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ChemicalBook >> CAS DataBase List >>2,3,4,6-Tetra-O-acetyl-beta-D-glucopyranosyl 2,2,2-Trichloroacetimidate

2,3,4,6-Tetra-O-acetyl-beta-D-glucopyranosyl 2,2,2-Trichloroacetimidate

CAS No.
92052-29-4
Chemical Name:
2,3,4,6-Tetra-O-acetyl-beta-D-glucopyranosyl 2,2,2-Trichloroacetimidate
Synonyms
[(2S,3R,4S,5S,6S)-3,4,5-triacetoxy-6-(2,2,2-trichloroethanimidoyl)oxy-tetrahydropyran-2-yl]methyl acetate;2,3,4,6-Tetra-O-acetyl-β-D-glucopyranosyl 2,2,2-Trichloroacetimidate;2,3,4,6-Tetra-O-acetyl-b-D-glucopyranosyl trichloroacetimidate;2,3,4,6-Tetra-O-acetyl-β-D-glucopyranosyl trichloroacetimidate;2,3,4,6-Tetra-O-acetyl-beta-D-glucopyranosyl trichloroacetimidate;2,3,4,6-Tetra-O-acetyl-1-O-trichloroacetimidoyl-β-D-glucopyranoside;2,3,4,6-Tetra-O-acetyl-β-D-glucopyranosyl 2,2,2-Trichloroacetimidate;2,3,4,6-Tetra-O-acetyl-β-D-glucopyranosyl trichloroacetimidate, 98%(N);2,3,4,6-Tetra-O-acetyl-β-D-galactopyranosyl 2,2,2-trichloroacetimidate
CBNumber:
CB82129741
Molecular Formula:
C16H20Cl3NO10
Molecular Weight:
492.69
MDL Number:
MFCD11112189
MOL File:
92052-29-4.mol
MSDS File:
SDS
Last updated:2025-07-24 18:13:50

2,3,4,6-Tetra-O-acetyl-beta-D-glucopyranosyl 2,2,2-Trichloroacetimidate Properties

Melting point 154.0 to 160.0 °C
Boiling point 463.3±55.0 °C(Predicted)
Density 1.55±0.1 g/cm3(Predicted)
storage temp. Sealed in dry,Store in freezer, under -20°C
form powder to crystal
pka 1.39±0.70(Predicted)
color White to Almost white
InChI InChI=1/C16H20Cl3NO10/c1-6(21)25-5-10-11(26-7(2)22)12(27-8(3)23)13(28-9(4)24)14(29-10)30-15(20)16(17,18)19/h10-14,20H,5H2,1-4H3/t10-,11-,12+,13-,14+/s3
InChIKey IBUZGVQIKARDAF-SZYILJKCNA-N
SMILES C(Cl)(C(=N)O[C@@H]1O[C@@H]([C@H]([C@H](OC(C)=O)[C@H]1OC(=O)C)OC(C)=O)COC(C)=O)(Cl)Cl |&1:5,7,8,9,14,r|

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P280-P261-P271
HS Code  2940000080

2,3,4,6-Tetra-O-acetyl-beta-D-glucopyranosyl 2,2,2-Trichloroacetimidate price More Price(29)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TCI Chemical T2491 2,3,4,6-Tetra-O-acetyl-β-D-glucopyranosyl 2,2,2-Trichloroacetimidate >98.0%(N) 92052-29-4 1g $98 2025-07-31 Buy
TCI Chemical T2491 2,3,4,6-Tetra-O-acetyl-β-D-glucopyranosyl 2,2,2-Trichloroacetimidate >98.0%(N) 92052-29-4 5g $294 2025-07-31 Buy
TRC T283923 2,3,4,6-Tetra-O-acetyl-b-D-glucopyranosylTrichloroacetimidate 92052-29-4 50mg $60 2021-12-16 Buy
Usbiological 294964 2,3,4,6-Tetra-O-acetyl-b-D-glucopyranosyl trichloroacetimidate 92052-29-4 1g $496 2021-12-16 Buy
Biosynth Carbosynth MT10320 2,3,4,6-Tetra-O-acetyl-b-D-glucopyranosyl trichloroacetimidate 92052-29-4 5G $575 2021-12-16 Buy
Product number Packaging Price Buy
T2491 1g $98 Buy
T2491 5g $294 Buy
T283923 50mg $60 Buy
294964 1g $496 Buy
MT10320 5G $575 Buy

2,3,4,6-Tetra-O-acetyl-beta-D-glucopyranosyl 2,2,2-Trichloroacetimidate Chemical Properties,Uses,Production

Uses

2,3,4,6-Tetra-O-acetyl-β-D-glucopyranosyl trichloroacetimidate, 98%(N) (2,3,4,6-Tetra-O-acetyl-&beta) can be used in glycobiology research.

Synthesis

2,3,4,6-TETRA-O-ACETYL-BETA-D-GLUCOPYRANOSE

3947-62-4

Trichloroacetonitrile

545-06-2

2,3,4,6-TETRA-O-ACETYL-ALPHA-D-GLUCOPYRANOSYL TRICHLOROACETIMIDATE

74808-10-9

1. (2R,3R,4S,5R,6R)-2-(Acetoxymethyl)-6-hydroxytetrahydro-2H-pyran-3,4,5-triyl triacetate (5 g, 12.8 mmol) was dissolved in DMF (60 mL) and hydrazine acetate (1.3 g, 14.1 mmol) was added. The reaction mixture was stirred at room temperature overnight and subsequently concentrated to dryness under reduced pressure. The residue was dissolved with EtOAc (200 mL) and washed sequentially with saturated aqueous NaHCO3 and deionized water. The organic phase was dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure. Purification by silica gel column chromatography (eluent: hexane-EtOAc, 1:1, v/v) afforded a white solid product (4.27 g, 96% yield). 2. The above product (2.1 g, 6.03 mmol), trichloroacetonitrile (12.1 mL, 121 mmol) and DCM (40 mL) were mixed and cooled to 0 °C. Cs2CO3 (1.96 g, 6.03 mmol) was added and stirred at room temperature for 1 hour. The reaction mixture was concentrated under reduced pressure and purified by silica gel column chromatography (eluent: hexane-EtOAc, 2:1, v/v) to give white solid sialyl ester (2.85 g, 96% yield). 3. The sialyl ester (0.88 g, 1.62 mmol), acceptor (0.73 g, 1.1 mmol), molecular sieve MS-4A and DCM (40 mL) were mixed and stirred at room temperature for 30 min. After cooling to -70 °C, TfOH (29 μL, 0.32 mmol) was added. The reaction mixture was stirred at -70 to -20 °C for 1 h and quenched with Et3N (0.05 mL). The mixture was diluted with DCM (200 mL), washed sequentially with saturated aqueous NaHCO3 and deionized water, the organic phase was dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure. Purification by silica gel column chromatography (eluent: hexane-EtOAc, 3:2, v/v) gave a white solid disaccharide product (1.05 g, 95% yield). The 1H-NMR (500 MHz, CDCl3) and 13C-NMR (75 MHz, CDCl3) data were consistent with the structure of the target compound.

References

[1] Organic and Biomolecular Chemistry, 2017, vol. 15, # 26, p. 5602 - 5608
[2] Tetrahedron Letters, 2005, vol. 46, # 14, p. 2445 - 2448
[3] Patent: WO2012/135049, 2012, A1. Location in patent: Page/Page column 58-59
[4] Chemistry - An Asian Journal, 2014, vol. 9, # 7, p. 1786 - 1796
[5] Chinese Chemical Letters, 2016, vol. 27, # 12, p. 1740 - 1744

2,3,4,6-Tetra-O-acetyl-beta-D-glucopyranosyl 2,2,2-Trichloroacetimidate Preparation Products And Raw materials

2,3,4,6-Tetra-O-acetyl-beta-D-glucopyranosyl 2,2,2-Trichloroacetimidate Suppliers

Global( 97)Suppliers
Supplier Tel Email Country ProdList Advantage
ATK CHEMICAL COMPANY LIMITED 		+undefined-21-51877795 ivan@atkchemical.com China 33024 60
Jinan Carbotang Biotech Co.,Ltd. 		+8615866703830 figo.gao@foxmail.com China 8497 58
BOC Sciences 		+1-631-485-4226 inquiry@bocsci.com United States 19552 58
TopScience Biochemical 		00852-68527855 info@itopbiochem.com China Hong Kong 902 58
career henan chemical co 		+86-0371-86658258 +8613203830695 factory@coreychem.com China 29804 58
Wuhan Fortuna Chemical Co., Ltd 		+86-027-59207850 +86-13986145403; info@fortunachem.com China 5949 58
Dayang Chem (Hangzhou) Co.,Ltd. 		+86-0571-88938639 +8617705817739 info@dycnchem.com China 52846 58
Wuhu Nuowei chemistry Co., Ltd. 		+86-0553-2911116-802 +86-18055311600 sales1@nuowei-chem.com China 1627 58
LEAPCHEM CO., LTD. 		+86-852-30606658 market18@leapchem.com China 43340 58
Aladdin Scientific 		tp@aladdinsci.com United States 57505 58

View Lastest Price from 2,3,4,6-Tetra-O-acetyl-beta-D-glucopyranosyl 2,2,2-Trichloroacetimidate manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
2,3,4,6-Tetra-O-acetyl-beta-D-glucopyranosyl 2,2,2-Trichloroacetimidate pictures 2025-08-12 2,3,4,6-Tetra-O-acetyl-beta-D-glucopyranosyl 2,2,2-Trichloroacetimidate
92052-29-4
 US $0.00 / G 1G 98%min 30kg/month WUHAN FORTUNA CHEMICAL CO., LTD
2,3,4,6-Tetra-O-acetyl-beta-D-glucopyranosyl 2,2,2-Trichloroacetimidate pictures 2019-12-23 2,3,4,6-Tetra-O-acetyl-beta-D-glucopyranosyl 2,2,2-Trichloroacetimidate
92052-29-4
 US $1.00 / KG 1KG 97%-99.9% 100kg Career Henan Chemical Co
2,3,4,6-Tetra-O-acetyl-beta-D-glucopyranosyl 2,2,2-Trichloroacetimidate 2,3,4,6-Tetra-O-acetyl-b-D-glucopyranosyl trichloroacetimidate 2,3,4,6-Tetra-O-acetyl-1-O-trichloroacetimidoyl-beta-D-glucopyranoside min. 99% 2,3,4,6-Tetra-O-acetyl-beta-D-glucopyranosyl trichloroacetimidate -D-glucopyranosyl 2,2,2-Trichloroacetimidate 2,3,4,6-Tetra-O-acetyl-&beta 2,3,4,6-Tetra-O-acetyl-1-O-trichloroacetimidoyl-β-D-glucopyranoside 2,3,4,6-Tetra-O-acetyl-β-D-glucopyranosyl trichloroacetimidate 2,3,4,6-Tetra-O-acetyl-β-D-glucopyranosyl 2,2,2-Trichloroacetimidate [(2S,3R,4S,5S,6S)-3,4,5-triacetoxy-6-(2,2,2-trichloroethanimidoyl)oxy-tetrahydropyran-2-yl]methyl acetate [(2R,3R,4S,5R,6S)-3,4,5-triacetyloxy-6-(2,2,2-trichloroethanimidoyl)oxyoxan-2-yl]methyl acetate β-D-Glucopyranose, 2,3,4,6-tetraacetate 1-(2,2,2-trichloroethanimidate) (9CI, ACI) β-D-Glucopyranose, 2,3,4,6-tetraacetate 1-(2,2,2-trichloroethanimidate) 2,3,4,6-Tetra-O-acetyl-β-D-glucopyranosyl 2,2,2-Trichloroacetimidate, ≥ 98.0% (2R,3R,4S,5R,6S)-3,4,5-tris(acetyloxy)-6-[(2,2,2-trichloroethanimidoyl)oxy]oxan-2-yl]methyl acetate 2,3,4,6-Tetra-O-acetyl-β-D-glucopyranosyl trichloroacetimidate, 98%(N) 2,3,4,6-Tetra-O-acetyl-beta-D-glucopyranosyl 2,2,2-Trichloroacetimidate，97% 2,3,4,6-Tetra-O-acetyl-β-D-galactopyranosyl 2,2,2-trichloroacetimidate 2,3,4,6-Tetra-O-acetyl-1-O-trichloroacetimidoyl-beta-D-glucopyranoside 92052-29-4