alpha-D-Glucopyranose, 2,3,4,6-tetraacetate 1-(2,2,2-trichloroethanimidate)

HCID 10896298

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Grundinformationen

CAS: 74808-10-9
Standard-SMILES: CC(=O)OC[C@H]1O[C@H](OC(=N)C(Cl)(Cl)Cl)[C@H](OC(C)=O)[C@@H](OC(C)=O)[C@@H]1OC(C)=O
InChIKey: IBUZGVQIKARDAF-RKQHYHRCSA-N
Summenformel: C16H20Cl3NO10
Durchschnittliche Molmasse: 492,7 g/mol
Monoisotopische Masse: 491,01527888

Namen und Bezeichner

Bevorzugter Name: alpha-D-Glucopyranose, 2,3,4,6-tetraacetate 1-(2,2,2-trichloroethanimidate)
IUPAC: [(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(2,2,2-trichloroethanimidoyl)oxyoxan-2-yl]methyl acetate
Englischer Name: 2,3,4,6-Tetra-O-acetyl-alpha-D-glucopyranosyl trichloroacetimidate
Summenformel: C16H20Cl3NO10
Molmasse: 492.68

Namen und Synonyme

74808-10-9alpha-D-Glucopyranose, 2,3,4,6-tetraacetate 1-(2,2,2-trichloroethanimidate)RefChem:10764812,3,4,6-Tetra-O-acetyl-alpha-D-glucopyranosyl Trichloroacetimidate2,3,4,6-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(2R,3R,4S,5R,6R)-2-(acetoxymethyl)-6-(2,2,2-trichloro-1-iminoethoxy)tetrahydro-2H-pyran-3,4,5-triyl triacetateC16H20Cl3NO10MFCD098700302,3,4,6-tetra-O-acetyl-1-O-(2,2,2-trichloroethanimidoyl)-alpha-D-glucopyranose2,3,4,6-Tetra-O-acetyl-|A-D-glucopyranosyl TrichloroacetimidateMFCD07369653

Weitere Namen anzeigen

2,3,4,6-TETRA-O-ACETYL-ALPHA-D-GLUCOPYRANOSYL TRICHLOROACETIMIDIATEO-(2,3,4,6-TETRA-O-ACETYL-ALPHA-D-GLUCOPYRANOSYL)-TRICHLORACETIMIDATEα-D-Glucopyranose 2,3,4,6-Tetraacetate 1-(2,2,2-TrichloroethaniMidate)α-D-Glucopyranose, 2,3,4,6-tetraacetate 1-(2,2,2-trichloroethanimidate)2,3,4,6-Tetra-O-acetyl-1-(2,2,2-trichloroethanimidate)-α- D -glucopyranoside2,3,4,6-Tetra-O-acetyl-α-D-glucopyranosyl Trichloroacetimidateoroacetimidatealpha-?D-?Glucopyranose, 2,?3,?4,?6-?tetraacetate 1-?(2,?2,?2-?trichloroethanimidat?e)(2R,3R,4S,5R,6R)-3,4,5-tris(acetyloxy)-6-[(2,2,2-trichloroethanimidoyl)oxy]oxan-2-yl]methyl acetate

IBUZGVQIKARDAF-RKQHYHRCSA-NSCHEMBL4178272,3,4,6-Tetra-O-acetyl-?-D-glucopyranosyl Trichloroacetimidateorb2944113DTXSID60447497GEO-04520TCL-00045AKOS027326500

Datenbank-Bezeichner

CAS: 74808-10-9
PubChem CID: 10896298
DTXSID: DTXSID60447497
Nikkaji: J741.882E

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 2,6
Polarare Oberfläche (TPSA): 148 Å²
H-Brücken-Donoren: 1
H-Brücken-Akzeptoren: 11
Frei drehbare Bindungen: 11
Schwere Atome: 30
Formalladung: 0
Komplexität: 695

Physikochemische Eigenschaften

Schmelzpunkt: 66 · 66-68 °C
Siedepunkt: 463.3 · 463.3±55.0 °C(Predicted)
Dichte: 1.55 · 1.55±0.1 g/cm3(Predicted)
storage temp.: -20 °C · Hygroscopic, -20°C Freezer, Under Inert Atmosphere
Löslichkeit: Chloroform (Slightly), Dichloromethane (Slightly), DMSO (Slightly), Ethyl Acetate
Aggregatzustand: Gel to Sticky Solid
pka: 1.39 · 1.39±0.70(Predicted)
Farbe: Colourless to Light Yellow
Stabilität: Hygroscopic, Moisture Sensitive
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-JOAVLQHANA-N
SMILES: O([C@H]1[C@@H]([C@@H](COC(=O)C)O[C@H](OC(=N)C(Cl)(Cl)Cl)[C@@H]1OC(=O)C)OC(=O)C)C(=O)C |&1:1,2,3,10,18,r|

Chemie und Industrie

Anwendungen

Verwenden2,3,4,6-Tetra-O-acetyl-α-D-glucopyranosyl Trichloroacetimidate is a useful reagent for the synthesis of natural glycosides (Isosyringinoside and glucopyranosyL-glucopyranosyl-hydroxy phenylethanol I).