6h;79%
108-24-7

acetic anhydride

57-50-1

Sucrose

A

63648-81-7

6-O-acetyl sucrose

B

4,6-di-O-acetate sucrose

Conditions
ConditionsYield
With pyridine; polymer-supported butyltin(IV) species 1.) MeOH, reflux, 12 h, 2.) DMF, RT, 1 d; Yield given. Multistep reaction. Yields of byproduct given;
With pyridine; polymer-supported butyltin(IV) species 1.) MewOH, reflux, 12 h, 2.) DMF, RT, 1 d; Yield given. Multistep reaction. Yields of byproduct given;

C16H29NO11

63648-81-7

6-O-acetyl sucrose

Conditions
ConditionsYield
With water; acidic ion exchange resin In N,N-dimethyl-formamide for 0.5h; pH=~ 6; Product distribution / selectivity;
With water; acetic acid In N,N-dimethyl-formamide at 20℃; for 0.5h; pH=6.5; Product distribution / selectivity;
631-57-2

Acetyl cyanide

57-50-1

Sucrose

63648-81-7

6-O-acetyl sucrose

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 40 - 50℃; for 6h; Product distribution / selectivity;
In N,N,N,N,N,N-hexamethylphosphoric triamide at 20℃; for 4h; Product distribution / selectivity;
In acetonitrile at 60℃; for 2h; Product distribution / selectivity;
108-24-7

acetic anhydride

818-08-6

di(n-butyl)tin oxide

57-50-1

Sucrose

A

63648-80-6

sucrose 4-acetate

B

63648-81-7

6-O-acetyl sucrose

Conditions
ConditionsYield
Stage #1: di(n-butyl)tin oxide; Sucrose With isopropyl alcohol In N,N-dimethyl-formamide at 100℃; for 5h;
Stage #2: acetic anhydride In N,N-dimethyl-formamide at 10 - 27℃; for 6h; Product distribution / selectivity;

1,3-di-(6-O-sucrose)-1,1,3,3-tetrabutyl-distannoxane

108-24-7

acetic anhydride

A

63648-80-6

sucrose 4-acetate

B

63648-81-7

6-O-acetyl sucrose

C

57-50-1

Sucrose

Conditions
ConditionsYield
In N,N-dimethyl-formamide; isopropyl alcohol at 0 - 20℃; for 5.5h; Product distribution / selectivity;

1,3-di-(6-O-sucrose)-1,1,3,3-tetrabutyl-distannoxane

108-24-7

acetic anhydride

63648-81-7

6-O-acetyl sucrose

Conditions
ConditionsYield
In N,N-dimethyl-formamide; isopropyl alcohol at 0 - 20℃; Product distribution / selectivity;
956499-32-4

1,3(diO-sucrose)dibutyl stannylene

108-24-7

acetic anhydride

63648-81-7

6-O-acetyl sucrose

Conditions
ConditionsYield
Stage #1: 1,3(diO-sucrose)dibutyl stannylene In N,N-dimethyl-formamide at 40 - 45℃; for 0.5h;
Stage #2: acetic anhydride In N,N-dimethyl-formamide at 0 - 20℃; for 3 - 4h; Product distribution / selectivity;
64-19-7

acetic acid

57-50-1

Sucrose

63648-81-7

6-O-acetyl sucrose

Conditions
ConditionsYield
diethylazodicarboxylate In N,N-dimethyl-formamide at 20℃; for 5h; Product distribution / selectivity;
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