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

Base Information

Chemical Name:2,3,4,6-Tetra-O-acetyl-alpha-D-glucopyranosyl Trichloroacetimidate
CAS No.:74808-10-9
Molecular Formula:C16H20 Cl3 N O10
Molecular Weight:492.695
Hs Code.:
DSSTox Substance ID:DTXSID60447497
Nikkaji Number:J741.882E
Wikidata:Q82266378
Mol file:74808-10-9.mol

Synonyms:74808-10-9;2,3,4,6-Tetra-O-acetyl-alpha-D-glucopyranosyl Trichloroacetimidate;2,3,4,6-tetra-o-acetyl-a-d-glucopyranosyl trichloroacetimidate;[(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(2,2,2-trichloroethanimidoyl)oxyoxan-2-yl]methyl acetate;2,3,4,6-tetra-O-acetyl-1-O-(2,2,2-trichloroethanimidoyl)-alpha-D-glucopyranose;2,3,4,6-Tetra-O-acetyl--D-glucopyranosyl TrichloroacetiMidate;SCHEMBL417827;DTXSID60447497;(2R,3R,4S,5R,6R)-2-(acetoxymethyl)-6-(2,2,2-trichloro-1-iminoethoxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate;GEO-04520;AKOS027326500;Tetra-O-acetyl--D-glucose trichloroacetimidate;2,3,4,6-Tetra-O-acetyl-a-D-glucopyranosyltrichloroacetimidate;2,3,4,6-Tetra-O-acetyl-?-D-glucopyranosyl Trichloroacetimidate;2,3,4,6-Tetra-O-acetyl- alpha -D-glucopyranosyl Trichloroacetimidate;2,3,4,6-tetra-O-acetyl-1-O-trichloroaceto-imidoyl-alpha-D-glucopyranose;2,3,4,6-tetra-O-acetyl-1-O-trichloroacetoimidoyl-alpha-D-glucopyranose;alpha-D-Glucopyranose 1-(2,2,2-trichloroacetimidate)2,3,4,6-tetraacetate;alpha-D-Glucopyranose 2,3,4,6-Tetraacetate 1-(2,2,2-Trichloroethanimidate)

Suppliers and Price of 2,3,4,6-Tetra-O-acetyl-alpha-D-glucopyranosyl Trichloroacetimidate

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

TRC
2,3,4,6-Tetra-O-acetyl-α-D-glucopyranosylTrichloroacetimidate
500mg
$ 720.00

Medical Isotopes, Inc.
2-3-4-6-Tetra-O-acetyl-α-D-glucopyranosyltrichloroacetimidate
250 mg
$ 825.00

Medical Isotopes, Inc.
2-3-4-6-Tetra-O-acetyl-α-D-glucopyranosyltrichloroacetimidate
50 mg
$ 400.00

Biosynth Carbosynth
2,3,4,6-Tetra-O-acetyl-a-D-glucopyranosyl trichloroacetimidate
100 mg
$ 185.00

Biosynth Carbosynth
2,3,4,6-Tetra-O-acetyl-a-D-glucopyranosyl trichloroacetimidate
50 mg
$ 100.00

Biosynth Carbosynth
2,3,4,6-Tetra-O-acetyl-a-D-glucopyranosyl trichloroacetimidate
25 mg
$ 60.00

Biosynth Carbosynth
2,3,4,6-Tetra-O-acetyl-a-D-glucopyranosyl trichloroacetimidate
500 mg
$ 725.00

Biosynth Carbosynth
2,3,4,6-Tetra-O-acetyl-a-D-glucopyranosyl trichloroacetimidate
250 mg
$ 425.00

American Custom Chemicals Corporation
2,3,4,6-TETRA-O-ACETYL-A-D-GLUCOPYRANOSYL TRICHLOROACETIMIDATE 95.00%
1G
$ 1593.90

American Custom Chemicals Corporation
2,3,4,6-TETRA-O-ACETYL-A-D-GLUCOPYRANOSYL TRICHLOROACETIMIDATE 95.00%
100MG
$ 704.55

Total 21 raw suppliers

Chemical Property of 2,3,4,6-Tetra-O-acetyl-alpha-D-glucopyranosyl Trichloroacetimidate

Chemical Property:

Melting Point:66-68 °C
Boiling Point:463.3±55.0 °C(Predicted)
PKA:1.39±0.70(Predicted)
PSA：147.51000
Density:1.55±0.1 g/cm3(Predicted)
LogP:1.53330
Storage Temp.:Hygroscopic, -20°C Freezer, Under Inert Atmosphere
XLogP3:2.6
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:11
Rotatable Bond Count:11
Exact Mass:491.015279
Heavy Atom Count:30
Complexity:695

Purity/Quality:

97% ^*data from raw suppliers

2,3,4,6-Tetra-O-acetyl-α-D-glucopyranosylTrichloroacetimidate ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC(=O)OCC1C(C(C(C(O1)OC(=N)C(Cl)(Cl)Cl)OC(=O)C)OC(=O)C)OC(=O)C
Isomeric SMILES:CC(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)OC(=N)C(Cl)(Cl)Cl)OC(=O)C)OC(=O)C)OC(=O)C
Uses 2,3,4,6-Tetra-O-acetyl-α-D-glucopyranosyl Trichloroacetimidate is a useful reagent for the synthesis of natural glycosides (Isosyringinoside and glucopyranosyL-?glucopyranosyl-?hydroxy phenylethanol I).

Technology Process of 2,3,4,6-Tetra-O-acetyl-alpha-D-glucopyranosyl Trichloroacetimidate

There total 57 articles about 2,3,4,6-Tetra-O-acetyl-alpha-D-glucopyranosyl Trichloroacetimidate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

: 3947-62-4,6207-76-7,10343-06-3,19235-21-3,22554-70-7,22860-22-6,57884-82-9,62057-79-8,70191-05-8,109525-54-4,140147-37-1,47339-09-3
2,3,4,6-tetra-O-acetyl-α/β-D-galactopyranose

: 545-06-2
trichloroacetonitrile

: 74808-10-9,86520-63-0,87119-53-7,92052-29-4,121238-27-5,142831-80-9,127061-80-7
2,3,4,6-tetra-O-acetyl-D-galactopyranosyl trichloroacetimidate

Guidance literature:: With potassium carbonate; In dichloromethane; at 20 ℃; for 16h; Inert atmosphere;
DOI:10.1039/c7ob01388d

Reference yield: 96.0%

: 25878-60-8
D-galactose pentaacetate

: 545-06-2
trichloroacetonitrile

: 74808-10-9,86520-63-0,87119-53-7,92052-29-4,121238-27-5,142831-80-9,127061-80-7
2,3,4,6-tetra-O-acetyl-D-galactopyranosyl trichloroacetimidate

Guidance literature:: D-galactose pentaacetate; With benzylamine; In N,N-dimethyl-formamide; at 20 ℃;

trichloroacetonitrile; With potassium carbonate; In dichloromethane;
DOI:10.1021/acs.bioconjchem.8b00902