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

CAS: 74808-10-9

Ref. TR-T281450

Product Information

• Name: 2,3,4,6-Tetra-O-acetyl-a-D-glucopyranosyl Trichloroacetimidate
• Synonyms: [(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-Alpha-D-Glucopyranosyl Trichloroacetimidate, 2,3,4,6-Tetra-O-acetyl-a-D-glucopyranosyltrichloroacetimidate, 2,3,4,6-Tetra-O-acetyl-α-<span class="text-smallcaps">D</span>-glucopyranosyl trichloroacetimidate, Tetra-O-acetyl-α-<span class="text-smallcaps">D</span>-glucose trichloroacetimidate, α-<span class="text-smallcaps">D</span>-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-α-D-glucopyranosyl trichloroacetimidate, Tetra-O-acetyl-α-D-glucose trichloroacetimidate

Description

Stability Hygroscopic, Water Sensitive
Applications 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).
References Dong, H., et al.: Carbohydrate Research, 499, 108200 (2021)

• Brand: TRC

Chemical properties

• Molecular weight: 492.69
• Formula: C₁₆H₂₀Cl₃NO₁₀
• Color/Form: Neat
• InChI: InChI=1S/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-/m1/s1
• InChI key: InChIKey=IBUZGVQIKARDAF-RKQHYHRCSA-N
• 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