联硼酸新戊二醇酯 | 201733-56-4

• 物质功能分类: 化学试剂 - 有机试剂 - 硼酸
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧杂环化合物
• 中文名称: 联硼酸新戊二醇酯
• 中文别名: 二联硼新戊二醇酯；双(2,2-二甲基-1,3-丙二醇)二硼；5,5,5',5'-四甲基-2,2'-二-1,3,2-二氧杂硼烷；双联异戊二醇硼酸酯；双(新戊基乙二醇)二硼；双联新戊二醇二硼酸酯；5,5,5',5'-四甲基-2,2'-联-1,3,2-二氧杂硼烷
• 英文名称: 2-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)-5,5-dimethyl-1,3,2-dioxaborinane
• 英文别名: bis(neopentyl glycolato)diboron；5,5,5',5'-tetramethyl-2,2'-bi(1,3,2-dioxaborinane)；5,5,5’,5’-tetramethyl-2,2’-bi(1,3,2-dioxaborinane)；B₂neop₂；bis(neopentylglycolate)diboron；5,5,5′,5′-tetramethyl-2,2′-bi(1,3,2-dioxaborinane)；bisneopentyl glycolato diborane；B₂(neo)₂；bis(neopentanediolato)diboron；B₂nep₂；5,5,5',5'-tetramethyl-[2,2']bi[[1,3,2]dioxaborinanyl]；5,5,5',5'-tetramethyl-2,2'-di(1,3,2-dioxaborinane)；bis(neopenthyl glycolato)diboron；bis(neopentylglycoloato)diboron；bis(neopentylglycato)diboron；neopentyl glycol diboronate
• CAS: 201733-56-4
• 化学式: C₁₀H₂₀B₂O₄
• mdl: MFCD02093062
• 分子量: 225.888
• InChiKey: MDNDJMCSXOXBFZ-UHFFFAOYSA-N

物化性质

• 熔点：
  180.5-184.5 °C(lit.)
• 沸点：
  214.3±7.0 °C(Predicted)
• 密度：
  0.99±0.1 g/cm3(Predicted)
• 溶解度：
  可溶于氯仿（少量）、乙酸乙酯（少量）
• 稳定性/保质期：
  <b>避氧化物</b>

计算性质

• 辛醇/水分配系数(LogP)：
  4.93
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• TSCA：
  N
• 危险等级：
  IRRITANT
• 危险品标志：
  Xi
• 安全说明：
  S26,S37/39
• 危险类别码：
  R36/37/38
• WGK Germany：
  3
• 海关编码：
  29349990
• 危险品运输编号：
  OTH
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H315,H319,H335
• 储存条件：
  保存方法：应存放在密闭、阴凉、通风干燥的地方。

SDS

Name:	Bis(Neopentyl Glycolato)Diboron Material Safety Data Sheet
Synonym:	None Known
CAS:	201733-56-4

Section 1 - Chemical Product MSDS Name:Bis(Neopentyl Glycolato)Diboron Material Safety Data Sheet
Synonym:None Known

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
201733-56-4	Bis(Neopentyl Glycolato)Diboron	ca. 100	unlisted

Hazard Symbols: XI
Risk Phrases: 36/37/38

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Irritating to eyes, respiratory system and skin.
Potential Health Effects
Eye:
Causes eye irritation. May cause chemical conjunctivitis.
Skin:
Causes skin irritation.
Ingestion:
May cause gastrointestinal irritation with nausea, vomiting and diarrhea.
Inhalation:
Causes respiratory tract irritation. Can produce delayed pulmonary edema.
Chronic:
Effects may be delayed.

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Section 4 - FIRST AID MEASURES
Eyes: Immediately 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. Wash clothing before reuse.
Ingestion:
Never give anything by mouth to an unconscious person. Get medical aid. Do NOT induce vomiting. If conscious and alert, rinse mouth and drink 2-4 cupfuls of milk or water. 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. Do NOT use mouth-to-mouth resuscitation.
Notes to Physician:
Treat symptomatically and supportively.

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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 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. Clean up spills immediately, observing precautions in the Protective Equipment section. Avoid generating dusty conditions.
Provide ventilation.

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Section 7 - HANDLING and STORAGE
Handling:
Avoid breathing dust, vapor, mist, or gas. Avoid contact with eyes, skin, and clothing. Keep container tightly closed. Avoid ingestion and inhalation. Use with adequate ventilation. Wash clothing before reuse.
Storage:
Store in a tightly closed container. Store in a dry area. Keep refrigerated. (Store below 4C/39F.)

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Facilities storing or utilizing this material should be equipped with an eyewash facility and a safety shower. Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 201733-56-4: 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: Not available.
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 180.5 - 184.5 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: C10H20B2O4
Molecular Weight: 225.88

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable at room temperature in closed containers under normal storage and handling conditions.
Conditions to Avoid:
Light, dust generation, excess heat.
Incompatibilities with Other Materials:
Oxidizing agents, acids, strong bases.
Hazardous Decomposition Products:
Carbon monoxide, carbon dioxide, boron oxides.
Hazardous Polymerization: Will not occur.

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 201733-56-4 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
Bis(Neopentyl Glycolato)Diboron - 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: XI
Risk Phrases:
R 36/37/38 Irritating to eyes, respiratory system
and skin.
Safety Phrases:
S 26 In case of contact with eyes, rinse immediately
with plenty of water and seek medical advice.
S 37/39 Wear suitable gloves and eye/face
protection.
WGK (Water Danger/Protection)
CAS# 201733-56-4: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 201733-56-4 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 201733-56-4 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

制备方法与用途

用途：用作制备硼酸酯的试剂。

反应信息

• 作为反应物：
  描述：

  联硼酸新戊二醇酯 在 盐酸 、 copper(l) chloride 作用下， 以 甲醇 、 丙酮 为溶剂， 反应 73.5h， 生成 (R)-1-amino-3-methylbutane-1-boronic acid-1-(neopentyl glycol) ester hydrochloride
  参考文献：
  名称：

  手性氨基硼酸酯及制备方法与其在硼替佐米合 成中的应用

  摘要：

  本发明公开了手性α?氨基硼酸酯的中间体，手性α?氨基硼酸酯及其盐类，以及合成硼替佐米(bortezomib)的关键中间体。本发明还公开了α?氨基硼酸酯中间体的制备方法，以及应用手性α?氨基硼酸酯及其盐类采用汇聚型策略合成硼替佐米的方法。本发明公开的合成硼替佐米的工艺路线和关键的中间体的生产成本较低，操作简单，非常易于工业化生产。

  公开号：

  CN103204867B
• 作为产物：
  描述：

  neopentylglycolborane 在 C₃₃H₅₂FeN₂Si 作用下， 反应 8.0h， 以54%的产率得到联硼酸新戊二醇酯
  参考文献：
  名称：

  一种制备联硼酸酯的工艺

  摘要：

  本发明公开了一种制备联硼酸酯的工艺。硼烷络合物和相应的二醇反应生成相应的醇硼烷，随后在铁催化剂存在下发生自身偶联形成联硼酸酯。该方法合成步骤短，安全性高，反应条件温和，适合多种联硼酸酯的合成。

  公开号：

  CN105524099B
• 作为试剂：
  描述：

  6-(苄氧基)-1-己醇 在 噻吩-2-甲酸亚铜(I) 、 水 、 三苯基膦 、 pyridinium chlorochromate 、 4,5-双二苯基膦-9,9-二甲基氧杂蒽 、 lithium tert-butoxide 、 联硼酸新戊二醇酯 作用下， 以 二氯甲烷 、 N,N-二甲基乙酰胺 、 N,N-二甲基甲酰胺 为溶剂， 反应 16.0h， 生成 (Z)-(((7-fluorohept-6-en-1-yl)oxy)methyl)benzene
  参考文献：
  名称：

  铜催化的双二氟烯烃水催化铜加氢脱氟立体选择性合成Z氟烯烃

  摘要：

  建立了铜催化体系，用于通过C-F活化来合成各种Z 氟烯烃，以进行宝石二氟烯烃的立体选择性加氢脱氟。H 2 O用作氟受体部分的氢源。这种温和的催化体系显示出良好的官能团相容性，可以接受多种羰基化合物作为双二氟烯烃的前体，包括脂族，芳族和α，β-不饱和醛，甚至酮。它是复杂化合物后期修饰的有力合成方法。

  DOI：

  10.1002/anie.201708224

文献信息

• [EN] MACROCYCLIC FACTOR VIIA INHIBITORS<br/>[FR] INHIBITEURS MACROCYCLIQUES DU FACTEUR VIIA
  申请人：BRISTOL MYERS SQUIBB CO

  公开号：WO2013184734A1

  公开（公告）日：2013-12-12

  The present invention provides compounds of Formula (I): as defined in the specification and compositions comprising any of such novel compounds. These compounds are Factor VIIa inhibitors which may be used as medicaments.

  本发明提供了如规范中定义的Formula (I)的化合物，以及包含任何此类新化合物的组合物。这些化合物是Factor VIIa抑制剂，可用作药物。
• IDO INHIBITORS
  申请人：BRISTOL-MYERS SQUIBB COMPANY

  公开号：US20160289171A1

  公开（公告）日：2016-10-06

  There are disclosed compounds that modulate or inhibit the enzymatic activity of indoleamine 2,3-dioxygenase (IDO), pharmaceutical compositions containing said compounds and methods of treating proliferative disorders, such as cancer, viral infections and/or inflammatory disorders utilizing the compounds of the invention.

  已披露的化合物可调节或抑制吲哌酮胺2,3-二氧化酶（IDO）的酶活性，含有该化合物的药物组合物以及利用本发明的化合物治疗增殖性疾病，如癌症、病毒感染和/或炎症性疾病的方法。
• [EN] NEW THIENOPYRIMIDINE DERIVATIVES, A PROCESS FOR THEIR PREPARATION AND PHARMACEUTICAL COMPOSITIONS CONTAINING THEM<br/>[FR] NOUVEAUX DÉRIVÉS DE THIÉNOPYRIMIDINE, PROCÉDÉ POUR LEUR PRÉPARATION ET COMPOSITIONS PHARMACEUTIQUES LES CONTENANT
  申请人：SERVIER LAB

  公开号：WO2015097123A1

  公开（公告）日：2015-07-02

  Compounds of formula (I): wherein R1, R2, R3, R4, R5, R6, R7, R12, X, A and n are as defined in the description.

  式（I）的化合物：其中R1、R2、R3、R4、R5、R6、R7、R12、X、A和n的定义如描述中所述。
• METALLO-BETA-LACTAMASE INHIBITORS
  申请人：Merck Sharp & Dohme Corp.

  公开号：US20160333021A1

  公开（公告）日：2016-11-17

  The present invention relates to compounds of formula (I) that are metallo-β-lactamase inhibitors, the synthesis of such compounds, and the use of such compounds for use with β-lactam antibiotics for overcoming resistance.

  本发明涉及式(I)的化合物，这些化合物是金属β-内酰胺酶抑制剂，以及这些化合物的合成和与β-内酰胺类抗生素一起用于克服耐药性的用途。
• Efficient Synthesis of Aryl Boronates via Zinc-Catalyzed Cross-Coupling of Alkoxy Diboron Reagents with Aryl Halides at Room Temperature
  作者：Shubhankar Kumar Bose、Todd B. Marder

  DOI：10.1021/ol502120q

  日期：2014.9.5

  A zinc(II)/NHC system catalyzes the borylation of aryl halides with diboron (4) reagents in the presence of KOMe at rt. This transformation can be applied to a broad range of substrates with high functional group compatibility. Radical scavenger experiments do not support a radical-mediated process.

  锌（II）/ NHC系统在室温下在KOMe存在下催化芳基卤化物与二硼（4）试剂的硼酸酯化反应。这种转变可应用于具有高官能团相容性的各种基材。自由基清除剂实验不支持自由基介导的过程。