beta-D-Fructopyranose, 2,3:4,5-bis-O-(1-methylethylidene)- | 20880-92-6

• 物质功能分类: 生物化工 - 糖类化合物 - 单糖
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氧吡喃
• 英文名称: beta-D-Fructopyranose, 2,3:4,5-bis-O-(1-methylethylidene)-
• 英文别名: (4,4,11,11-tetramethyl-3,5,7,10,12-pentaoxatricyclo[7.3.0.02,6]dodecan-6-yl)methanol
• CAS: 20880-92-6
• 化学式: C₁₂H₂₀O₆
• 分子量: 260.28
• InChiKey: PSSHGMIAIUYOJF-UHFFFAOYSA-N

物化性质

• 熔点：
  94-95°C
• 沸点：
  332.6±37.0 °C(Predicted)
• 密度：
  1.181±0.06 g/cm3(Predicted)
• 溶解度：
  易溶于可溶于氯仿、乙酸乙酯、甲醇。

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  66.4
• 氢给体数：
  1
• 氢受体数：
  6

安全信息

• 危险品标志：
  Xi
• 安全说明：
  S26,S36/37
• 危险类别码：
  R36/37/38
• WGK Germany：
  3
• 海关编码：
  29400090
• 危险品运输编号：
  NONH for all modes of transport
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H315,H319,H335
• 储存条件：
  -20°C

SDS

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Section 1. IDENTIFICATION OF THE SUBSTANCE/MIXTURE
Product identifiers
: 2,3:4,5-Di-O-isopropylidene-β-D-fructopyranose
Product name
CAS-No. : 20880-92-6
Relevant identified uses of the substance or mixture and uses advised against
Identified uses : Laboratory chemicals, Manufacture of substances

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Section 2. HAZARDS IDENTIFICATION
Classification of the substance or mixture
Not a hazardous substance or mixture according to Regulation (EC) No. 1272/2008.
This substance is not classified as dangerous according to Directive 67/548/EEC.
Label elements
Caution - substance not yet tested completely.
Other hazards - none

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Section 3. COMPOSITION/INFORMATION ON INGREDIENTS
Substances
Synonyms : D-Fructopyranose diacetonide
Formula : C12H20O6
Molecular Weight : 260,28 g/mol

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Section 4. FIRST AID MEASURES
Description of first aid measures
If inhaled
If breathed in, move person into fresh air. If not breathing, give artificial respiration.
In case of skin contact
Wash off with soap and plenty of water.
In case of eye contact
Flush eyes with water as a precaution.
If swallowed
Never give anything by mouth to an unconscious person. Rinse mouth with water.
Most important symptoms and effects, both acute and delayed
Indication of any immediate medical attention and special treatment needed
no data available

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Section 5. FIREFIGHTING MEASURES
Extinguishing media
Suitable extinguishing media
Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide.
Special hazards arising from the substance or mixture
Carbon oxides
Advice for firefighters
Wear self contained breathing apparatus for fire fighting if necessary.
Further information
no data available

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Section 6. ACCIDENTAL RELEASE MEASURES
Personal precautions, protective equipment and emergency procedures
Avoid dust formation. Avoid breathing vapors, mist or gas.
Environmental precautions
Do not let product enter drains.
Methods and materials for containment and cleaning up
Sweep up and shovel. Keep in suitable, closed containers for disposal.
Reference to other sections
For disposal see section 13.

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Section 7. HANDLING AND STORAGE
Precautions for safe handling
Provide appropriate exhaust ventilation at places where dust is formed.
Conditions for safe storage, including any incompatibilities
Store in cool place. Keep container tightly closed in a dry and well-ventilated place.
Recommended storage temperature: -20 °C
Specific end uses
no data available

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Section 8. EXPOSURE CONTROLS/PERSONAL PROTECTION
Control parameters
Components with workplace control parameters
Exposure controls
Appropriate engineering controls
General industrial hygiene practice.
Personal protective equipment
Eye/face protection
Use equipment for eye protection tested and approved under appropriate government standards
such as NIOSH (US) or EN 166(EU).
Skin protection
The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and
the standard EN 374 derived from it.
Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique
(without touching glove's outer surface) to avoid skin contact with this product. Dispose of
contaminated gloves after use in accordance with applicable laws and good laboratory practices.
Wash and dry hands.
Body Protection
Choose body protection in relation to its type, to the concentration and amount of dangerous
substances, and to the specific work-place., The type of protective equipment must be selected
according to the concentration and amount of the dangerous substance at the specific workplace.
Respiratory protection
Respiratory protection is not required. Where protection from nuisance levels of dusts are desired,
use type N95 (US) or type P1 (EN 143) dust masks. Use respirators and components tested and
approved under appropriate government standards such as NIOSH (US) or CEN (EU).

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Section 9. PHYSICAL AND CHEMICAL PROPERTIES
Information on basic physical and chemical properties
a) Appearance Form: solid
b) Odour no data available
c) Odour Threshold no data available
d) pH no data available
e) Melting point/freezing no data available
point
f) Initial boiling point and no data available
boiling range
g) Flash point no data available
h) Evaporation rate no data available
i) Flammability (solid, gas) no data available
j) Upper/lower no data available
flammability or
explosive limits
k) Vapour pressure no data available
l) Vapour density no data available
m) Relative density no data available
n) Water solubility no data available
o) Partition coefficient: n- no data available
octanol/water
p) Autoignition no data available
temperature
q) Decomposition no data available
temperature
r) Viscosity no data available
s) Explosive properties no data available
t) Oxidizing properties no data available
Other safety information
no data available

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Section 10. STABILITY AND REACTIVITY
Reactivity
no data available
Chemical stability
no data available
Possibility of hazardous reactions
no data available
Conditions to avoid
no data available
Incompatible materials
Strong oxidizing agents
Hazardous decomposition products
Other decomposition products - no data available

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Section 11. TOXICOLOGICAL INFORMATION
Information on toxicological effects
Acute toxicity
no data available
Skin corrosion/irritation
no data available
Serious eye damage/eye irritation
no data available
Respiratory or skin sensitization
no data available
Germ cell mutagenicity
no data available
Carcinogenicity
IARC: No component of this product present at levels greater than or equal to 0.1% is identified as
probable, possible or confirmed human carcinogen by IARC.
Reproductive toxicity
no data available
Specific target organ toxicity - single exposure
no data available
Specific target organ toxicity - repeated exposure
no data available
Aspiration hazard
no data available
Potential health effects
Inhalation
May be harmful if inhaled. May cause respiratory tract irritation.
Ingestion May be harmful if swallowed.
Skin May be harmful if absorbed through skin. May cause skin irritation.
Eyes May cause eye irritation.
Additional Information
RTECS: Not available

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Section 12. ECOLOGICAL INFORMATION
Toxicity
no data available
Persistence and degradability
no data available
Bioaccumulative potential
no data available
Mobility in soil
no data available
Results of PBT and vPvB assessment
no data available
Other adverse effects
no data available

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Section 13. DISPOSAL CONSIDERATIONS
Waste treatment methods
Product
Offer surplus and non-recyclable solutions to a licensed disposal company.
Contaminated packaging
Dispose of as unused product.

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Section 14. TRANSPORT INFORMATION
UN number
ADR/RID: - IMDG: - IATA: -
UN proper shipping name
ADR/RID: Not dangerous goods
IMDG: Not dangerous goods
IATA: Not dangerous goods
Transport hazard class(es)
ADR/RID: - IMDG: - IATA: -
Packaging group
ADR/RID: - IMDG: - IATA: -
Environmental hazards
ADR/RID: no IMDG Marine pollutant: no IATA: no
Special precautions for user
no data available

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Section 15. REGULATORY INFORMATION
This safety datasheet complies with the requirements of Regulation (EC) No. 1907/2006.
Safety, health and environmental regulations/legislation specific for the substance or mixture
no data available
Chemical Safety Assessment
no data available

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Section 16. OTHER INFORMATION
Further information
Copyright 2012 Co. LLC. License granted to make unlimited paper copies for internal use
only.
The above information is believed to be correct but does not purport to be all inclusive and shall be
used only as a guide. The information in this document is based on the present state of our knowledge
and is applicable to the product with regard to appropriate safety precautions. It does not represent any
guarantee of the properties of the product. Corporation and its Affiliates shall not be held
liable for any damage resulting from handling or from contact with the above product. See
and/or the reverse side of invoice or packing slip for additional terms and conditions of sale.

制备方法与用途

性状

果糖二丙酮是一种白色晶体，没有特殊的气味。

用途

果糖二丙酮属于糖类衍生物，主要用于合成抗惊厥药物托吡酯。此外，它也是合成具有糖苷酶抑制活性的天然化合物粟树精胺和具有抗癌活性的天然化合物Talaromycin A 和 B 的原料。该物质还用于合成一系列双丙酮果糖的衍生物，包括1-卤代-1-脱氧-D-2,3:4,5-双丙酮果糖、2,3:4,5-双丙酮吡喃醛、1-苯甲酰基-2,3:4,5-D-双丙酮果糖、2,3-单丙酮果糖以及1-甲基-2,3:4,5-双丙酮果糖。

反应信息

• 作为反应物：
  描述：

  beta-D-Fructopyranose, 2,3:4,5-bis-O-(1-methylethylidene)- 生成 果糖二丙酮氯磺酸酯
  参考文献：
  名称：

  Process for the Preparation and Purification of Topiramate

  摘要：

  一种制备托吡酯的一锅法反应过程，包括以下步骤：A）在有机或无机碱的存在下，将2,3:4,5-双-O-{1-甲基乙烯基)-β-D-果糖吡喃糖与氯亚磺酰在二甲苯中反应，形成2,3:4,5-双-O-(1-甲基乙烯基)-β-D-果糖吡喃糖氯亚磺酰，B）向步骤A）中得到的混合物中加入第二种有机溶剂，C）将步骤B）中得到的混合物与氨反应，形成托吡酯。

  公开号：

  US20120232258A1
• 作为试剂：
  描述：

  beta-D-Fructopyranose, 2,3:4,5-bis-O-(1-methylethylidene)- 、 N-(苄氧基羰基)磺酰氯 在 beta-D-Fructopyranose, 2,3:4,5-bis-O-(1-methylethylidene)- 作用下， 生成 N-benzyloxycarbonyl-2,3:4,5-di-O-(1-methylethylidene)-β-D-fructopyranosaminosulfonates
  参考文献：
  名称：

  一种托吡酯的制备方法以及该方法中所涉及的中间体晶型及其制备方法

  摘要：

  本发明属于药物化学领域，具体涉及一种抗癫痫药物托吡酯的合成方法，以及该合成方法中涉及的一个关键中间体化合物N-苄氧羰基-2，3：4，5-双-O-(1-甲基亚乙基)-β-D-吡喃果糖氨基磺酸酯的碱金属盐新晶型及其制备方法，以及它们用于制备托吡酯。

  公开号：

  CN103910770A

文献信息

• One step process for the preparation of anticonvulsant derivatives
  申请人：Ortho-McNeil Pharmaceutical, Inc.

  公开号：US07157589B2

  公开（公告）日：2007-01-02

  The present invention is directed to a one-step process for the preparation of fructopyranose sulfamate derivatives of the general formula (I) wherein X, R1, R3, R4, R5 and R6 are as described in the specification.

  本发明涉及一种制备一步法的果糖吡喃糖磺酰胺衍生物的方法，其通式为(I)，其中X、R1、R3、R4、R5和R6如规范中所述。
• Process for the preparation of topiramate
  申请人：Arvai Geza

  公开号：US20060040874A1

  公开（公告）日：2006-02-23

  The present invention relates to a process for the preparation of topiramate, intermediates in this process and a process for the preparation of these intermediates.

  本发明涉及一种制备托吡酯的方法，以及该方法中的中间体和制备这些中间体的方法。
• Anticonvulsant sulfamate derivatives
  申请人：McNeil Lab., Inc.

  公开号：US04513006A1

  公开（公告）日：1985-04-23

  Sulfamates of the following formula (I): ##STR1## wherein X is O or CH.sub.2 and R.sub.1, R.sub.2, R.sub.3, R.sub.4 and R.sub.5 are as herein defined have been found to exhibit anticonvulsant activity and are thus useful in the treatment of conditions such as epilepsy. Further, pharmaceutical compositions containing a compound of formula (I) as well as methods for their use and intermediates form part of the present invention.

  以下公式（I）的磺酸酯化合物：##STR1## 其中X为O或CH.sub.2，R.sub.1，R.sub.2，R.sub.3，R.sub.4和R.sub.5如本文所定义，已发现具有抗惊厥活性，因此可用于治疗癫痫等疾病。此外，含有公式（I）化合物的制药组合物以及它们的使用方法和中间体也是本发明的一部分。
• J. Med. Chem. 1987, 30, 880-887
  作者：

  DOI：——

  日期：——
• Drug. Future 1989, 14, 342
  作者：

  DOI：——

  日期：——