[ CAS No. 3198-49-0 ] {[proInfo.proName]}

Name: 3198-49-0|(2R,3R,4S,5S,6R)-2-Ethoxy-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol|97%
Brand: Ambeed
SKU: A1327883
Rating: 99 (35 reviews)

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2D 3D

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Quality Control of [ 3198-49-0 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 3198-49-0 ]

SDS Specification

Alternatived Products of [ 3198-49-0 ]

Product Details of [ 3198-49-0 ]

CAS No. :	3198-49-0	MDL No. :	MFCD15144991
Formula :	C₈H₁₆O₆	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	-
M.W :	208.21	Pubchem ID :	-
Synonyms :

Calculated chemistry of [ 3198-49-0 ]

Physicochemical Properties

Num. heavy atoms :	14
Num. arom. heavy atoms :	0
Fraction Csp3 :	1.0
Num. rotatable bonds :	3
Num. H-bond acceptors :	6.0
Num. H-bond donors :	4.0
Molar Refractivity :	45.27
TPSA :	99.38 Å²

Pharmacokinetics

GI absorption :	High
BBB permeant :	No
P-gp substrate :	Yes
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-9.19 cm/s

Lipophilicity

Log Po/w (iLOGP) :	1.36
Log Po/w (XLOGP3) :	-2.28
Log Po/w (WLOGP) :	-2.18
Log Po/w (MLOGP) :	-2.07
Log Po/w (SILICOS-IT) :	-1.52
Consensus Log Po/w :	-1.34

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	1.0
Bioavailability Score :	0.55

Water Solubility

Log S (ESOL) :	0.5
Solubility :	664.0 mg/ml ; 3.19 mol/l
Class :	Highly soluble
Log S (Ali) :	0.73
Solubility :	1110.0 mg/ml ; 5.34 mol/l
Class :	Highly soluble
Log S (SILICOS-IT) :	1.5
Solubility :	6580.0 mg/ml ; 31.6 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	4.41

Safety of [ 3198-49-0 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P261-P280-P301+P312-P302+P352-P305+P351+P338	UN#:	N/A
Hazard Statements:	H302-H315-H319-H335	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 3198-49-0 ]

* 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 [ 3198-49-0 ]
Downstream synthetic route of [ 3198-49-0 ]

[ 3198-49-0 ] Synthesis Path-Upstream 1~12

1
[ 2280-44-6 ]
[ 64-17-5 ]
[ 3198-49-0 ]

Reference： [1] Journal of Carbohydrate Chemistry, 2008, vol. 27, # 5, p. 300 - 308
[2] Synthesis, 1991, # 7, p. 533 - 535
[3] Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2007, vol. 46, # 2, p. 314 - 319
[4] Patent: US2005/261484, 2005, A1, . Location in patent: Page/Page column 4
[5] Research on Chemical Intermediates, 2018, vol. 44, # 3, p. 1627 - 1645

2
[ 64-17-5 ]
[ 57-50-1 ]
[ 57-48-7 ]
[ 3198-49-0 ]
[ 1820-84-4 ]

Reference： [1] Patent: US2014/128625, 2014, A1, . Location in patent: Paragraph 0064; 0070

3
[ 64-17-5 ]
[ 50-99-7 ]
[ 57-48-7 ]
[ 3198-49-0 ]
[ 1820-84-4 ]

Reference： [1] Patent: US2014/128625, 2014, A1, . Location in patent: Paragraph 0064

4
[ 64-17-5 ]
[ 13360-52-6 ]
[ 3198-49-0 ]

Reference： [1] RSC Advances, 2013, vol. 3, # 30, p. 12313 - 12319

5
[ 64-17-5 ]
[ 57-50-1 ]
[ 3198-49-0 ]
[ 1917-65-3 ]

Reference： [1] RSC Advances, 2013, vol. 3, # 30, p. 12313 - 12319

6
[ 64-17-5 ]
[ 50-99-7 ]
[ 3198-49-0 ]

Reference： [1] RSC Advances, 2013, vol. 3, # 30, p. 12313 - 12319
[2] ChemSusChem, 2011, vol. 4, # 6, p. 723 - 726

7
[ 133-99-3 ]
[ 64-17-5 ]
[ 3198-49-0 ]

Reference： [1] ChemSusChem, 2011, vol. 4, # 6, p. 723 - 726

8
[ 64-17-5 ]
[ 57-50-1 ]
[ 3198-49-0 ]
[ 539-88-8 ]

Reference： [1] ChemSusChem, 2011, vol. 4, # 6, p. 723 - 726

9
[ 64-17-5 ]
[ 2492-87-7 ]
[ 3198-49-0 ]

Reference： [1] Journal of Molecular Catalysis B: Enzymatic, 2010, vol. 67, # 3-4, p. 257 - 265

10
[ 64-17-5 ]
[ 50-99-7 ]
[ 3198-49-0 ]
[ 539-88-8 ]

Reference： [1] ChemSusChem, 2011, vol. 4, # 6, p. 723 - 726

11
[ 64-17-5 ]
[ 50-99-7 ]
[ 3198-49-0 ]
[ 539-88-8 ]
[ 108-29-2 ]

Reference： [1] ChemPlusChem, 2016, vol. 81, # 1, p. 135 - 142

12
[ 64-17-5 ]
[ 50-99-7 ]
[ 57-48-7 ]
[ 3198-49-0 ]

Reference： [1] Journal of the American Chemical Society, 2016, vol. 138, # 13, p. 4294 - 4297

[ 3198-49-0 ] Synthesis Path-Downstream 1~43

1
[ 143-07-7 ]
[ 3198-49-0 ]
ethyl 6-O-dodecanoyl-D-glucopyranoside [ No CAS ]

Reference： [1]Journal of the Chemical Society. Chemical communications,1989,p. 934 - 935
[2]Journal of the Chemical Society. Chemical communications,1989,p. 934 - 935

2
[ 108-05-4 ]
[ 3198-49-0 ]
[ 136409-92-2 ]
[ 136409-91-1 ]

Reference： [1]Synthesis,1991,p. 533 - 535
[2]Synthesis,1991,p. 533 - 535

3
[ 2280-44-6 ]
[ 64-17-5 ]
[ 3198-49-0 ]

Yield	Reaction Conditions	Operation in experiment
	at 150 - 280℃; under 90009.0 Torr; for 0.0333333h;Heating / reflux;	A mixture of ethanol and glucose was initially charged in a stirred vessel A. The fraction of glucose was 30% of the ethanol fraction. The mixture was conveyed by a suitable pump B at a pressure of 120 bar continuously through the reactor C. The tubular reactor C was heated to a temperature of 150 C. by the heater D. A carrier stream comprising pure ethanol from the reservoir F was heated to approx. 280 C. using the preheater G. At the mixing point H, the carrier stream was mixed with the reactant stream and fed to the reactor. The preheating temperature was sufficiently high that reaction temperature was already present at the mixing point, so that the temperature gradient in the reactor was sufficiently low to prevent carbonization at the wall. The residence time in the tubular reactor was approx. 2 min. With the aid of the control valve E, the pressure was kept at the target value mentioned. At the outlet of the system, the reacted product mixture was collected. According to HPLC, the product mixture contained 10% product

Reference： [1]Journal of Carbohydrate Chemistry,2008,vol. 27,p. 300 - 308
[2]Synthesis,1991,p. 533 - 535
[3]Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry,2007,vol. 46,p. 314 - 319
[4]Patent: US2005/261484,2005,A1 .Location in patent: Page/Page column 4
[5]Research on Chemical Intermediates,2018,vol. 44,p. 1627 - 1645

4
[ 3198-49-0 ]
[ 124-07-2 ]
ethyl 6-O-octanoyl-D-glucopyranoside [ No CAS ]

Reference： [1]Journal of the Chemical Society. Chemical communications,1989,p. 934 - 935

5
[ 3198-49-0 ]
[ 334-48-5 ]
ethyl 6-O-decanoyl-D-glucopyranoside [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
93%	lipase;	EXAMPLE 2 Preparation of ethyl 6-O-decanoyl-D-glucopyranoside The title compound was obtained as a crude product (1030 g, 93% monoester, 5% <strong>[3198-49-0]ethyl D-glucopyranoside</strong>, 2% diesters) according to example 1 using <strong>[3198-49-0]ethyl D-glucopyranoside</strong> (625 g, 3.0 mol), decanoic acid (646 g, 3.75 mol) and immobilized lipase (31.5 g). The reaction was complete in 48 hours. NMR-spectra of the chromatographically purified product are given in tables 42/46.

Reference： [1]Patent: US5191071,1993,A
[2]Journal of the Chemical Society. Chemical communications,1989,p. 934 - 935

6
[ 3198-49-0 ]
[ 3198-49-0 ]

Reference： [1]Synthesis,1990,p. 112 - 115

7
[ 3198-49-0 ]
[ 544-63-8 ]
ethyl 6-O-tetradecanoyl-D-glucopyranoside [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
93%	lipase;	EXAMPLE 3 Preparation of ethyl 6-O-tetradecanoyl-D-glucopyranoside The title compound was obtained as a crude product (1160 g, 93% monoester, 4% <strong>[3198-49-0]ethyl D-glucopyranoside</strong>, 3% diesters) according to example 1 using <strong>[3198-49-0]ethyl D-glucopyranoside</strong> (609 g, 2.9 mol), tetradecanoic acid (834 g, 3.7 mol) and immobilized lipase (30.5 g). The reaction was complete in 46 hours. NMR-spectra of the chromatographically purified product are in accordance with the 1 H and 13 C NMR-spectra given for the pure alpha and beta anomers in tables 4 a/4 b.

Reference： [1]Patent: US5191071,1993,A
[2]Journal of the Chemical Society. Chemical communications,1989,p. 934 - 935

8
[ 3198-49-0 ]
[ 57-10-3 ]
ethyl 6-O-hexadecanoyl-D-glucopyranoside [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
91%	lipase;	EXAMPLE 4 Preparation of ethyl 6-O-hexadecanoyl-D-glucopyranoside The title compound was obtained as a crude product (1220 g, 91% monoester, 7% <strong>[3198-49-0]ethyl D-glucopyranoside</strong>, 2% diesters) according to example 1 using <strong>[3198-49-0]ethyl D-glucopyranoside</strong> (603 g, 2.9 mol), hexadecanoic acid (1001 g, 3.91 mol) and immobilized lipase (30.5 g). The reaction was complete in 48 hours. NMR-spectra of the chromatographically purified product are in accordance with the 1 H and 13 C NMR-spectra given for the pure alpha and beta anomers in tables 4 a/4 b.

Reference： [1]Journal of the Chemical Society. Chemical communications,1989,p. 934 - 935
[2]Patent: US5191071,1993,A

9
[ 3198-49-0 ]
[ 57-11-4 ]
ethyl 6-O-octadecanoyl-D-glucopyranoside [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
90%	lipase;	EXAMPLE 6 Preparation of ethyl 6-O-octadecanoyl-D-glucopyranoside The title compound was obtained as a crude product (1310 g, 90% mon.COPYRGT.ester, 5% <strong>[3198-49-0]ethyl D-glucopyranoside</strong>, 5% diesters) according to example using a reaction temperature of 80 C., <strong>[3198-49-0]ethyl D-glucopyranoside</strong> (603 g, 2.9 mol), octadecanoic acid (1112 g, 3.9 mol) and immobilized lipase (30 g). The reaction was complete in 48 hours. NMR-spectra of the chromatographically purified product are in accordance with the 1 H and 13 C NMR-spectra given for the pure alpha and beta anomers in tables 4 a/4 b.

Reference： [1]Journal of the Chemical Society. Chemical communications,1989,p. 934 - 935
[2]Patent: US5191071,1993,A

10
[ 502-44-3 ]
[ 3198-49-0 ]
6-Hydroxy-hexanoic acid 5-((2R,3S,4S,5R)-6-ethoxy-3,4,5-trihydroxy-tetrahydro-pyran-2-ylmethoxycarbonyl)-pentyl ester [ No CAS ]

Reference： [1]Journal of the American Chemical Society,1998,vol. 120,p. 1363 - 1367

Yield	Reaction Conditions	Operation in experiment
		EXAMPLE 10 Preparation of ethyl D-glucopyranoside Glucose (500 g, 2.78 mol) and a strong acid cation exchange resin (100 g Amberlyst 15, BDH Chemicals) was suspended in ethanol (2000 ml, 34.3 mol) The mixture was stirred at 80 C. for 16 hours. The progress of the reaction was followed by HPLC. The ion exchange resin was removed by filtration and the solution was treated with activated carbon (10 g). After filtration the ethanol was removed in vacuo giving ethyl D-glucopyranoside (a 1:1 mixture of alpha and beta anomers) as a syrup (578 g, quantitative yield).

12
[ 64-17-5 ]
[ 585-88-6 ]
[ 3198-49-0 ]

Reference： [1]Bioscience, Biotechnology and Biochemistry,2002,vol. 66,p. 2415 - 2423

13
[ 3198-49-0 ]
[ 123-20-6 ]
ethyl 6-O-butyryl α-D-glucopyranoside [ No CAS ]
ethyl 3,6-di-O-butyryl β-D-glucopyranoside [ No CAS ]
ethyl 2,6-di-O-butyryl β-D-glucopyranoside [ No CAS ]

Reference： [1]Tetrahedron,2004,vol. 60,p. 927 - 932

14
ethyl 6-O-(2'-(4'-isobutylphenyl)propionyl)-D-glucopyranoside [ No CAS ]
[ 3198-49-0 ]
[ 15687-27-1 ]

Reference： [1]European Journal of Medicinal Chemistry,2006,vol. 41,p. 1352 - 1358

15
[ 3198-49-0 ]
[ 15687-27-1 ]
ethyl 6-O-(2'-(4'-isobutylphenyl)propionyl)-D-glucopyranoside [ No CAS ]

Reference： [1]European Journal of Medicinal Chemistry,2006,vol. 41,p. 1352 - 1358

16
[ 3198-49-0 ]
[ 125225-84-5 ]

Reference： [1]Synthesis,1990,p. 112 - 115

17
[ 3198-49-0 ]
[ 125227-41-0 ]

Reference： [1]Synthesis,1990,p. 112 - 115

18
[ 3198-49-0 ]
[ 125225-87-8 ]

Reference： [1]Synthesis,1990,p. 112 - 115

19
[ 3198-49-0 ]
[ 125225-89-0 ]

Reference： [1]Synthesis,1990,p. 112 - 115

20
[ 3198-49-0 ]
[ 128980-27-8 ]

Reference： [1]Synthesis,1990,p. 112 - 115

21
[ 3198-49-0 ]
[ 128957-32-4 ]

Reference： [1]Synthesis,1990,p. 112 - 115

22
[ 3198-49-0 ]
[ 138481-74-0 ]

Reference： [1]Synthesis,1990,p. 112 - 115

23
[ 3198-49-0 ]
[ 128957-34-6 ]

Reference： [1]Synthesis,1990,p. 112 - 115

24
[ 3198-49-0 ]
[ 3353-68-2 ]
1,3-bis[3-(1'-O-ethyl-6'-glucosyloxycarbonyl)propyl] tetramethyldisiloxane [ No CAS ]
C₂₀H₄₀O₁₀Si₂ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
48%; 19%	Lipase (N435) from Novozyme; at 70℃; for 36.0h;Neat (no solvent);	Lipase (N435) from Novozyme was used to selectively react 1,3-bis (3- carboxypropyl) [TETRAMETHYLDISILOXANE] (i. e. , diacid disiloxane) with the primary hydroxy) group of <strong>[3198-49-0]ethyl glucoside</strong> as shown below wherein [X=0] and n=3: The reaction was run neat at [70C] for 36 hours. The reaction was formulated with an organosilicon : carbohydrate mole ratio equal to 1: 2. The enzyme: monomer weight ratio was 1: 10. The reaction was conducted with constant stirring (i. e. , magnetic stir bar) in a two-neck round-bottom flask under vacuum in a heated oil bath. Ethyl glucoside was added to the [ORGANOSILICON] reactant at [70C.] After homogenization, dried N435 was added to the reaction mixture and heated for 36 hours under vacuum. After the reaction, the mixture was filtered to remove the enzyme and the product was purified by silica gel column chromatography with a chloroform : hexane eluent (9: 2). The reactions were monitored by thin layer chromatography. After 36 hours, the reactions were filtered and the products were purified by silica gel column chromatography. The diacid [DISILOXANE] product (i. e. , a tan fluid) was characterized by [13C DISTORTIONLESS] enhancement by polarization transfer nuclear magnetic resonance spectroscopy [(13C] DEPT NMR), [ELECTROSPRAY] ionization mass spectrometry (ESI MS), Fourier transform infrared spectroscopy (FTIR), gel permeation chromatography refractive index [(GPC-RI),] thermogravimetric analysis (TGA), and differential scanning calorimetry (DSC). Based on the material characterization, lipase was observed to catalyze a regioselective esterification with <strong>[3198-49-0]ethyl glucoside</strong> during the formation of mono- (Rf = 0.6, CHCI3 : CH30H 9: 2, isolated yield 19%) and di-ester (Rf = 0.4, CHCI3 : CH30H 9: 2, isolated yield 48%) products. Specifically, N435 catalyzed the formation of an ester bond between the primary hydroxyl group of <strong>[3198-49-0]ethyl glucoside</strong> and the diacid [DISILOXANE.] The [REGIOSELECTIVITY] was confirmed by the DEPT experiment as shown in Figure 1. The diacid disiloxane spectrum is shown on top. The <strong>[3198-49-0]ethyl glucoside</strong> spectrum is shown in the middle, and the <strong>[3198-49-0]ethyl glucoside</strong>-functional [ORGANOSILICON] is shown on the bottom. The DEPT experiment was run in DMSO-d6. In the DEPT spectrum of <strong>[3198-49-0]ethylglucoside</strong>, the 6cc, [ss] carbon (62.1 ppm) shifted 2.1 ppm down field after reaction with the diacid disiloxane. Experimentally, this observation supports the [REGIOSELECTIVE] esterification at the C-6 position. See, Bisht K. S. et. [AL.,] J. Am. Chem. Soc. , 1998,120, 1363-1367. Since the C-5 position shifted 3.3 ppm up field and all other peak positions remained unchanged, the regioselective reaction at the C-6 position was confirmed. In the mono-substituted species, the observed C-6 and C-5 peak shifts were the same as the di-substituted species. Similar types of NMR shifts have been reported for carbohydrates bearing hydrophobic chains at the C-6 position of sugars. Furthermore, the ESI MS analysis as shown in Figure 2 of the product supports the selective formation of an ester bond between one hydroxyl group of the <strong>[3198-49-0]ethyl glucoside</strong> molecules and the diacid disiloxane. The product was analyzed using thermal analysis, and the product was observed to experience a critical mass loss at [184C] instead of the [164C] of the diacid disiloxane reactant. Weight loss was observed to occur at two temperatures [(281 C, 395C)] in the product vs. one temperature [(226C)] in the starting material. The Tg was measured to [BE-28C.] In comparison to the diacid [DISILOXANE] (Tg [=-76C),] more energy was required to achieve molecular motion. No crystalline phases were observed in the product. A cold [CRYSTALLIZATION] [(TCC =-] [15C,] 50.4 J/g) and two crystalline phases (Tm = [30C,] 45 J/g; [46C,] 8.6 J/g) were detected in the diacid [DISILOXANE] reactant.

Reference： [1]Patent: WO2004/16626,2004,A2 .Location in patent: Page 14-16

25
diacid PDMS [ No CAS ]
[ 3198-49-0 ]
C₆₈H₁₇₀O₂₇Si₁₉ [ No CAS ]
C₇₆H₁₈₄O₃₂Si₁₉ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Lipase (N435) from Novozyme; at 70℃; for 36.0h;Neat (no solvent);	Lipase (N435) from Novozyme was used to selectively react diacid- endblocked [POLYDIMETHYLSILOXANE] (i. e. , diacid PDMS) with the primary hydroxyl group of <strong>[3198-49-0]ethyl glucoside</strong> as shown below wherein [X=17] and [N=10] : OH NHzO Si Si Si + HO -O HO n I O I O x I n OH neat HO Oc2H5 70*C, vacuum OH 36 hours 0 0 LS S- SfjA, Ho 0 0 0 Oc2H5 + HO +S +S OH O-L"n I O' i O'Jx i L"Jn O HO 0 HO 0 ;HO HO OC2Hs HO OH OC2Hs The reaction was run neat at [70C] for 36 hours. The reaction was formulated with an [ORGANOSILICON] : carbohydrate mole ratio equal to 1: 2. The enzyme: monomer weight ratios was 1: 10. The reaction was conducted with constant stirring (i. e. , magnetic stir bar) in a two-neck round-bottom flask under vacuum. Ethyl glucoside was added to the organosilicon reactant at [70C.] After homogenization, dried N435 was added to the reaction mixture and heated for 36 hours under vacuum. After the reaction, the mixture was filtered to remove the enzyme and the product was purified by silica gel column chromatography with a chloroform : hexane eluent (9: 2). Subsequently, the reaction product was analyzed by [13C] DEPT NMR. Similar to Example 1, the change in chemical shifts observed in the [13C] DEPT NMR analysis further support the regioseiective esterification at the C-6 position.

Reference： [1]Patent: WO2004/16626,2004,A2 .Location in patent: Page 17, 18

26
[ 3198-49-0 ]
[ 112-80-1 ]
[ 124285-49-0 ]

Yield	Reaction Conditions	Operation in experiment
90%	lipase;	EXAMPLE 5 Preparation of ethyl 6-O-(cis-9-octadecenoyl)-D-glucopyranoside The title compound was obtained as a crude product (1305 g, 90% monoester, 5% <strong>[3198-49-0]ethyl D-glucopyranoside</strong>, 5% diesters) according to example 1 using <strong>[3198-49-0]ethyl D-glucopyranoside</strong> (606 g, 2.9 mol), cis-9-octadecenoic acid (1111 g, 3.9 mol) and immobilized lipase (30.5 g). The reaction was complete in 48 hours.

Reference： [1]Patent: US5191071,1993,A

27
[ 64-17-5 ]
[ 2492-87-7 ]
[ 3198-49-0 ]

Reference： [1]Journal of Molecular Catalysis B: Enzymatic,2010,vol. 67,p. 257 - 265

28
[ 64-17-5 ]
[ 50-99-7 ]
[ 3198-49-0 ]

Reference： [1]RSC Advances,2013,vol. 3,p. 12313 - 12319
[2]ChemSusChem,2011,vol. 4,p. 723 - 726

29
[ 64-17-5 ]
[ 50-99-7 ]
[ 3198-49-0 ]
[ 539-88-8 ]

Reference： [1]ChemSusChem,2011,vol. 4,p. 723 - 726

30
[ 64-17-5 ]
[ 57-50-1 ]
[ 3198-49-0 ]
[ 539-88-8 ]

Reference： [1]ChemSusChem,2011,vol. 4,p. 723 - 726

31
[ 64-17-5 ]
[ 13360-52-6 ]
[ 3198-49-0 ]

Reference： [1]RSC Advances,2013,vol. 3,p. 12313 - 12319

32
[ 133-99-3 ]
[ 64-17-5 ]
[ 3198-49-0 ]

Reference： [1]ChemSusChem,2011,vol. 4,p. 723 - 726

33
[ 64-17-5 ]
[ 57-50-1 ]
[ 3198-49-0 ]
[ 1917-65-3 ]

Reference： [1]RSC Advances,2013,vol. 3,p. 12313 - 12319

34
[ 64-17-5 ]
[ 57-50-1 ]
[ 57-48-7 ]
[ 3198-49-0 ]
[ 1820-84-4 ]

Yield	Reaction Conditions	Operation in experiment
	With aluminium(III) chloride hexahydrate; In water; at 80℃; for 36.0h;Reflux;	To the glass reactor which was the same as that of Example 1, 90 g of glucose, AlCl3.6H2O 6.6 g, 90 g of water, and 630 g of ethanol were added, and agitated. The reaction temperature was elevated slowly to 80 C. where the solution was refluxed. The reaction was performed at a normal pressure at 80 C. for 36 hours to obtain the reaction product. The reaction product was analyzed with HPLC, and the conversion rate of glucose and the selectivity of alkylated product and isomerized product were calculated. The results are summarized in Table 2.

Reference： [1]Patent: US2014/128625,2014,A1 .Location in patent: Paragraph 0064; 0070

35
[ 64-17-5 ]
[ 50-99-7 ]
[ 57-48-7 ]
[ 3198-49-0 ]
[ 1820-84-4 ]

Yield	Reaction Conditions	Operation in experiment
	With aluminium(III) chloride hexahydrate; In water; at 80℃; for 36.0h;Reflux;	To the glass reactor which was the same as that of Example 1, 90 g of glucose, AlCl3.6H2O 6.6 g, 90 g of water, and 630 g of ethanol were added, and agitated. The reaction temperature was elevated slowly to 80 C. where the solution was refluxed. The reaction was performed at a normal pressure at 80 C. for 36 hours to obtain the reaction product. The reaction product was analyzed with HPLC, and the conversion rate of glucose and the selectivity of alkylated product and isomerized product were calculated. The results are summarized in Table 2.

Reference： [1]Patent: US2014/128625,2014,A1 .Location in patent: Paragraph 0064

36
[ 64-17-5 ]
[ 50-99-7 ]
[ 3198-49-0 ]
[ 539-88-8 ]
[ 108-29-2 ]

Reference： [1]ChemPlusChem,2016,vol. 81,p. 135 - 142

37
[ 3198-49-0 ]
[ 64-17-5 ]
[ 539-88-8 ]

Yield	Reaction Conditions	Operation in experiment
29%	With methanesulfonic acid; In glycerol; at 140 - 170℃; for 4.0h;	69 gram of <strong>[3198-49-0]ethyl glucoside</strong> was mixed with 231 gram ethanol and 60 gram of glycerol. This mixture was transferred to a stirred tank reactor; 2.4 gram of commercially available methylsulfonic acid [MSA] was added as an acid catalyst to the reaction mass in the reactor. The reactor was closed and then heated under stirred condition at 170 C. for one hour. Then reactor was maintained at 140 C. for three hours. After four hours the reactor was cooled and the reaction mass was analyzed for ethyl levulinate formation by gas chromatography. Molar yield of ethyl levulinate was found to be 29%.

Reference： [1]Patent: US2015/299094,2015,A1 .Location in patent: Paragraph 0060

38
[ 64-17-5 ]
[ 50-99-7 ]
[ 57-48-7 ]
[ 3198-49-0 ]

Reference： [1]Journal of the American Chemical Society,2016,vol. 138,p. 4294 - 4297

39
[ 3198-49-0 ]
[ 1125-88-8 ]
[ 71676-29-4 ]

Reference： [1]Research on Chemical Intermediates,2018,vol. 44,p. 1627 - 1645

40
[ 3198-49-0 ]
C₂₆H₄₁NO₉ [ No CAS ]

Reference： [1]Research on Chemical Intermediates,2018,vol. 44,p. 1627 - 1645

41
[ 3198-49-0 ]
C₂₇H₄₃NO₉ [ No CAS ]

Reference： [1]Research on Chemical Intermediates,2018,vol. 44,p. 1627 - 1645

42
[ 3198-49-0 ]
ethyl 4,6-O-benzylidene-2,3-bis-O-[(2-chloroethoxy)ethyl]-α-D-glucopyranoside [ No CAS ]

Reference： [1]Research on Chemical Intermediates,2018,vol. 44,p. 1627 - 1645

43
[ 3198-49-0 ]
ethyl 4,6-O-benzylidene-2,3-bis-O-[(2-iodoethoxy)ethyl]-α-D-glucopyranoside [ No CAS ]

Reference： [1]Research on Chemical Intermediates,2018,vol. 44,p. 1627 - 1645

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Ghs Precautionary Statements

Precautionary Statements-General
Code	Phrase
P101	If medical advice is needed,have product container or label at hand.
P102	Keep out of reach of children.
P103	Read label before use
Prevention
Code	Phrase
P201	Obtain special instructions before use.
P202	Do not handle until all safety precautions have been read and understood.
P210	Keep away from heat/sparks/open flames/hot surfaces. - No smoking.
P211	Do not spray on an open flame or other ignition source.
P220	Keep/Store away from clothing/combustible materials.
P221	Take any precaution to avoid mixing with combustibles
P222	Do not allow contact with air.
P223	Keep away from any possible contact with water, because of violent reaction and possible flash fire.
P230	Keep wetted
P231	Handle under inert gas.
P232	Protect from moisture.
P233	Keep container tightly closed.
P234	Keep only in original container.
P235	Keep cool
P240	Ground/bond container and receiving equipment.
P241	Use explosion-proof electrical/ventilating/lighting/equipment.
P242	Use only non-sparking tools.
P243	Take precautionary measures against static discharge.
P244	Keep reduction valves free from grease and oil.
P250	Do not subject to grinding/shock/friction.
P251	Pressurized container: Do not pierce or burn, even after use.
P260	Do not breathe dust/fume/gas/mist/vapours/spray.
P261	Avoid breathing dust/fume/gas/mist/vapours/spray.
P262	Do not get in eyes, on skin, or on clothing.
P263	Avoid contact during pregnancy/while nursing.
P264	Wash hands thoroughly after handling.
P265	Wash skin thouroughly after handling.
P270	Do not eat, drink or smoke when using this product.
P271	Use only outdoors or in a well-ventilated area.
P272	Contaminated work clothing should not be allowed out of the workplace.
P273	Avoid release to the environment.
P280	Wear protective gloves/protective clothing/eye protection/face protection.
P281	Use personal protective equipment as required.
P282	Wear cold insulating gloves/face shield/eye protection.
P283	Wear fire/flame resistant/retardant clothing.
P284	Wear respiratory protection.
P285	In case of inadequate ventilation wear respiratory protection.
P231 + P232	Handle under inert gas. Protect from moisture.
P235 + P410	Keep cool. Protect from sunlight.
Response
Code	Phrase
P301	IF SWALLOWED:
P304	IF INHALED:
P305	IF IN EYES:
P306	IF ON CLOTHING:
P307	IF exposed:
P308	IF exposed or concerned:
P309	IF exposed or if you feel unwell:
P310	Immediately call a POISON CENTER or doctor/physician.
P311	Call a POISON CENTER or doctor/physician.
P312	Call a POISON CENTER or doctor/physician if you feel unwell.
P313	Get medical advice/attention.
P314	Get medical advice/attention if you feel unwell.
P315	Get immediate medical advice/attention.
P320
P302 + P352	IF ON SKIN: wash with plenty of soap and water.
P321
P322
P330	Rinse mouth.
P331	Do NOT induce vomiting.
P332	IF SKIN irritation occurs:
P333	If skin irritation or rash occurs:
P334	Immerse in cool water/wrap n wet bandages.
P335	Brush off loose particles from skin.
P336	Thaw frosted parts with lukewarm water. Do not rub affected area.
P337	If eye irritation persists:
P338	Remove contact lenses, if present and easy to do. Continue rinsing.
P340	Remove victim to fresh air and keep at rest in a position comfortable for breathing.
P341	If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P342	If experiencing respiratory symptoms:
P350	Gently wash with plenty of soap and water.
P351	Rinse cautiously with water for several minutes.
P352	Wash with plenty of soap and water.
P353	Rinse skin with water/shower.
P360	Rinse immediately contaminated clothing and skin with plenty of water before removing clothes.
P361	Remove/Take off immediately all contaminated clothing.
P362	Take off contaminated clothing and wash before reuse.
P363	Wash contaminated clothing before reuse.
P370	In case of fire:
P371	In case of major fire and large quantities:
P372	Explosion risk in case of fire.
P373	DO NOT fight fire when fire reaches explosives.
P374	Fight fire with normal precautions from a reasonable distance.
P376	Stop leak if safe to do so. Oxidising gases (section 2.4) 1
P377	Leaking gas fire: Do not extinguish, unless leak can be stopped safely.
P378
P380	Evacuate area.
P381	Eliminate all ignition sources if safe to do so.
P390	Absorb spillage to prevent material damage.
P391	Collect spillage. Hazardous to the aquatic environment
P301 + P310	IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
P301 + P312	IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P301 + P330 + P331	IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
P302 + P334	IF ON SKIN: Immerse in cool water/wrap in wet bandages.
P302 + P350	IF ON SKIN: Gently wash with plenty of soap and water.
P303 + P361 + P353	IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P304 + P312	IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell.
P304 + P340	IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P304 + P341	IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P305 + P351 + P338	IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P306 + P360	IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes.
P307 + P311	IF exposed: call a POISON CENTER or doctor/physician.
P308 + P313	IF exposed or concerned: Get medical advice/attention.
P309 + P311	IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician.
P332 + P313	IF SKIN irritation occurs: Get medical advice/attention.
P333 + P313	IF SKIN irritation or rash occurs: Get medical advice/attention.
P335 + P334	Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.
P337 + P313	IF eye irritation persists: Get medical advice/attention.
P342 + P311	IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.
P370 + P376	In case of fire: Stop leak if safe to Do so.
P370 + P378	In case of fire:
P370 + P380	In case of fire: Evacuate area.
P370 + P380 + P375	In case of fire: Evacuate area. Fight fire remotely due to the risk of explosion.
P371 + P380 + P375	In case of major fire and large quantities: Evacuate area. Fight fire remotely due to the risk of explosion.
Storage
Code	Phrase
P401
P402	Store in a dry place.
P403	Store in a well-ventilated place.
P404	Store in a closed container.
P405	Store locked up.
P406	Store in corrosive resistant/ container with a resistant inner liner.
P407	Maintain air gap between stacks/pallets.
P410	Protect from sunlight.
P411
P412	Do not expose to temperatures exceeding 50 oC/ 122 oF.
P413
P420	Store away from other materials.
P422
P402 + P404	Store in a dry place. Store in a closed container.
P403 + P233	Store in a well-ventilated place. Keep container tightly closed.
P403 + P235	Store in a well-ventilated place. Keep cool.
P410 + P403	Protect from sunlight. Store in a well-ventilated place.
P410 + P412	Protect from sunlight. Do not expose to temperatures exceeding 50 oC/122oF.
P411 + P235	Keep cool.
Disposal
Code	Phrase
P501	Dispose of contents/container to ...
P502	Refer to manufacturer/supplier for information on recovery/recycling

Purity	Size	Price	VIP Price	USA Stock *0-1 Day	Global Stock *5-7 Days	Quantity
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Physical hazards
Code	Phrase
H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
H203	Explosive; fire, blast or projection hazard
H204	Fire or projection hazard
H205	May mass explode in fire
H220	Extremely flammable gas
H221	Flammable gas
H222	Extremely flammable aerosol
H223	Flammable aerosol
H224	Extremely flammable liquid and vapour
H225	Highly flammable liquid and vapour
H226	Flammable liquid and vapour
H227	Combustible liquid
H228	Flammable solid
H229	Pressurized container: may burst if heated
H230	May react explosively even in the absence of air
H231	May react explosively even in the absence of air at elevated pressure and/or temperature
H240	Heating may cause an explosion
H241	Heating may cause a fire or explosion
H242	Heating may cause a fire
H250	Catches fire spontaneously if exposed to air
H251	Self-heating; may catch fire
H252	Self-heating in large quantities; may catch fire
H260	In contact with water releases flammable gases which may ignite spontaneously
H261	In contact with water releases flammable gas
H270	May cause or intensify fire; oxidizer
H271	May cause fire or explosion; strong oxidizer
H272	May intensify fire; oxidizer
H280	Contains gas under pressure; may explode if heated
H281	Contains refrigerated gas; may cause cryogenic burns or injury
H290	May be corrosive to metals
Health hazards
Code	Phrase
H300	Fatal if swallowed
H301	Toxic if swallowed
H302	Harmful if swallowed
H303	May be harmful if swallowed
H304	May be fatal if swallowed and enters airways
H305	May be harmful if swallowed and enters airways
H310	Fatal in contact with skin
H311	Toxic in contact with skin
H312	Harmful in contact with skin
H313	May be harmful in contact with skin
H314	Causes severe skin burns and eye damage
H315	Causes skin irritation
H316	Causes mild skin irritation
H317	May cause an allergic skin reaction
H318	Causes serious eye damage
H319	Causes serious eye irritation
H320	Causes eye irritation
H330	Fatal if inhaled
H331	Toxic if inhaled
H332	Harmful if inhaled
H333	May be harmful if inhaled
H334	May cause allergy or asthma symptoms or breathing difficulties if inhaled
H335	May cause respiratory irritation
H336	May cause drowsiness or dizziness
H340	May cause genetic defects
H341	Suspected of causing genetic defects
H350	May cause cancer
H351	Suspected of causing cancer
H360	May damage fertility or the unborn child
H361	Suspected of damaging fertility or the unborn child
H361d	Suspected of damaging the unborn child
H362	May cause harm to breast-fed children
H370	Causes damage to organs
H371	May cause damage to organs
H372	Causes damage to organs through prolonged or repeated exposure
H373	May cause damage to organs through prolonged or repeated exposure
Environmental hazards
Code	Phrase
H400	Very toxic to aquatic life
H401	Toxic to aquatic life
H402	Harmful to aquatic life
H410	Very toxic to aquatic life with long-lasting effects
H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

[ CAS No. 3198-49-0 ] {[proInfo.proName]}

Quality Control of [ 3198-49-0 ]

Related Doc. of [ 3198-49-0 ]

Product Details of [ 3198-49-0 ]

Calculated chemistry of [ 3198-49-0 ]

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 3198-49-0 ]

Application In Synthesis of [ 3198-49-0 ]

[ 3198-49-0 ] Synthesis Path-Upstream 1~12

[ 3198-49-0 ] Synthesis Path-Downstream 1~43

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry