1,2-O-亚环己基-Alpha-D-木五二醛-1,4-呋喃糖二聚体 | 15356-27-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 1,2-O-亚环己基-Alpha-D-木五二醛-1,4-呋喃糖二聚体
• 中文别名: 1,2-O-亚环己基-Α-D-木五二醛-1,4-呋喃糖二聚体
• 英文名称: 4,5-cyclohexylidenedioxy-3-hydroxytetrahydrofuran-2-carbaldehyde
• 英文别名: 1,2-cyclohexylidene-α-D-xylopentadialdo-1,4-furanose；1,2-cyclohexylidene-α-D-xylo-pentadialdofuranose；1,2-O-cyclohexylidene-5-deoxy-5-oxo-α-D-xylofuranose；O¹,O²-cyclohexyLiDene-α-D-xylo-pentodiald-1,4-ose；O¹,O²-Cyclohexyliden-α-D-xylo-pentodiald-1,4-ose；(3A'R,5'S,6'S,6a'R)-6'-hydroxytetrahydrospiro[cyclohexane-1,2'-furo[2,3-d][1,3]dioxole]-5'-carbaldehyde；(3aR,5S,6S,6aR)-6-hydroxyspiro[3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxole-2,1'-cyclohexane]-5-carbaldehyde
• CAS: 15356-27-1
• 化学式: C₁₁H₁₆O₅
• 分子量: 228.245
• InChiKey: RVGMHEDJMIXRNZ-UTINFBMNSA-N

物化性质

• 熔点：
  187-191 °C(lit.)
• 沸点：
  408.1±45.0 °C(Predicted)
• 密度：
  1.33±0.1 g/cm3(Predicted)
• 稳定性/保质期：
  按规定使用和贮存的不会分解，避免与氧化剂接触。

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  65
• 氢给体数：
  1
• 氢受体数：
  5

安全信息

• WGK Germany：
  3
• 安全说明：
  S24/25

SDS

Name:	1 2-O-Cyclohexylidene-Alpha-D-Xylopentodi- Aldo-1 4-Furanose 98% Material Safety Data Sheet
Synonym:	None
CAS:	15356-27-1

Section 1 - Chemical Product MSDS Name:1 2-O-Cyclohexylidene-Alpha-D-Xylopentodi- Aldo-1 4-Furanose 98% Material Safety Data Sheet
Synonym:None

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
15356-27-1	1,2-O-Cyclohexylidene-Alpha-D-Xylopent	98	unlisted

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

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
The toxicological properties of this material have not been fully investigated.
Potential Health Effects
Eye:
May cause eye irritation. The toxicological properties of this material have not been fully investigated.
Skin:
May cause skin irritation. The toxicological properties of this material have not been fully investigated.
Ingestion:
May cause gastrointestinal irritation with nausea, vomiting and diarrhea. The toxicological properties of this substance have not been fully investigated.
Inhalation:
May cause respiratory tract irritation. The toxicological properties of this substance have not been fully investigated.
Chronic:
No information found.

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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 immediately.
Skin:
Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes. Wash clothing before reuse.
Ingestion:
If victim is conscious and alert, give 2-4 cupfuls of milk or water.
Never give anything by mouth to an unconscious person. Get medical aid immediately.
Inhalation:
Get medical aid immediately. 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. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion. Vapors may be heavier than air. They can spread along the ground and collect in low or confined areas.
Extinguishing Media:
Use agent most appropriate to extinguish fire. Use water spray, dry chemical, carbon dioxide, or appropriate foam.

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Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Clean up spills immediately, observing precautions in the Protective Equipment section. Sweep up or absorb material, then place into a suitable clean, dry, closed container for disposal. Avoid generating dusty conditions. Provide ventilation.

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Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Use with adequate ventilation. Avoid contact with eyes, skin, and clothing. Keep container tightly closed. Avoid ingestion and inhalation.
Storage:
Keep container closed when not in use. Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 15356-27-1: Personal Protective Equipment Eyes: Wear appropriate protective eyeglasses or chemical safety goggles as described by OSHA's eye and face protection regulations in 29 CFR 1910.133 or European Standard EN166.
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: white
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 182.00 - 184.00 deg C
Autoignition Temperature: Not available.
Flash Point: Not available.
Explosion Limits, lower: N/A
Explosion Limits, upper: N/A
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density:
Molecular Formula: C14H15O5
Molecular Weight: 263.26

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable under normal temperatures and pressures.
Conditions to Avoid:
Incompatible materials, strong oxidants.
Incompatibilities with Other Materials:
Oxidizing agents.
Hazardous Decomposition Products:
Carbon monoxide, irritating and toxic fumes and gases, carbon dioxide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 15356-27-1 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
1,2-O-Cyclohexylidene-Alpha-D-Xylopentodi- Aldo-1,4-Furanos - 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.
S 28A After contact with skin, wash immediately with
plenty of water.
S 37 Wear suitable gloves.
S 45 In case of accident or if you feel unwell, seek
medical advice immediately (show the label where
possible).
WGK (Water Danger/Protection)
CAS# 15356-27-1: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 15356-27-1 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 15356-27-1 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：

  1,2-O-亚环己基-Alpha-D-木五二醛-1,4-呋喃糖二聚体 在 2-氯丙烷 、 magnesium 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 生成
  参考文献：
  名称：

  Zhdanov, Yu. A.; Bogdanova, G. V.; Doron'kina, O. V., Doklady Chemistry, 1980, vol. 251, p. 110 - 112

  摘要：

  DOI：
• 作为产物：
  描述：

  1,2-O-亚环己基-Alpha-D-呋喃葡萄糖 在 lead(IV) acetate 、 苯 作用下， 生成 1,2-O-亚环己基-Alpha-D-木五二醛-1,4-呋喃糖二聚体
  参考文献：
  名称：

  多元醇与单糖与缩合环戊酮和环己酮

  摘要：

  环戊酮和环己酮已被证明与多元醇和单糖缩合，得到二-和三-环戊基和环亚己基衍生物。已经制备并表征了一系列新化合物，包括甘油，季戊四醇，中观赤藓糖醇，阿拉伯糖醇，甘露醇，山梨糖醇，木糖，阿拉伯糖，葡萄糖，甘露糖和果糖。在某些情况下，已经尝试证明所得产物的结构或为已经提出的结构提供一些实验证据。

  DOI：

  10.1016/0040-4020(58)88017-5

文献信息

• Design, Synthesis, and Biological Evaluation of the Combinatorial Library with a New Spirodiketopiperazine Scaffold. Discovery of Novel Potent and Selective Low-Molecular-Weight CCR5 Antagonists
  作者：Hiromu Habashita、Masaya Kokubo、Shin-ichi Hamano、Nobuyuki Hamanaka、Masaaki Toda、Shiro Shibayama、Hideaki Tada、Kenji Sagawa、Daikichi Fukushima、Kenji Maeda、Hiroaki Mitsuya

  DOI：10.1021/jm060051s

  日期：2006.7.1

  anti-HIV activity. Herein, we describe in detail the identification of these lead compounds using a combinatorial chemistry approach. A novel spirodiketopiperazine scaffold was designed on the basis of the concept of the privileged structure of G-protein-coupled receptors (GPCRs). This new framework was obtained in acceptable yield with high purity from the readily prepared isonitrile resin through

  我们之前曾报道发现有几种螺二酮哌啶衍生物作为具有抗HIV活性的有效CCR5拮抗剂。在本文中，我们详细描述了使用组合化学方法鉴定这些先导化合物的方法。基于G蛋白偶联受体（GPCR）的优先结构的概念，设计了一种新型的螺二酮哌嗪骨架。通过Ugi反应，顺序转化和环化裂解，可以从容易制备的异腈树脂中以高收率获得可接受的高纯度新骨架。通过测量初始文库中每种化合物对MIP-1alpha刺激的细胞内钙动员的抑制活性，发现了几种化合物显示出适度但有选择性的CCR5拮抗活性。
• Microwave Assisted Pictet–Spengler and Bischler–Napieralski Reactions
  作者：Bikash Pal、Parasuraman Jaisankar、Venkatachalam S. Giri

  DOI：10.1081/scc-120021516

  日期：2003.1.7

  Abstract Pictet–Spengler and Bischler–Napieralski reaction products have been prepared–using microwave irradiation on silicagel support under solvent free condition. Microwave assisted reactions have resulted in better yields of the desired products than prepared under conventional conditions.

  摘要 Pictet-Spengler 和 Bischler-Napieralski 反应产物已在无溶剂条件下在硅胶载体上使用微波辐射制备。微波辅助反应比在常规条件下制备的所需产物的产率更高。
• Selective Reduction of Aldehydes to Alcohols Using Alumina with a Catalytic Amount of Base Under Microwave Irradiation
  作者：Prasun K. Pradhan、Parasuraman Jaisankar、Bikash Pal、Sumit Dey、Venkatachalam S. Giri

  DOI：10.1081/scc-200026248

  日期：2004.1

  Abstract Aldehydes are selectively reduced to the corresponding alcohols in very good yields with alumina containing a catalytic amount of base under microwave irradiation at 300 W for 8–15 min.

  摘要 使用含有催化量碱的氧化铝在 300 W 微波照射 8-15 分钟下，醛以非常好的产率选择性还原为相应的醇。
• An Unusual Diastereoselective Pictet–Spengler Reaction: Synthesis of Novel Tetrahydro-β-Carboline Glycosides
  作者：Prasun Pradhan、Debkumar Nandi、Soma Pradhan、Parasuraman Jaisankar、V. Giri

  DOI：10.1055/s-0032-1317632

  日期：——

  An unusual kinetic approach to the Pictet–Spengler reaction was investigated, in which l - or d -tryptophan methyl ester ­reacted with aldehydes of 1,2- O -cyclohexylidene-3-allyloxy-α- d -xylofuranose, yielding exclusively the cis or trans diastereomer of tetrahydro-β-carboline glycoside, respectively, with complete ­stereocontrol.

  研究了 Pictet-Spengler 反应的一种不寻常的动力学方法，其中 l-或 d-色氨酸甲酯与 1,2-O-环己叉-3-烯丙氧基-α-d-木呋喃糖的醛反应，仅产生顺式或分别具有完全立体控制的四氢-β-咔啉糖苷的反式非对映异构体。
• Polenov, V. A.; Bogdanova, G. V.; Beluzhenko, O. V., Doklady Chemistry, 1987, vol. 295, # 7, p. 313 - 316
  作者：Polenov, V. A.、Bogdanova, G. V.、Beluzhenko, O. V.、Zhdanov, Yu. A.

  DOI：——

  日期：——