1,2,3,5-Tetraacetyl-beta-D-ribofuranose (HCID 83064)

名称と識別子

優先名称: 1,2,3,5-Tetraacetyl-beta-D-ribofuranose
IUPAC: [(2R,3R,4R,5S)-3,4,5-triacetyloxyoxolan-2-yl]methyl acetate
現地名: テトラ-O-アセチル-β-D-リボフラノース
英語名: beta-D-Ribofuranose 1,2,3,5-tetraacetate
分子式: C13H18O9
分子量: 318.28

名称と別名

1,2,3,5-Tetraacetyl-beta-D-ribofuranoseEINECS 235-898-5beta-D-Ribofuranose, tetraacetateNSC 18738beta-D-Ribofuranose, 1,2,3,5-tetraacetateRefChem:410632235-898-513035-61-5beta-D-Ribofuranose 1,2,3,5-tetraacetate1,2,3,5-tetra-O-Acetyl-beta-D-ribofuranoseTetra-O-acetyl-beta-D-ribofuranoseMFCD00005358

名称をさらに表示

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1，2，3，5テトラ酢酸 βD-リボフラノス1，2，3，5-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1,2,3,5-四酢酸Β-D-リボフラノース[(2R,3R,4R,5S)-3,4,5-トリス(アセチルオキシ)オキソラン-2-イル]メチルアセタートTETRAACETYLRIBOFURANOSEbeta-D-Ribofuranose1,2,3,5-Tetraacetate1,2,3,5-Tetra-O-acetyl-β-D-ribofuranose1,2,3,5-tera-O-acetyl-beta-D-ribofuranoseBETA-D-RIBOFURANOSE 1,2,3,5-TETRA-O-ACETATE

(2S,3R,4R,5R)-5-(acetoxymethyl)tetrahydrofuran-2,3,4-triyl triacetate1,2,3,5-Tetraacetyl-.-d-ribofuranoseDTXSID9057632[(2R,3R,4R,5S)-3,4,5-triacetyloxyoxolan-2-yl]methyl acetate[(2R,3R,4R,5S)-3,4,5-triacetoxytetrahydrofuran-2-yl]methyl acetate1,2,3,5-Tetraacetyl-ss-D-ribofuranosebeta-d-ribofuranose-1,2,3,5-tetraacetate.beta.-D-Ribofuranose, tetraacetate

データベース識別子

CAS: 13035-61-5
PubChem CID: 83064
DTXSID: DTXSID9057632
ChEMBL: CHEMBL3183254
UNII: LVQ7CQ9SBR
EC Number: 235-898-5
Nikkaji: J259C

物性

構造計算による物性

XLogP: 0.7
極性表面積: 114 Å²
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

物理化学的性質

融点: 81 · 81-83 °C(lit.)
比旋光度: -15.4 · -15.4 º (c=7, MeOH)
沸点: 417.45 °C · 417.45°C (rough estimate)
比重(密度): 1.4171 · 1.4171 (rough estimate)
屈折率: -14.5 ° · -14.5 ° (C=5, MeOH)
貯蔵温度: Inert atmosphere,Room Temperature
溶解性: クロロホルム（少量）、メタノール（少量）
外見: 結晶性粉末
色: 白～ほぼ白
BRN: 94078 · 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 · 13035-61-5(CAS DataBase Reference)

化学的性質

化学的特性beta-D-Ribofuranose 1,2,3,5-tetraacetate is white to almost white crystalline powder

安全と法規制

GHS分類

GHS Classification · 6 件

This chemical does not meet GHS hazard criteria for 72.7% (8 of 11) of all reports.

Warning

H315 (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 exposure; Respiratory 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.

危険有害性情報

Regulatory InformationStatus: Active Update: 18-12-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/26235

Hazard Classes and CategoriesSkin Irrit. 2 (27.3%)；Eye Irrit. 2 (27.3%)；STOT SE 3 (27.3%)

法規制情報

Regulatory InformationStatus: Active Update: 18-12-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/26235

安全データ

wgk: 3
hs_code: 29400090
risk_code: 36/37/38
hazard_code: Xi
safety_code: 22-24/25-36-26
ストレージクラス: 11 - Combustible Solids

化学と産業

応用分野 · 2 件

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.