[ CAS No. 572-09-8 ] α-Acetobromoglucose

Cat. No.: A686595

2D 3D

Structure of 572-09-8 * Storage: Keep in dark place,Inert atmosphere,Store in freezer, under -20°C

Purity	Size	Price	USA Stock *0-1 Day	Global Stock *5-7 Days	Quantity
98% (stabilized with 1-2% CaCO3)	5g	$17.00	Inquiry	Inquiry
98% (stabilized with 1-2% CaCO3)	25g	$21.00	Inquiry	Inquiry
98% (stabilized with 1-2% CaCO3)	100g	$61.00	Inquiry	Inquiry
98% (stabilized with 1-2% CaCO3)	500g	$301.00	Inquiry	Inquiry

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* Storage: Keep in dark place,Inert atmosphere,Store in freezer, under -20°C

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Quality Control of [ 572-09-8 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 572-09-8 ]

Specification

Alternatived Products of [ 572-09-8 ]

Product Details of [ 572-09-8 ]

CAS No. :	572-09-8	MDL No. :	MFCD00063254
Formula :	C₁₄H₁₉BrO₉	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	CYAYKKUWALRRPA-RGDJUOJXSA-N
M.W :	411.20	Pubchem ID :	101776
Synonyms :		Chemical Name :	(2R,3R,4S,5R,6R)-2-(Acetoxymethyl)-6-bromotetrahydro-2H-pyran-3,4,5-triyl triacetate

Safety of [ 572-09-8 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P280-P305+P351+P338	UN#:	N/A
Hazard Statements:	H315-H319-H335	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 572-09-8 ]

* 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.

Upstream synthesis route of [ 572-09-8 ]
Downstream synthetic route of [ 572-09-8 ]

[ 572-09-8 ] Synthesis Path-Upstream 1~4

1
[ 572-09-8 ]
[ 10338-51-9 ]

Reference： [1] Phytochemistry, 1988, vol. 27, # 6, p. 1813 - 1816
[2] Tetrahedron, 1989, vol. 45, # 12, p. 3673 - 3682

2
[ 572-09-8 ]
[ 578-74-5 ]

Reference： [1] Tetrahedron, 2004, vol. 60, # 9, p. 2025 - 2034

3
[ 520-36-5 ]
[ 572-09-8 ]
[ 578-74-5 ]

Reference： [1] Yakugaku Zasshi, 1940, vol. 60, p. 502,505; engl. Ref. S. 190[2] Chem.Abstr., 1941, p. 4022

4
[ 572-09-8 ]
[ 531-75-9 ]

Reference： [1] Archiv der Pharmazie (Weinheim, Germany), 1944, vol. 282, p. 79,88
[2] Bulletin de la Societe Chimique de France, 1948, p. 476,478

[ 572-09-8 ] Synthesis Path-Downstream 1~21

1
[ 94-26-8 ]
[ 572-09-8 ]
[ 121970-17-0 ]

Reference： [1]Archiv der Pharmazie,1956,vol. 289,p. 488,496

2
[ 2478-38-8 ]
[ 572-09-8 ]
[ 86402-42-8 ]

Reference： [1]Journal fur praktische Chemie (Leipzig 1954),1930,vol. <2> 124,p. 313,316

3
[ 2478-38-8 ]
[ 108-24-7 ]
[ 572-09-8 ]
[ 83-87-4 ]
[ 28294-47-5 ]
[ 86402-42-8 ]

Reference： [1]Carbohydrate Research,1990,vol. 198,p. 223 - 234

4
[ 939-69-5 ]
[ 572-09-8 ]
[ 131474-31-2 ]

Reference： [1]Carbohydrate Research,1990,vol. 205,p. 225 - 233

5
[ 18362-30-6 ]
[ 572-09-8 ]
[ 159194-03-3 ]

Reference： [1]Journal of the Chemical Society. Chemical communications,1994,p. 1697 - 1698

6
[ 42019-78-3 ]
[ 572-09-8 ]
Acetic acid (2R,3R,4S,5R,6S)-3,5-diacetoxy-2-acetoxymethyl-6-[4-(4-chloro-benzoyl)-phenoxy]-tetrahydro-pyran-4-yl ester [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,1993,vol. 36,p. 898 - 903

7
[ 61439-59-6 ]
[ 572-09-8 ]
C₂₉H₃₄O₁₁ [ No CAS ]

Reference： [1]Chemical and Pharmaceutical Bulletin,2010,vol. 58,p. 1627 - 1629

8
[ 773-76-2 ]
[ 572-09-8 ]
[ 492-61-5 ]
[ 130-16-5 ]

Reference： [1]Dalton Transactions,2013,vol. 42,p. 2023 - 2034

9
[ 773-76-2 ]
[ 572-09-8 ]
[ 1419402-06-4 ]

Reference： [1]Dalton Transactions,2013,vol. 42,p. 2023 - 2034

10
[ 773-76-2 ]
[ 572-09-8 ]
[ 101111-68-6 ]

Reference： [1]Dalton Transactions,2013,vol. 42,p. 2023 - 2034

11
[ 403-01-0 ]
[ 572-09-8 ]
[ 115933-45-4 ]

Reference： [1]Molecules,2013,vol. 18,p. 3789 - 3805

12
[ 773-76-2 ]
[ 572-09-8 ]
5,7-dichloro-8-quinolinyl-β-D-galactopyranoside [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
64%	With tetrabutylammomium bromide; potassium carbonate; In methanol; dichloromethane; water; for 68h;	General procedure: The OHQ derivative (1.44 mmol) and K2CO3 (14.4 mmol) wereadded to water (70 mL) and methanol (30 mL). CH2Cl2 (100 mL)was added to this aqueous solution, followed by acetobromogalactose(1.88 mmol) and tetrabutylammonium bromide (1.44 mmol). The resulting mixture was vigorously stirred for 68 h. As for 5 and 6 the deacetylated product precipitated, was collected by filtration,washed with cool methanol and dried. As for 2 and 3, the two phases were separated, and the aqueous phase was washed repeatedly with dichloromethane. Residual organic solvents were evaporated under vacuum and then the product precipitated as a white solid. It was collected by filtration, washed with cool methanol anddried.

Reference： [1]Journal of Inorganic Biochemistry,2015,vol. 142,p. 101 - 108

13
[ 572-09-8 ]
[ 36062-04-1 ]
C₄₉H₆₀O₂₄ [ No CAS ]

Reference： [1]Archiv der Pharmazie,2014,vol. 347,p. 834 - 839

14
[ 572-09-8 ]
[ 10482-56-1 ]

Reference： [1]Food Chemistry,2016,vol. 190,p. 412 - 418

15
[ 572-09-8 ]
[ 302348-51-2 ]
[(3R,4S,6S)-3,4,5-triacetoxy-6-[[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methoxy]tetrahydropyran-2-yl]methyl acetate [ No CAS ]
[(2R,3aS,6R,7S)-6,7-diacetoxy-2-methyl-2-[[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methoxy]-5,6,7,7a-tetrahydro-3aH-[1,3]dioxolo[4,5-b]pyran-5-yl]methyl acetate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With 2,4,6-trimethyl-pyridine; silver trifluoromethanesulfonate; In dichloromethane; toluene; at -78 - 20℃; for 13.17h;	To the solution of 819 mg [4-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)phenyl] methanol (3.50 mmol, 1 eq.), 2015 mg l-bromo-2, 3,4, 6-tetra-0-acetyl-a/p-D- mannopyranose (4.90 mmol, 1.4 eq.), 467 mg s-collidine (3.85 mmol, 1.1 eq.) in 100 mL DCM 1708 mg silver trifluoromethanesulfonate (6.65 mmol, 1.9 eq.) in 15 mL toluene was added dropwise at -78 °C and the mixture was stirred at this temperature for 10 minutes. The mixture was let to warm slowly to r.t. (3 hours), then it was stirred for 10 hours. The mixture was filtered through a Celite pad, the filtrate was concentrated. The residue was purified by flash chromatography on silica gel using heptane and ethyl acetate as eluents to give Preparation 4o as first eluted product 1H NMR (500 MHz, DMSO-d6): 7.69 (m, 2H), 7.39 (m, 2H), 5.15-5.10 (m, 3H), 4.96 (d, 1H), 4.71 (d, 1H), 4.57 (d, 1H), 4.15 (dd, 1H), 4.04 (dd, 1H), 3.96 (m, 1H), 2.12-1.91 (s, 12H), 1.29 (s, 12H); and Preparation 4p as later eluted product. 1H NMR (500 MHz, DMSO-d6): 7.63 (m, 2H), 7.31 (m, 2H), 5.68 (d, 1H), 5.32 (dd, 1H), 5.05 (t, 1H), 4.59 (d, lh) 4.54 (dd, 1H), 4.53 (d, 1H), 4.12 (dd, 1H), 4.03 (dd, 1H), 3.94 (m, 1H), 2.01-1.97 (s, 9H), 1.70 (s, 3H), 1.29 (s, 12H)

Reference： [1]Patent: WO2016/207216,2016,A1 .Location in patent: Page/Page column 47; 48

16
[ 16957-70-3 ]
[ 572-09-8 ]
1-O-((E)-2-methylpent-2-enoyl)-2,3,4,6-tetra-O-acetyl-β-D-glucopyranose [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
96%	With tetraethylammonium bromide; potassium carbonate; In dichloromethane; at 20℃;Molecular sieve;	General procedure: A mixture of glucosyl bromide 1 (1.03 g, 2.5 mmol), acid (5.0 mmol), K2CO3 (0.69 g, 5.0 mmol),TEAB (0.05 g, 0.25 mmol) and 4 A MS (0.25 g) in 35 mL DCM was stirred 24?48 h at room temperature.Next, the insoluble substances, made up of the slightly soluble potassium carboxylate, 4 A MS andother salts, were filtered off. The filtrate was washed with water, and the separated organic layer wasthen washed with 25percent aqueous K2CO3 to removed any remaining potassium carboxylate. After dryingover MgSO4 and concentration in vacuo, the residue was purified via silica gel column chromatographyusing EtOAc/hexane or EtOAc/petroleum ether (1:10 to 1:1) as eluents to yield the desired product.

Reference： [1]Molecules,2017,vol. 22

17
C₂₉H₃₇N₆NiO₂⁽¹⁺⁾*I^(1-) [ No CAS ]
[ 572-09-8 ]
[ 792-74-5 ]
[ 3366-47-0 ]

Reference： [1]Organic Letters,2018,vol. 20,p. 7991 - 7995

18
C₂₆H₃₁N₂NiO₂⁽¹⁺⁾*I^(1-) [ No CAS ]
[ 572-09-8 ]
[ 792-74-5 ]
[ 3366-47-0 ]

Reference： [1]Organic Letters,2018,vol. 20,p. 7991 - 7995

19
[ 619-44-3 ]
[ 572-09-8 ]
(2R,3R,4R,5S)-2-(acetoxymethyl)-6-(4-(methoxycarbonyl)phenyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate [ No CAS ]
[ 1056028-62-6 ]
[ 792-74-5 ]
[ 3366-47-0 ]

Reference： [1]Organic Letters,2018,vol. 20,p. 7991 - 7995

20
[ 78-69-3 ]
[ 572-09-8 ]
C₂₄H₄₀O₁₀ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
0.8 g	With silver (II) carbonate; In dichloromethane; at 20℃; for 24h;	Add 2g to the reaction flaskTetraacetyl substituted glucose bromine (chemical formula:), 0.38 g of <strong>[78-69-3]tetrahydrolinalol</strong> (chemical formula:),0.73g of silver carbonate and 10mL of dichloromethane,Reacting at room temperature for 24 hours;The solvent was removed under reduced pressure.Separated by column chromatography,The eluent (a mixture of petroleum ether and ethyl acetate in a mass ratio of 5:1) was washed down with 0.80 g of a white solid.That is, <strong>[78-69-3]tetrahydrolinalol</strong> tetraacetyl glucoside (chemical formula:).

Reference： [1]Patent: CN109970826,2019,A .Location in patent: Paragraph 0024-0028

21
[ 78-69-3 ]
[ 572-09-8 ]
C₁₆H₃₂O₆ [ No CAS ]

Reference： [1]Patent: CN109970826,2019,A

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Isomers

Technical Information

• Acyl Group Substitution • Arndt-Eistert Homologation • Bouveault-Blanc Reduction • Catalytic Hydrogenation • Complex Metal Hydride Reductions • Ester Cleavage • Hunsdiecker-Borodin Reaction • Passerini Reaction • Preparation of Amines • Preparation of Carboxylic Acids • Reactions of Amines • Reactions of Carboxylic Acids • Reactions with Organometallic Reagents • Schmidt Reaction • Specialized Acylation Reagents-Carbodiimides and Related Reagents • Specialized Acylation Reagents-Ketenes • Ugi Reaction

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[ CAS No. 572-09-8 ] α-Acetobromoglucose

Quality Control of [ 572-09-8 ]

Related Doc. of [ 572-09-8 ]

Product Details of [ 572-09-8 ]

Safety of [ 572-09-8 ]

Application In Synthesis of [ 572-09-8 ]

[ 572-09-8 ] Synthesis Path-Upstream 1~4

[ 572-09-8 ] Synthesis Path-Downstream 1~21

Technical Information

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

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