CAS 74808-10-9 alpha-D-Glucopyranose, 2,3,4,6-tetraacetate 1-(2,2,2-trichloroethanimidate) (HCID 10896298)

基本情報

CAS: 74808-10-9
標準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
分子式: C16H20Cl3NO10
平均分子量: 492.7 g/mol
単同位体質量: 491.01527888

名称と識別子

優先名称: 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
英語名: 2,3,4,6-Tetra-O-acetyl-alpha-D-glucopyranosyl trichloroacetimidate
分子式: C16H20Cl3NO10
分子量: 492.68

名称と別名

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

名称をさらに表示

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 -glucopyranoside

物性

構造計算による物性

XLogP: 2.6
極性表面積: 148 Å²
水素結合供与体数: 1
水素結合受容体数: 11
回転可能結合数: 11
重原子数: 30
形式電荷: 0
複雑度: 695

物理化学的性質

融点: 66 · 66-68 °C
沸点: 463.3 · 463.3±55.0 °C(Predicted)
比重(密度): 1.55 · 1.55±0.1 g/cm3(Predicted)
貯蔵温度: -20 °C · Hygroscopic, -20°C Freezer, Under Inert Atmosphere
溶解性: Chloroform (Slightly), Dichloromethane (Slightly), DMSO (Slightly), Ethyl Acetate
外見: Gel to Sticky Solid
酸解離定数(Pka): 1.39 · 1.39±0.70(Predicted)
色: Colourless to Light Yellow
安定性: 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|

化学的性質

化学的特性Pale Yellow Low Melting Solid

化学と産業

応用分野

使用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).