テトラ-O-アセチル-β-D-リボフラノース
テトラ-O-アセチル-β-D-リボフラノース · β-D-リボフラノーステトラアセタート · 酢酸2-O,3-O,5-O-トリアセチル-β-D-リボフラノシル · 1-O,2-O,3-O,5-O-テトラアセチル-β-D-リボフラノース · 1-O,2-O,3-O,5-O-テトラアセチルβ-D-リボフラノース · β-D-リボフラノース-1,2,3,5-テトラアセタート · β-D-リボフラノース1,2,3,5-テトラアセタート · アセチル2-O,3-O,5-O-トリアセチル-β-D-リボフラノシド
識別子と物理属性
| CAS No. | 13035-61-5 |
|---|---|
| 分子式 | C13H18O9 |
| 平均分子量 | 318.28 g/mol |
| 単同位体質量 | 318.09508215 g/mol |
| SMILES | CC(=O)OC[C@H]1O[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@@H]1OC(C)=O |
| InChIKey | IHNHAHWGVLXCCI-FDYHWXHSSA-N |
| PubChem CID | 83064 |
| ChEMBL | CHEMBL3183254 |
| EC No. | 235-898-5 |
| DTXSID | DTXSID9057632 |
| 現地名 | テトラ-O-アセチル-β-D-リボフラノース |
化学・物理的性質
| XLogP | 0.7 |
|---|---|
| 極性表面積 | 114 |
| 水素結合供与体数 | 0 |
| 水素結合受容体数 | 9 |
| 回転可能結合数 | 9 |
| 重原子数 | 22 |
| 形式電荷 | 0 |
| 複雑度 | 458 |
| 融点 | 81-83 °C(lit.) |
| 比旋光度 | -15.4 º (c=7, MeOH) |
| 沸点 | 417.45°C (rough estimate) |
| 密度 | 1.4171 (rough estimate) |
| 屈折率 | -14.5 ° (C=5, MeOH) |
| 貯蔵条件 | Inert atmosphere,Room Temperature |
| 溶解度 | クロロホルム（少量）、メタノール（少量） |
| 外観・状態 | 結晶性粉末 |
| 色 | 白～ほぼ白 |
| BRN | 94078 |
| InChI | InChI=1/C13H18O9/c1-6(14)18-5-10-11(19-7(2)15)12(20-8(3)16)13(22-10)21-9(4)17/h10-13H,5H2,1-4H3/t10-,11-,12-,13-/s3 |
| InChIKey | TTXVPMATRDJQIA-BKUVIOGVSA-N |
| SMILES | [C@@H]1(OC(=O)C)[C@@H](COC(=O)C)O[C@@H](OC(=O)C)[C@@H]1OC(=O)C |&1:0,5,12,17,r| |
| CAS データベース | 13035-61-5(CAS DataBase Reference) |
化学的特性
beta-D-Ribofuranose 1,2,3,5-tetraacetate is white to almost white crystalline powder
安全性と法規制
| GHS 分類 | This chemical does not meet GHS hazard criteria for 72.7% (8 of 11) of all reports.WarningH315 (27.3%): Causes skin irritation [Warning Skin corrosion/irritation]H319 (27.3%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]H335 (27.3%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposureRespiratory tract irritation]P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 11 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.Reported as not meeting GHS hazard criteria per 8 of 11 reports by companies.There are 3 notifications provided by 3 of 11 reports by companies with hazard statement code(s).Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website. |
|---|---|
| 規制情報 | Status: Active Update: 18-12-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/26235 |
| Hazard Classes and Categories | Skin Irrit. 2 (27.3%)Eye Irrit. 2 (27.3%)STOT SE 3 (27.3%) |
| 水環境危害等級（WGK） | 3 |
| 税関コード | 29400090 |
| 危険文句（R） | 36/37/38 |
| 危険表示 | Xi |
| 安全措置（S） | 22-24/25-36-26 |
| 貯蔵分類 | 11 - Combustible Solids |
用途
説明
beta-D-Ribofuranose 1,2,3,5-tetraacetate is an acetylated derivative of ribose extensively used in carbohydrate research and synthetic chemistry. This compound features acetyl groups protecting the hydroxyl functionalities at positions 1, 2, 3, and 5 of the ribofuranose ring, which enhances its stability and solubility in organic solvents. β-D-Ribofuranose 1,2,3,5-tetraacetate is a crucial intermediate in synthesising nucleosides, nucleotides, and other complex carbohydrates. In research, it is utilized to study glycosylation mechanisms, focusing on the formation and stereochemistry of glycosidic bonds.
使用
beta-D-Ribofuranose 1,2,3,5-tetraacetate is used in the synthesis of 3-(β-D-ribofuranosyl)-2,3-dihydro-6H-1,3-oxazine-2,6-dione, a new pyrimidine nucleoside analog related to uridine.