[ CAS No. 126-14-7 ] {[proInfo.proName]}

Name: 126-14-7|(2R,3R,4S,5R,6R)-2-(Acetoxymethyl)-6-(((2S,3S,4R,5R)-3,4-diacetoxy-2,5-bis(acetoxymethyl)tetrahydrofuran-2-yl)oxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate|98%
Brand: Ambeed
SKU: A813260
Price: 5.0 USD
Availability: InStock
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2D 3D

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Quality Control of [ 126-14-7 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 126-14-7 ]

SDS Specification

Alternatived Products of [ 126-14-7 ]

Product Details of [ 126-14-7 ]

CAS No. :	126-14-7	MDL No. :	MFCD00006623
Formula :	C₂₈H₃₈O₁₉	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	ZIJKGAXBCRWEOL-SAXBRCJISA-N
M.W :	678.59	Pubchem ID :	31340
Synonyms :	Sucrose octaacetate	Chemical Name :	(2R,3R,4S,5R,6R)-2-(Acetoxymethyl)-6-(((2S,3S,4R,5R)-3,4-diacetoxy-2,5-bis(acetoxymethyl)tetrahydrofuran-2-yl)oxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate

Safety of [ 126-14-7 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P261-P305+P351+P338	UN#:	N/A
Hazard Statements:	H302-H315-H319-H335	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 126-14-7 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Downstream synthetic route of [ 126-14-7 ]

[ 126-14-7 ] Synthesis Path-Downstream 1~88

1
[ 108-24-7 ]
[ 57-50-1 ]
[ 126-14-7 ]

Yield	Reaction Conditions	Operation in experiment
96%	With iodine; at 50℃; for 0.166667h;Microwave irradiation;	General procedure: To a 10.0 mL round bottom flask, D-glucose (2.0 mmol) and acetic anhydride (12.0 mmol, 1.2 equiv. per OH) in the IL400 (2.0mL) was added I2 (0.05 mmol) at room temperature. Then themixture was heated to 50 C under MW irradiation (200 W) until the TLC analysis showed that the reaction was complete.Then the reaction mixture was cooled to room temperature,and toluene (2.0 mL × 3) was added. The mixture was vigorously stirred for several minutes and then kept stationary. The upper toluene layer containing the product was collected. Toluene was removed by a rotary evaporator, and the crude product was purified by recrystallization in ethyl alcohol. The desired peracetylated sugars were obtained in 90%-99% yields. The bottom phase was the ionic liquid containing the I2 catalyst and produced acetic acid. The I2/IL400 system was reused after the removal of the acetic acid under reduced pressure.

Reference： [1]RSC Advances,2015,vol. 5,p. 29669 - 29674
[2]Chinese Journal of Catalysis,2015,vol. 36,p. 237 - 243
[3]Chemical Communications,2002,p. 714 - 715
[4]Carbohydrate Research,2005,vol. 340,p. 325 - 329
[5]Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry,2004,vol. 43,p. 1288 - 1291
[6]Carbohydrate Research,1980,vol. 80,p. 346 - 349
[7]Industrial and Engineering Chemistry,1933,vol. 25,p. 968
[8]The journal of the Society of Chemical Industry, Japan. Supplemental binding.,1941,vol. 44,p. 40
Chem.Abstr.,1941,p. 3978
[9]Angewandte Chemie,1959,vol. 71,p. 193
[10]Journal of Organic Chemistry,1990,vol. 55,p. 5196 - 5197
[11]Phytochemistry,1980,vol. 19,p. 2125 - 2129
[12]Phytochemistry,1998,vol. 48,p. 569 - 571

2
[ 64-19-7 ]
[ 57-50-1 ]
[ 126-14-7 ]

Reference： [1]Journal of the Chemical Society,1949,p. 2976,2978

3
[ 52706-47-5 ]
[ 108-24-7 ]
[ 53269-82-2 ]
[ 126-14-7 ]

Reference： [1]Collection of Czechoslovak Chemical Communications,1986,vol. 51,p. 1476 - 1486

4
[ 108-24-7 ]
[ 129264-68-2 ]
[ 126-14-7 ]

Reference： [1]Carbohydrate Research,1992,vol. 232,p. 259 - 272

5
[ 108-24-7 ]
[ 102069-21-6 ]
[ 53269-83-3 ]
[ 105444-14-2 ]
[ 126-14-7 ]

Reference： [1]Collection of Czechoslovak Chemical Communications,1988,vol. 53,p. 1317 - 1332
[2]Collection of Czechoslovak Chemical Communications,1988,vol. 53,p. 1317 - 1332

6
[ 108-24-7 ]
[ 115520-96-2 ]
[ 88238-29-3 ]
[ 73411-10-6 ]
[ 126-14-7 ]

Reference： [1]Collection of Czechoslovak Chemical Communications,1988,vol. 53,p. 1317 - 1332

7
[ 16649-49-3 ]
[ 126-14-7 ]
perdeuteroacetylated of 2,3,4,6,3',4',6'-heptaacetyl sucrose [ No CAS ]

Reference： [1]Tetrahedron Letters,1994,vol. 35,p. 1673 - 1676

8
[ 126-14-7 ]
[ 35520-98-0 ]

Reference： [1]Carbohydrate Research,1991,vol. 222,p. 121 - 130

9
[ 126-14-7 ]
[ 35520-98-0 ]
[ 30694-62-3 ]
[ 35867-25-5 ]
[ 64644-60-6 ]

Reference： [1]Tetrahedron Letters,1994,vol. 35,p. 1673 - 1676

10
[ 126-14-7 ]
[ 35520-98-0 ]
[ 64644-60-6 ]

Reference： [1]Tetrahedron Letters,1994,vol. 35,p. 1673 - 1676

11
[ 126-14-7 ]
[ 52706-47-5 ]
1,3,4,6-tetra-O-acetyl-β-D-fructofuranosyl 2-O-acetyl-α-D-glucopyranoside [ No CAS ]
1,3,4,6-tetra-O-acetyl-β-D-fructofuranosyl 2,6-di-O-acetyl-α-D-glucopyranoside [ No CAS ]

Reference： [1]Carbohydrate Research,1993,vol. 241,p. 327 - 333
[2]Carbohydrate Research,1993,vol. 241,p. 327 - 333

12
[ 126-14-7 ]
[ 53269-83-3 ]

Reference： [1]Tetrahedron,2003,vol. 59,p. 5705 - 5711
[2]Tetrahedron Letters,1994,vol. 35,p. 1673 - 1676
[3]Tetrahedron Letters,1994,vol. 35,p. 1673 - 1676

13
[ 126-14-7 ]
[ 53269-83-3 ]
[ 53269-82-2 ]
[ 30694-61-2 ]
[ 64644-60-6 ]

Reference： [1]Liebigs Annalen der Chemie,1987,p. 1065 - 1072

14
[ 126-14-7 ]
[ 53269-83-3 ]
[ 30694-62-3 ]
[ 102069-21-6 ]
[ 105444-14-2 ]

Reference： [1]Collection of Czechoslovak Chemical Communications,1986,vol. 51,p. 1476 - 1486

15
[ 126-14-7 ]
[ 53269-83-3 ]
[ 30694-62-3 ]
[ 102069-21-6 ]
[ 64644-60-6 ]

Reference： [1]Collection of Czechoslovak Chemical Communications,1986,vol. 51,p. 1476 - 1486
[2]Collection of Czechoslovak Chemical Communications,1986,vol. 51,p. 1476 - 1486
[3]Collection of Czechoslovak Chemical Communications,1986,vol. 51,p. 1476 - 1486
[4]Collection of Czechoslovak Chemical Communications,1986,vol. 51,p. 1476 - 1486

16
[ 126-14-7 ]
[ 53269-83-3 ]
[ 64644-60-6 ]

Reference： [1]Carbohydrate Research,1991,vol. 222,p. 121 - 130

17
[ 126-14-7 ]
[ 53269-82-2 ]

Reference： [1]Carbohydrate Research,1991,vol. 222,p. 121 - 130
[2]Tetrahedron Letters,1994,vol. 35,p. 1673 - 1676

18
[ 126-14-7 ]
[ 53269-82-2 ]
[ 30694-61-2 ]

Reference： [1]Tetrahedron Letters,1994,vol. 35,p. 1673 - 1676

19
[ 126-14-7 ]
[ 30694-62-3 ]

Reference： [1]Carbohydrate Research,1991,vol. 222,p. 121 - 130
[2]Tetrahedron Letters,1994,vol. 35,p. 1673 - 1676

20
[ 126-14-7 ]
[ 30694-62-3 ]
[ 64644-60-6 ]

Reference： [1]Tetrahedron Letters,1994,vol. 35,p. 1673 - 1676

21
[ 126-14-7 ]
[ 30694-61-2 ]

Reference： [1]Carbohydrate Research,1991,vol. 222,p. 121 - 130

22
[ 126-14-7 ]
[ 131000-38-9 ]

Reference： [1]Carbohydrate Research,1990,vol. 205,p. 402 - 405

23
[ 126-14-7 ]
[ 102069-21-6 ]

Reference： [1]Carbohydrate research,1990,vol. 205,p. 406 - 409
[2]Carbohydrate research,1990,vol. 205,p. 406 - 409

24
[ 126-14-7 ]
[ 102069-21-6 ]
[ 102069-22-7 ]

Reference： [1]Collection of Czechoslovak Chemical Communications,1985,vol. 50,p. 2191 - 2200

25
[ 126-14-7 ]
[ 115520-94-0 ]
[ 115520-92-8 ]
[ 118647-27-1 ]

Reference： [1]Collection of Czechoslovak Chemical Communications,1988,vol. 53,p. 1317 - 1332
[2]Carbohydrate Research,1987,vol. 168,p. C1 - C4

26
[ 126-14-7 ]
[ 64644-60-6 ]

Reference： [1]Carbohydrate Research,1991,vol. 222,p. 121 - 130
[2]Carbohydrate Research,1991,vol. 222,p. 121 - 130
[3]Journal of labelled compounds and radiopharmaceuticals,2012,vol. 55,p. 441 - 446
[4]Journal of Organic Chemistry,2016,vol. 81,p. 4464 - 4474

27
[ 126-14-7 ]
[ 57-50-1 ]

Reference： [1]Carbohydrate Research,1986,vol. 153,p. 162 - 167
[2]Tetrahedron Asymmetry,2008,vol. 19,p. 2210 - 2217
[3]Journal of Organic Chemistry,1986,vol. 51,p. 727 - 730

28
[ 108-24-7 ]
[ 57-50-1 ]
[ 67831-76-9 ]
[ 118759-70-9 ]
[ 126-14-7 ]

Reference： [1]Synthesis,1983,p. 1036 - 1037
[2]Synthesis,1983,p. 1036 - 1037

29
[ 1883-12-1 ]
[ 108-24-7 ]
[ 75800-69-0 ]
2,3,6-tri-O-acetyl-α-D-allopyranosyl 1,3,4,6-tetra-O-acetyl-β-D-fructofuranoside [ No CAS ]
2,4,6-tri-O-acetyl-α-D-allopyranosyl 1,3,4,6-tetra-O-acetyl-β-D-fructofuranoside [ No CAS ]
[ 126-14-7 ]

Reference： [1]Carbohydrate Research,1995,vol. 267,p. 1 - 15

30
[ 108-24-7 ]
[ 57-50-1 ]
[ 40984-21-2 ]
[ 35014-72-3 ]
[ 126-14-7 ]

Reference： [1]Carbohydrate Research,1997,vol. 303,p. 367 - 372

Yield	Reaction Conditions	Operation in experiment
		Pentaacetyl glycopyranose Pentaacetylglucopyranose Pentaacetylgalactopyranose Pentaacetylmannopyranose Phenyltetraacetylglucoside Sucrose octaacetate Tetraacetylglycoside Tetraacetylglucoside Tetraacetylglucopyranose Tetraacetylmannopyranose ...

35
[ 29848-79-1 ]
[ 126-14-7 ]
sucrose octapalmitate-d248 [ No CAS ]

Reference： [1]Chemistry and Physics of Lipids,2000,vol. 104,p. 23 - 34

36
[ 62735-52-8 ]
[ 126-14-7 ]
sucrose octapalmitate-d24 [ No CAS ]

Reference： [1]Chemistry and Physics of Lipids,2000,vol. 104,p. 23 - 34

37
[ 112-62-9 ]
[ 126-14-7 ]
[ 34816-23-4 ]

Reference： [1]Chemistry and Physics of Lipids,2001,vol. 109,p. 185 - 202

38
[ 112-63-0 ]
[ 126-14-7 ]
[ 69013-61-2 ]

Reference： [1]Chemistry and Physics of Lipids,2001,vol. 109,p. 185 - 202

39
[ 112-39-0 ]
[ 126-14-7 ]
[ 39024-75-4 ]

Reference： [1]Chemistry and Physics of Lipids,2001,vol. 109,p. 185 - 202

40
[ 112-61-8 ]
[ 126-14-7 ]
[ 34816-22-3 ]

Reference： [1]Chemistry and Physics of Lipids,2001,vol. 109,p. 185 - 202

41
[ 108-22-5 ]
[ 57-50-1 ]
[ 126-14-7 ]

Reference： [1]Journal of Organic Chemistry,2007,vol. 72,p. 8965 - 8968

42
[ 126-14-7 ]
[ 53269-84-4 ]

Reference： [1]Tetrahedron Letters,1994,vol. 35,p. 1673 - 1676
[2]Tetrahedron Letters,1994,vol. 35,p. 1673 - 1676

43
[ 126-14-7 ]
[ 35867-25-5 ]

Reference： [1]Tetrahedron Letters,1994,vol. 35,p. 1673 - 1676

44
[ 126-14-7 ]
[ 29014-89-9 ]

Reference： [1]Tetrahedron Letters,1994,vol. 35,p. 1673 - 1676

45
[ 126-14-7 ]
C₂₈H₃₅⁽²⁾H₃O₁₉ [ No CAS ]

Reference： [1]Tetrahedron Letters,1994,vol. 35,p. 1673 - 1676
[2]Tetrahedron Letters,1994,vol. 35,p. 1673 - 1676

46
[ 126-14-7 ]
perdeuteroacetylated of 2,3,4,1',3',4',6'-heptaacetyl sucrose [ No CAS ]

Reference： [1]Tetrahedron Letters,1994,vol. 35,p. 1673 - 1676

47
[ 126-14-7 ]
perdeuteroacetylated 2,3,4,6,3',4'-hexaacetyl sucrose [ No CAS ]

Reference： [1]Tetrahedron Letters,1994,vol. 35,p. 1673 - 1676

48
[ 126-14-7 ]
[ 105444-12-0 ]

Reference： [1]Collection of Czechoslovak Chemical Communications,1986,vol. 51,p. 1476 - 1486

49
[ 126-14-7 ]
[ 105444-11-9 ]

Reference： [1]Collection of Czechoslovak Chemical Communications,1986,vol. 51,p. 1476 - 1486

50
[ 126-14-7 ]
[ 67909-41-5 ]

51
[ 126-14-7 ]
[ 82540-66-7 ]

Reference： [1]Collection of Czechoslovak Chemical Communications,1986,vol. 51,p. 1476 - 1486
[2]Collection of Czechoslovak Chemical Communications,1986,vol. 51,p. 1476 - 1486

52
[ 126-14-7 ]
[ 105444-13-1 ]

Reference： [1]Collection of Czechoslovak Chemical Communications,1986,vol. 51,p. 1476 - 1486
[2]Collection of Czechoslovak Chemical Communications,1986,vol. 51,p. 1476 - 1486

53
[ 126-14-7 ]
[ 110434-88-3 ]

Reference： [1]Liebigs Annalen der Chemie,1987,p. 1065 - 1072
[2]Liebigs Annalen der Chemie,1987,p. 1065 - 1072

54
[ 126-14-7 ]
[ 110434-95-2 ]

Reference： [1]Liebigs Annalen der Chemie,1987,p. 1065 - 1072

55
[ 126-14-7 ]
[ 110435-00-2 ]

Reference： [1]Liebigs Annalen der Chemie,1987,p. 1065 - 1072

56
[ 126-14-7 ]
[ 110507-86-3 ]

Reference： [1]Liebigs Annalen der Chemie,1987,p. 1065 - 1072
[2]Liebigs Annalen der Chemie,1987,p. 1065 - 1072

57
[ 126-14-7 ]
[ 77910-05-5 ]

Reference： [1]Collection of Czechoslovak Chemical Communications,1988,vol. 53,p. 1317 - 1332

58
[ 126-14-7 ]
[ 115538-16-4 ]

Reference： [1]Collection of Czechoslovak Chemical Communications,1988,vol. 53,p. 1317 - 1332

59
[ 126-14-7 ]
[ 118647-31-7 ]

Reference： [1]Collection of Czechoslovak Chemical Communications,1988,vol. 53,p. 1317 - 1332

60
[ 126-14-7 ]
α-D-glucopyranosyl β-D-xylo-hexulofuranoside 2,1'-anhydride [ No CAS ]

Reference： [1]Collection of Czechoslovak Chemical Communications,1988,vol. 53,p. 1317 - 1332

61
[ 126-14-7 ]
[ 102069-27-2 ]

Reference： [1]Collection of Czechoslovak Chemical Communications,1988,vol. 53,p. 1317 - 1332

62
[ 126-14-7 ]
[ 73411-10-6 ]

Reference： [1]Collection of Czechoslovak Chemical Communications,1988,vol. 53,p. 1317 - 1332

Yield	Reaction Conditions	Operation in experiment
	at 60 - 95℃; under 5 - 10 Torr; for 3 - 6h;Conversion of starting material;	0. [06MOL] (16.93g) of oleic acid [(FLUKA CHEMIKA,] Switzerland) was weighed into a three-necked, round-bottom flask equipped with a magnetic stirrer, stopcocks, a vacuum take-off line leading to a liquid nitrogen cold-trap and a vacuum pump. [0.] 01 mol (6.79g) of <strong>[126-14-7]sucrose octaacetate</strong>, SOA, (Fluka Chemika, Switzerland) was added and the mixture was heated to 80-95 degree C in an oil bath with continuous stirring until a homogenous solution was formed. 0.01 % w/w tosylic acid (or [ALKYL SULFONIC] acid polysiloxane, or [BF3.] [0ET2)] was then added. Reaction temperature was then reduced to between 60-75 degree C and 5-10 Torr pressure was applied. The reaction was continued for 3 to 6 hours. The product was taken up in [250ML] of iso-propanol, neutralized with aqueous [1 M NAHCO3,] decolourised with 2. 0g activated charcoal, and filtered. Iso-propanol was then removed by vacuum [DISTIILATION.] Unreacted [OLEIC] acid was extracted with 50x4 ml hexane and kept for reuse. The sucrose fatty ester was [REDISSOLVED] in warm iso-propanol to form 30-40% w/v solution, cool to-4 to 0 degree C and filtered to give unreacted SOA as precipitate. The filtrate iso-propanol was then distilled off to give 70-85% pure [ACETYLATED] sucrose oleate. Repeated hexane extraction and SOA precipitation gave 90-95% pure product (87% yield).

64
[ 112-63-0 ]
[ 16195-63-4 ]
[ 126-14-7 ]
sucrose octa-calendulate [ No CAS ]
[ 79-20-9 ]

Yield	Reaction Conditions	Operation in experiment
	With sodium methylate; at 75 - 115℃; under 15.0015 - 112.511 Torr; for 6.25h;	Example 5 Sucrose Octa-Calendulate [0113] Preparation of the Reactive Diluent [0114] In a suitable reactor, the following were added: [0115] 101.6 parts by weight (pbw) of <strong>[126-14-7]sucrose octaacetate</strong>; [0116] 358.6 pbw of Calendula FAME (mixture of calendic acid and linoleic acid), prepared via a sodium methoxide alcoholysis of Calendula oil. [0117] The mixture was heated at a temperature of 75-80 C. at reduced pressure for about 15 minutes. Then-under a stream of nitrogen-6.5 pbw of sodium methoxide were added. Under vacuum (20-30 mBar) the temperature of the reaction mixture was raised to 110-115 C. After a few minutes the reaction started. Due to the formation of methyl acetate the pressure in the reactor increased temporarily to about 50-150 mBar. Heating was continued at reduced pressure and a temperature of 110-115 C. for period of 6 hours under the concomitant distillation of the volatiles. After cooling to about 40 C. the reaction mixture was quenched by the addition of 35 pbw of glacial acetic acid. To the resulting mixture consecutively were added 1. L PE (Bp.: 40-60 C.) and 0.4 L methanol. After separation of the methanol layer the PE layer was washed five times with methanol (about 100 ml). [0118] The reactive diluent obtained after evaporation of the volatiles had the following properties: [0119] degree of substitution: 8 [0120] calendula FAME content: 5% [0121] hydroxyl value: 17.2 [0122] acid value: 3.8 [0123] polydispersity: 1.3 [0124] number-average molecular weight: 2.7×103 [0125] viscosity: 7 dPa.s at 23 C.

Reference： [1]Patent: US2005/42379,2005,A1 .Location in patent: Page/Page column 6

65
[ 112-63-0 ]
[ 126-14-7 ]
[ 69013-61-2 ]
[ 79-20-9 ]

Yield	Reaction Conditions	Operation in experiment
	With sodium methylate; at 75 - 115℃; under 15.0015 - 112.511 Torr; for 8.25h;	Example 2 Sucrose Octalinoleate [0074] Preparation of the Reactive Diluent [0075] In a suitable reactor, the following were added: [0076] 150 parts by weight (pbw) of <strong>[126-14-7]sucrose octaacetate</strong>; [0077] 521.3 pbw of safflower FAME (Radia 30139, from Oleon) [0078] The mixture was heated at a temperature of 75-80 C. at reduced pressure for about 15 minutes. Then-under a stream of nitrogen-7.5 pbw of sodium methoxide were added. Under vacuum (20-30 mBar) the temperature of the reaction mixture was raised to 110-115 C. After a few minutes the reaction started. Due to the formation of methyl acetate the pressure in the reactor increased temporarily to about 50-150 mBar. Heating was continued at reduced pressure and a temperature of 110-115 C. for period of 8 hours under the concomitant distillation of the volatiles. After cooling to about 40 C. the reaction mixture was quenched by the addition of 40 pbw of glacial acetic acid. To the resulting mixture consecutively were added 1.6 L PE (Bp.: 40-60 C.) and 0.4 L methanol. After separation of the methanol layer the PE layer was washed five times with methanol (about 200 ml). [0079] The reactive diluent obtained after evaporation of the volatiles had the following properties: [0080] degree of substitution (linoleate): 8 [0081] safflower FAME content: 5% [0082] hydroxyl value: 14.6 [0083] acid value: 2.3 [0084] polydispersity: 1.1 [0085] number-average molecular weight: 2.7×103 [0086] viscosity: 1.8 dPa.s at 23 C.

Reference： [1]Patent: US2005/42379,2005,A1 .Location in patent: Page/Page column 5

66
[ 1092961-95-9 ]
[ 108-24-7 ]
[ 126-14-7 ]

Reference： [1]Tetrahedron Asymmetry,2008,vol. 19,p. 2210 - 2217

67
[ 126-14-7 ]
1′-(p-(trifluoromethyl)benzyl)heptaacetylsucrose [ No CAS ]

Reference： [1]Journal of Organic Chemistry,2016,vol. 81,p. 4464 - 4474
[2]Journal of Organic Chemistry,2016,vol. 81,p. 4464 - 4474

68
[ 126-14-7 ]
1'-(m-bromobenzyl)heptaacetylsucrose [ No CAS ]