苯丙锡-6-(二甲基-叔-丁基甲硅烷基)-α-环糊精 | 118646-79-0

• 物质功能分类: 化学试剂 - 有机试剂 - 环糊精
• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 苯丙锡-6-(二甲基-叔-丁基甲硅烷基)-α-环糊精
• 英文名称: 6^A,6^B,6^C,6^D,6^E,6^F-Hexa-O-(tert-butyldimethylsiloxy)-α-cyclodextrin
• 英文别名: heksakis(6-O-tert-butyldimethylsilyl)-α-cyclodextrin；hexakis(6-O-tert-butyldimethylsilyl)-α-cyclodextrin；per[6-O-(tert-butyl)(dimethyl)silyl]-α-cyclodextrin；per-6-O-(tert-butyl)(dimethyl)silyl-α-cyclodextrin；hexa(6-O-tert-butyldimethylsilyl) α-cyclodextrin；hexakis(6-O-tert-butyldimethylsilyl)cyclomaltohexaose；(1S,3R,5R,6S,8R,10R,11S,13R,15R,16S,18R,20R,21S,23R,25R,26S,28R,30R,31R,32R,33R,34R,35R,36R,37R,38R,39R,40R,41R,42R)-5,10,15,20,25,30-hexakis[[tert-butyl(dimethyl)silyl]oxymethyl]-2,4,7,9,12,14,17,19,22,24,27,29-dodecaoxaheptacyclo[26.2.2.23,6.28,11.213,16.218,21.223,26]dotetracontane-31,32,33,34,35,36,37,38,39,40,41,42-dodecol
• CAS: 118646-79-0
• 化学式: C₇₂H₁₄₄O₃₀Si₆
• 分子量: 1658.43
• InChiKey: MKXWIWHMXDHHNW-SRFZEYBRSA-N

物化性质

• 熔点：
  320 °C
• 稳定性/保质期：

  遵照规定使用和储存，则不会分解。

计算性质

• 辛醇/水分配系数(LogP)：
  5.12
• 重原子数：
  108
• 可旋转键数：
  24
• 环数：
  22.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  409
• 氢给体数：
  12
• 氢受体数：
  30

安全信息

• 安全说明：
  S24/25
• 海关编码：
  29400000
• 储存条件：
  存放在阴凉干燥处即可。

SDS

Name:	Hexakis-6-(dimethyl-tert-butylsilyl)-6-deoxy-alpha-cyclodextrin Material Safety Data Sheet
Synonym:
CAS:	118646-79-0

Section 1 - Chemical Product MSDS Name:Hexakis-6-(dimethyl-tert-butylsilyl)-6-deoxy-alpha-cyclodextrin Material Safety Data Sheet
Synonym:

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
118646-79-0	Hexakis-6-(dimethyl-tert-butylsilyl)-6		unlisted

Hazard Symbols: None Listed.
Risk Phrases: None Listed.

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Not available.
Potential Health Effects
Eye:
May cause eye irritation.
Skin:
May cause skin irritation.
Ingestion:
May cause irritation of the digestive tract.
Inhalation:
May cause respiratory tract irritation.
Chronic:
Not available.

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Section 4 - FIRST AID MEASURES
Eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
Skin:
Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes.
Ingestion:
Get medical aid. Wash mouth out with water.
Inhalation:
Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
Notes to Physician:

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Section 5 - FIRE FIGHTING MEASURES
General Information:
As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear.
Extinguishing Media:
Use water spray, dry chemical, carbon dioxide, or chemical foam.

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Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Vacuum or sweep up material and place into a suitable disposal container.

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Section 7 - HANDLING and STORAGE
Handling:
Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes.
Storage:
Store in a cool, dry place. Store in a tightly closed container.

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 118646-79-0: Personal Protective Equipment Eyes: Not available.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to prevent skin exposure.
Respirators:
Follow the OSHA respirator regulations found in 29 CFR 1910.134 or European Standard EN 149. Use a NIOSH/MSHA or European Standard EN 149 approved respirator if exposure limits are exceeded or if irritation or other symptoms are experienced.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Solid
Color: Not available.
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 320 deg C
Autoignition Temperature: Not available.
Flash Point: Not available.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density:
Molecular Formula:
Molecular Weight: 1562.43

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Not available.
Conditions to Avoid:
Incompatible materials.
Incompatibilities with Other Materials:
Strong oxidizing agents.
Hazardous Decomposition Products:
Carbon monoxide, carbon dioxide, silicon dioxide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 118646-79-0 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
Hexakis-6-(dimethyl-tert-butylsilyl)-6-deoxy-alpha-cyclodextrin - Not listed by ACGIH, IARC, or NTP.

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Section 12 - ECOLOGICAL INFORMATION

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Section 13 - DISPOSAL CONSIDERATIONS
Dispose of in a manner consistent with federal, state, and local regulations.

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Section 14 - TRANSPORT INFORMATION

IATA
Not regulated as a hazardous material.
IMO
Not regulated as a hazardous material.
RID/ADR
Not regulated as a hazardous material.

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: Not available.
Risk Phrases:
Safety Phrases:
S 24/25 Avoid contact with skin and eyes.
WGK (Water Danger/Protection)
CAS# 118646-79-0: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 118646-79-0 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 118646-79-0 is not listed on the TSCA inventory.
It is for research and development use only.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  苯丙锡-6-(二甲基-叔-丁基甲硅烷基)-α-环糊精 生成 hexakis(6-O-tert-butyldimethylsilyl-2-O-methyl)cyclomaltohexaose
  参考文献：
  名称：

  TAKEO, KENICHI;MITOH, HISAYOSHI;UEMURA, KAZUHIKO, CARBOHYDR. RES., 187,(1989) N, C. 203-221

  摘要：

  DOI：
• 作为产物：
  描述：

  叔丁基二甲基氯硅烷 、 α-环糊精 在 吡啶 作用下， 以83%的产率得到苯丙锡-6-(二甲基-叔-丁基甲硅烷基)-α-环糊精
  参考文献：
  名称：

  合成的含6 - O-甲基葡萄糖的多糖（s MGP）：设计和合成

  摘要：

  与模拟的化学和生物特性的希望自然6- ö甲基d多糖（MGPS），含葡萄糖-合成6- ö甲基d多糖（含葡萄糖-小号MGPS），设计并合成从α-，β-和γ-环糊精（CD）。被证明是灵活和通用的合成路线，以提供一系列的小号MGP的范围从6聚体到20聚体。发现了一种实用且可扩展的方法，其选择性地裂解CD衍生物并将线性前体提供给糖基供体和受体。采用Mukaiyama糖苷化将糖基供体与糖基受体偶联。不像在3- Ò甲基d多糖（含有甘露糖-小号MMP）系列，在所要求的向山酸的量小号MGP系列随着衬底尺寸的增加; 也就是说，对于大的低聚物，需要多于一当量的酸。

  DOI：

  10.1021/jo061990v

文献信息

• A Complex Comprising a Cyanine Dye Rotaxane and a Porphyrin Nanoring as a Model Light‐Harvesting System
  作者：Jiratheep Pruchyathamkorn、William J. Kendrick、Andrew T. Frawley、Andrea Mattioni、Felipe Caycedo‐Soler、Susana F. Huelga、Martin B. Plenio、Harry L. Anderson

  DOI：10.1002/anie.202006644

  日期：2020.9.14

  A nanoring‐rotaxane supramolecular assembly with a Cy7 cyanine dye (hexamethylindotricarbocyanine) threaded along the axis of the nanoring was synthesized as a model for the energy transfer between the light‐harvesting complex LH1 and the reaction center in purple bacteria photosynthesis. The complex displays efficient energy transfer from the central cyanine dye to the surrounding zinc porphyrin nanoring

  合成了具有沿纳米环轴延伸的 Cy7 花青染料（六甲基吲哚三碳花青）的纳米环-轮烷超分子组装体，作为光捕获复合物 LH1 与紫色细菌光合作用反应中心之间能量转移的模型。该复合物表现出从中心花青染料到周围锌卟啉纳米环的有效能量转移。我们提出了一个理论模型，可以重现纳米环的吸收光谱并量化纳米环和中心染料之间的激子耦合，从而解释有效的能量转移并证明与结构相关的自然光捕获系统的相似性。
• Erythrocyte-like liposomes prepared by means of amphiphilic cyclodextrin sulfatesElectronic supplementary information available: experimental details and selected analytical and spectroscopic data for compounds 5a–c. See http://www.rsc.org/suppdata/cc/b1/b110673b/
  作者：Takeshi Sukegawa、Tetsuya Furuike、Kenichi Niikura、Akihiko Yamagishi、Kenji Monde、Shin-Ichiro Nishimura

  DOI：10.1039/b110673b

  日期：2002.2.27

  A novel class of sulfated glycolipids with excellent self-assembling capacity to form stable monolayers at an air–water interface and specific erythrocyte-like liposomes was synthesised from α, β, and γ-cyclodextrins as starting materials.

  成功合成了一类新型硫酸化糖脂，其具有优异的自组装能力，能在气-水界面形成稳定的单层膜，并能特异性地形成类似红细胞的脂质体，这些糖脂以α、β和γ-环糊精为起始原料。
• New cyclodextrin dimers and trimers capable of forming supramolecular adducts with shape-specific ligands
  作者：Silvio Aime、Eliana Gianolio、Francesca Arena、Alessandro Barge、Katia Martina、George Heropoulos、Giancarlo Cravotto

  DOI：10.1039/b812172a

  日期：——

  supramolecular adducts. A series of CD dimers and trimers was prepared in good yields by carrying out the critical synthetic steps under power ultrasound (US) or microwave (MW) irradiation. Starting from azide and acetylenic CD derivatives, we exploited an efficient MW-promoted Huisgen 1,3-dipolar cycloaddition in the presence of Cu(I) salts. The resulting bridged CD derivatives gave stable adducts with m

  桥接的环糊精二聚体和三聚体（其中两个和三个疏水性腔非常靠近）显示出比亲代环糊精（CD）高得多的结合亲和力和分子选择性。通过将βCD单元与插入在不同位置（2-2'，3-2'，6-2'或6-2'-6''）的链节连接，并插入不同长度和形状的间隔物，可以合成多腔结构，精确定制以适合特定的客体分子。该酶模拟策略也可用于产生稳定的超分子加合物。通过在功率超声（US）或微波（MW）照射下进行关键的合成步骤，可以高收率制备一系列CD二聚体和三聚体。从叠氮化物和炔属CD衍生物开始，我们开发了一种有效的MW促进的Huisgen 1，在Cu（I）盐存在下的3-偶极环加成反应。所得的桥接CD衍生物与含有g（III）螯合物的磁共振成像造影剂（MRI CA）形成稳定的加合物。发现这些包合物与βCD形成的包合物相比稳定2至3个数量级，并且具有高弛豫值。
• Selective chemical modification of cyclomalto-oligosaccharides via tert-butyldimethylsilylation
  作者：Kenichi Takeo、Hisayoshi Mitoh、Kazuhiko Uemura

  DOI：10.1016/0008-6215(89)80004-7

  日期：1989.4

  Abstract Selective reaction of cyclomaltoheptaose and cyclomalto-octaose with tert-butylchlorodimethylsilane in N,N-dimethylformamide in the presence of imidazole gave the heptakis(6-O-tert-butyldimethylsilyl) (21) and octakis(6-O-tert-butyldimethylsilyl) (27) derivatives in yields of 70 and 67%, respectively. The twelve partially methylated regioisomers of cyclomalto-oligosaccharides, namely, hexakis(2-

  摘要在咪唑存在下，在N，N-二甲基甲酰胺中将环麦芽庚糖和环麦芽八糖与叔丁基氯二甲基硅烷选择性反应，得到七（6-O-叔丁基二甲基甲硅烷基）（21）和八（6-O-叔丁基二甲基甲硅烷基）。 （27）的衍生物的收率分别为70％和67％。环麦芽寡糖的十二个部分甲基化的区域异构体，即六（2-和3-O-甲基，以及2,6-和3,6-二-O-甲基）环麦芽六糖，七（2-，3-和-） 6-O-甲基和2,3-，2,6-和3,6-二-O-甲基）环麦芽糖酶和八（6-O-甲基和2,3-二-O-甲基）环麦芽糖酶，分别通过六（6-O-叔丁基二甲基甲硅烷基）环麦芽六糖（2），21和27作为关键中间体，通过明确的路线制备了晶体。
• Synthesis of 2,3-O-dibenzyl-6-O-sulfobutyl-α and β cyclodextrins: new chiral surfactants for capillary electrophoresis
  作者：James A. McKee、Thomas K. Green

  DOI：10.1016/j.tetlet.2015.05.057

  日期：2015.7

  heptakis(2,3-O-dibenzyl-6-O-sulfobutyl)cyclomaltoheptaose were synthesized in four steps. Pyrene fluorescence studies indicate micelle formation at 90 μM in water for both modified cyclodextrins (CDs). Both CDs offer potential as chiral micellar selectors for enantiomeric separations using capillary electrophoresis. Sodium heptakis(2,3-O-dibenzyl-6-O-sulfobutyl)cyclomaltoheptaose baseline resolved fluorescent

  两亲性钠六（2,3- ö二苄基-6- ö -sulfobutyl）cyclomaltohexaose和钠heptakis（2,3- ö二苄基-6- ö -sulfobutyl）cyclomaltoheptaose在四个步骤合成。fluorescence荧光研究表明，两种修饰的环糊精（CD）均在90μM的水中形成胶束。两种CD均可作为手性胶束选择剂，用于使用毛细管电泳进行对映体分离。七/（2,3 - O-二苄基-6 - O-磺基丁基）环麦芽庚糖钠基线解析的d / l-丝氨酸荧光氰基苄基吲哚（CBI）衍生物，浓度为50-200μM。