(S)-(-)-4-溴-3-叔-丁基二甲基硅杂氧基丁酸甲酯 | 101703-35-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: (S)-(-)-4-溴-3-叔-丁基二甲基硅杂氧基丁酸甲酯
• 中文别名: (s)-(-)-4-溴-3-叔丁基二甲基甲硅烷基氧丁酸甲酯
• 英文名称: Methyl 4-bromo-3(S)-t-butyldimethylsilyloxybutanoate
• 英文别名: 4-bromo-3-(S)-(tert-butyl-dimethyl-silanyloxy)-butyric acid methyl ester；methyl (3S)-4-bromo-3-[tert-butyl(dimethyl)silyl]oxybutanoate
• CAS: 101703-35-9
• 化学式: C₁₁H₂₃BrO₃Si
• 分子量: 311.291
• InChiKey: RRSTXYQWLLMMTG-VIFPVBQESA-N

物化性质

• 沸点：
  273.8±30.0 °C(Predicted)
• 密度：
  1.155±0.06 g/cm3(Predicted)
• 稳定性/保质期：
  遵照规定使用和储存，则不会发生分解。

计算性质

• 辛醇/水分配系数(LogP)：
  3.33
• 重原子数：
  16
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  29310099
• 安全说明：
  S24/25

SDS

Name:	Methyl (s)-(-)-4-bromo-3-tert- butyldimethylsilyloxybutanoate Material Safety Data Sheet
Synonym:	None.
CAS:	101703-35-9

Section 1 - Chemical Product MSDS Name: Methyl (s)-(-)-4-bromo-3-tert- butyldimethylsilyloxybutanoate Material Safety Data Sheet
Synonym: None.

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SECTION 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
101703-35-9	Methyl(s)-(-)-	ca.100	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.
Skin:
May cause skin irritation.
Ingestion:
May cause irritation of the digestive tract. 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:
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:
Antidote: None reported.

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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.
Extinguishing Media:
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. 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. Keep refrigerated. (Store below 4C/39F.)

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SECTION 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Use adequate ventilation to keep airborne concentrations low. Exposure Limits CAS# 101703-35-9: 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: Liquid
Color: Clear - colorless
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: Not available.
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: C11H23BrO3Si
Molecular Weight: 311.28

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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:
Irritating and toxic fumes and gases.
Hazardous Polymerization: Has not been reported

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SECTION 11 - TOXICOLOGICAL INFORMATION RTECS#: CAS# 101703-35-9 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
Methyl(s)-(-)- - Not listed by ACGIH, IARC, or NTP.

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SECTION 12 - ECOLOGICAL INFORMATION Other No information available.

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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# 101703-35-9: No information available. Canada None of the chemicals in this product are listed on the DSL/NDSL list. CAS# 101703-35-9 is not listed on Canada's Ingredient Disclosure List. US FEDERAL TSCA CAS# 101703-35-9 is not listed on the TSCA inventory. It is for research and development use only.

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SECTION 16 - ADDITIONAL INFORMATION
MSDS Creation Date: 1/28/1999 Revision #2 Date: 3/18/2003 The information above is believed to be accurate and represents the best information currently available to us. However, we make no warranty of merchantability or any other warranty, express or implied, with respect to such information, and we assume no liability resulting from its use. Users should make their own investigations to determine the suitability of the information for their particular purposes. In no way shall the company be liable for any claims, losses, or damages of any third party or for lost profits or any special, indirect, incidental, consequential or exemplary damages, howsoever arising, even if the company has been advised of the possibility of such damages.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  (S)-(-)-4-溴-3-叔-丁基二甲基硅杂氧基丁酸甲酯 在 1,3-二甲基-2-咪唑啉酮 、 正丁基锂 、 sodium iodide 作用下， 以 丁酮 为溶剂， 反应 2.0h， 生成 (E)-(R)-3-(tert-Butyl-dimethyl-silanyloxy)-5-cyano-7-(4'-fluoro-3,5,3'-trimethyl-biphenyl-2-yl)-5-(tetrahydro-pyran-2-yloxy)-hept-6-enoic acid methyl ester
  参考文献：
  名称：

  A diastereospecific, non-racemic synthesis of a novel β-hydroxy-δ-lactone HMG-CoA reductase inhibitor

  摘要：

  DOI：

  10.1016/s0040-4039(00)98589-7
• 作为产物：
  描述：

  methyl (S)-4-bromo-3-hydroxybutanoate 、 叔丁基二甲基氯硅烷 在 咪唑 、 4-二甲氨基吡啶 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 (S)-(-)-4-溴-3-叔-丁基二甲基硅杂氧基丁酸甲酯
  参考文献：
  名称：

  A diastereospecific, non-racemic synthesis of a novel β-hydroxy-δ-lactone HMG-CoA reductase inhibitor

  摘要：

  DOI：

  10.1016/s0040-4039(00)98589-7

文献信息

• Process for the preparation of HMG-CoA reductase inhibitors
  申请人：Merck & Co., Inc.

  公开号：US04582914A1

  公开（公告）日：1986-04-15

  This invention relates to a novel process for the preparation of 3-hydroxy-3-methylglutarylcoenzyme A (HMG-CoA) reductase inhibitors which contain a 4-hydroxy-3,4,5,6-tetrahydro-2H-pyran-2-one moiety, such as compactin and mevinolin, by utilizing an alkyl 4-halo-3(S)-hydroxybutanoate as a chiral synthon for the stereospecific introduction of the 4-hydroxy-3,4,5,6-tetrahydro-2H-pyran-2-one moiety.

  该发明涉及一种新型制备3-羟基-3-甲基戊二酰辅酶A（HMG-CoA）还原酶抑制剂的过程，该抑制剂含有一个4-羟基-3,4,5,6-四氢-2H-吡喃-2-酮基团，如紧凑素和美维诺林，通过利用烷基4-卤代-3(S)-羟基丁酸酯作为手性合成物，用于立体特异性引入4-羟基-3,4,5,6-四氢-2H-吡喃-2-酮基团。
• A diastereospecific, non-racemic synthesis of a novel β-hydroxy-δ-lactone HMG-CoA reductase inhibitor
  作者：M. Sletzinger、T.R. Verhoeven、R.P. Volante、J.M. McNamara、E.G. Corley、T.M.H. Liu

  DOI：10.1016/s0040-4039(00)98589-7

  日期：1985.1