alpha-D-Glucopyranosyl bromide, tetraacetate (HCID 101776)

名称と識別子

優先名称: alpha-D-Glucopyranosyl bromide, tetraacetate
IUPAC: [(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-bromooxan-2-yl]methyl acetate
現地名: 2,3,4,6-テトラ-O-アセチル-α-D-グルコピラノシルブロミド
英語名: 2,3,4,6-Tetra-O-acetyl-alpha-D-glucopyranosyl bromide
分子式: C14H19BrO9
分子量: 411.2

名称と別名

alpha-D-Glucopyranosyl bromide, tetraacetate.alpha.-D-Glucopyranosyl bromide, tetraacetateRefChem:555624572-09-82,3,4,6-Tetra-O-acetyl-alpha-D-glucopyranosyl bromideAcetobromglucoseacetobromoglucoseAcetobromo-alpha-D-glucoseC14H19BrO9MFCD000632542,3,4,6-Tetra-O-acetyl-|A-D-glucopyranosyl bromide[(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-bromooxan-2-yl]methyl acetate

名称をさらに表示

2,3,4,6-テトラ-O-アセチル-α-D-グルコピラノシルブロミド1-ブロモ-2-O,3-O,4-O,6-O-テトラアセチル-1-デオキシ-α-D-グルコピラノース2-O,3-O,4-O,6-O-テトラアセチル-α-D-グルコピラノシルブロミド1-ブロモ-1-デオキシ-2-O,3-O,4-O,6-O-テトラアセチル-α-D-グルコピラノース1-ブロモ-1-デオキシ-α-D-グルコピラノース2,3,4,6-テトラアセタート1-ブロモ-1-デオキシ-α-D-gluco-ヘキソピラノーステトラアセタート1-ブロモ-1-デオキシ-α-D-グルコピラノーステトラアセタートアセトブロモグルコース1-デオキシ-1-ブロモ-2-O,3-O,4-O,6-O-テトラアセチル-α-D-グルコピラノース1-ブロモ-1-デオキシ-α-D-グルコピラノース2-O,3-O,4-O,6-O-テトラアセタート2-O,3-O,4-O,6-O-テトラアセチル-1-ブロモ-1-デオキシ-α-D-グルコピラノース1-デオキシ-1-ブロモ-α-D-グルコピラノース2,3,4,6-テトラアセタート2,3,4,6‐テトラ‐O‐アセチル‐Α‐D‐グルコピラノシルブロミド1-ブロモ-2,3,4,6-テトラ-O-アセチル-Α-D-グルコピラノース2,3,4,6-テトラ-O-アセチル-Α-D-グルコピラノシル=ブロミドBROMO 2,3,4,6-TETRA-O-ACETYL-Α-D-GLUCOPYRANOSIDE (〜 5% CACO3 AS STABILIZER)アセトブロモ-Α-D-グルコース2,3,4,6-tetra-o-acetyl-α-d-glucopyranosyl bromide2,3,4,6-Tetra-O-acetyl-α-D-glucopyranosyl Bromideacetobromo-a-d-glucoseAcetobromo-α-D-glucoseA-D-GLUCOPYRANOSYL BROMIDEALPHA-ACETOBROMO-D-GLUCOSETETRA-O-ACETYL-A-D-GLUCOPYRANOSYL BROMIDE

Acetobromo-|A-D-glucose[(2R,3R,4S,5R,6R)-3,4,5-tris(acetyloxy)-6-bromooxan-2-yl]methyl acetateETH4010665a-acetobromglucose(2R,3R,4S,5R,6R)-2-(Acetoxymethyl)-6-bromotetrahydro-2H-pyran-3,4,5-triyl triacetateBromo 2,3,4,6-Tetra-O-acetyl-alpha-D-glucopyranosideAcetobromo glucoseBromo 2,3,4,6-Tetra-O-acetyl-Alpha-D-glucopyranoside (~ 5% CaCO3 as stabilizer)

データベース識別子

CAS: 572-09-8
PubChem CID: 101776
DTXSID: DTXSID001031860
UNII: ETH4010665
EC Number: 209-339-0
Nikkaji: J6.538B

物性

構造計算による物性

XLogP: 1.5
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: 24
形式電荷: 0
複雑度: 506

実験および物理化学的性質

SpringerMaterials PropertiesNuclear quadrupole resonance spectroscopy

物理化学的性質

融点: 86 · 86-89 °C
比旋光度: 194.5 · 194.5 º (c=2,chloroform)
沸点: 0.125 · 0.125-30 °C(Press: 0.0005 Torr)
比重(密度): 1.49 · 1.49±0.1 g/cm3(Predicted)
貯蔵温度: 20 °C · −20°C
溶解性: Acetontrile (Very Slightly), Chloroform (Slightly), Methanol (Slightly)
外見: 粉
色: 白からベージュ
由来生物: synthetic (organic)
水溶解度: 分解する
Merck: 14 · 14,60
BRN: 96669 · 96669
安定性: 安定。可燃性。強力な酸化剤とは相容れない。
InChI: 1S/C14H19BrO9/c1-6(16)20-5-10-11(21-7(2)17)12(22-8(3)18)13(14(15)24-10)23-9(4)19/h10-14H,5H2,1-4H3/t10-,11-,12+,13-,14+/m1/s1
InChIKey: CYAYKKUWALRRPA-RGDJUOJXSA-N
SMILES: CC(=O)OC[C@H]1O[C@H](Br)[C@H](OC(C)=O)[C@@H](OC(C)=O)[C@@H]1OC(C)=O
CAS データベース: 572 · 572-09-8(CAS DataBase Reference)

化学的性質

化学的特性White Fluffy Solid

安全と法規制

GHS分類

GHS Classification · 5 件

This chemical does not meet GHS hazard criteria for 86.4% (19 of 22) of all reports.

Warning

H315 (13.6%): Causes skin irritation [Warning Skin corrosion/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 22 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危険有害性情報

Regulatory Information.alpha.-D-Glucopyranosyl bromide, tetraacetate: Does not have an individual approval but may be used under an appropriate group standard

Hazard Classes and CategoriesSkin Irrit. 2 (13.6%)

安全データ

F: 8-10-21
wgk: -
hs_code: 29329985
risk_code: 36/37/38
hazard_code: Xi
safety_code: 24/25-36-26
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2STOT SE 3
ストレージクラス: 11 - Combustible Solids

化学と産業

応用分野

使用An Intermediate in synthesis of ∫-glucosides

調製方法 · 1 件

純化方法If nicely crystalline, recrystallise it from Et2O/pentane or pet ether (b 40-60o). Alternatively dissolve it in diisopropyl ether (dried over CaCl2 for 24hours, then over P2O5 for 24hours) by shaking and warming (for as short a period as possible), and filter warm. Cool to ca 45o, then slowly to room temperature and finally at 5o for more than 2hours. Collect the solid, wash it with cold dry diisopropyl ether and dry it in a vacuum over Ca(OH)2 and NaOH. Store it dry in a desiccator in the dark. Solutions can be stabilised with 2% CaCO3. [Redemann & Niemann Org Synth 65 236 1987, Coll Vol III 11 1955, Beilstein 17/6 V 368.]