1-Cbz-4-羟甲基哌啶 | 122860-33-7

• 物质功能分类: 医药中间体 - 原料药中间体
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1-Cbz-4-羟甲基哌啶
• 中文别名: N-CBZ-4-哌啶甲醇；N-Cbz-4-羟甲基哌啶；N-苄氧羰基-4-哌啶甲醇；N-CBZ-4-羟甲基哌啶
• 英文名称: benzyl 4-(hydroxymethyl)piperidine-N-carboxylate
• 英文别名: benzyl 4-(hydroxymethyl)piperidine-1-carboxylate；4-hydroxymethylpiperidine-1-carboxylic acid benzyl ester
• CAS: 122860-33-7
• 化学式: C₁₄H₁₉NO₃
• mdl: MFCD02094490
• 分子量: 249.31
• InChiKey: LINIORCIRVAZSM-UHFFFAOYSA-N

物化性质

• 沸点：
  396.4±25.0 °C(Predicted)
• 密度：
  1.162±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  49.8
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 危险品标志：
  Xi
• 危险类别码：
  R36/37/38
• 海关编码：
  2933399090
• 安全说明：
  S26,S36/37/39,S37/39
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H315,H319,H335
• 储存条件：
  室温且干燥

SDS

Name:	Benzyl 4-(hydroxymethyl)tetrahydro-1(2H)-pyridinecarboxylate 95+% Material Safety Data Sheet
Synonym:	4-Hydroxymethylpiperidine-1-carboxylic acid benzyl este
CAS:	122860-33-7

Section 1 - Chemical Product MSDS Name:Benzyl 4-(hydroxymethyl)tetrahydro-1(2H)-pyridinecarboxylate 95+% Material Safety Data Sheet
Synonym:4-Hydroxymethylpiperidine-1-carboxylic acid benzyl este

---

Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
122860-33-7	Benzyl 4-(hydroxymethyl)tetrahydro-1(2	95+%	unlisted

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

---

Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Irritating to eyes, respiratory system and skin.
Potential Health Effects
Eye:
Causes eye irritation.
Skin:
Causes skin irritation. May be harmful if absorbed through the skin.
Ingestion:
May cause irritation of the digestive tract. May be harmful if swallowed.
Inhalation:
Causes respiratory tract irritation. May be harmful if inhaled.
Chronic:
Not available.

---

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:
Treat symptomatically and supportively.

---

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.

---

Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Absorb spill with inert material (e.g. vermiculite, sand or earth), then place in suitable container.

---

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.

---

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# 122860-33-7: 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.

---

Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Viscous liquid
Color: yellow
Odor: pleasant odor
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: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature: Not available.
Solubility in water:
Specific Gravity/Density:
Molecular Formula: C14H19NO3
Molecular Weight: 249

---

Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Not available.
Conditions to Avoid:
Incompatible materials.
Incompatibilities with Other Materials:
Oxidizing agents, acid chlorides.
Hazardous Decomposition Products:
Nitrogen oxides, carbon monoxide, carbon dioxide, acrid smoke and fumes.
Hazardous Polymerization: Has not been reported.

---

Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 122860-33-7 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
Benzyl 4-(hydroxymethyl)tetrahydro-1(2H)-pyridinecarboxylate - Not listed by ACGIH, IARC, or NTP.

---

Section 12 - ECOLOGICAL INFORMATION

---

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

---

Section 14 - TRANSPORT INFORMATION

IATA
No information available.
IMO
No information available.
RID/ADR
No information available.

---

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# 122860-33-7: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 122860-33-7 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 122860-33-7 is not listed on the TSCA inventory.
It is for research and development use only.

---

SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

Cbz-4-羟甲基哌啶是一种用于合成苯甲酰氧乙基哌啶甲胺的关键中间体，可作为人5-HT4受体的荧光拮抗剂。此外，它也被应用于制备二氨基丁烷衍生物，用作强钙离子透性AMPA受体拮抗剂。

反应信息

• 作为反应物：
  描述：

  1-Cbz-4-羟甲基哌啶 在 sodium tetrahydroborate 、 pyridinium chlorochromate 、 三氟乙酸 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 生成 螺[吲哚啉-3,4’-哌啶]-1’-羧酸苄酯
  参考文献：
  名称：

  基于螺吲哚啉的生长激素促分泌素MK-677的简便合成

  摘要：

  摘要描述了一种合成基于口服活性螺环二氢吲哚的生长激素促分泌素MK-677的简便方法。关键步骤采用了菲舍尔吲哚/还原策略。还优化了关键中间体N-保护的哌啶羧醛5和N-Boc-O-苄基-d-丝氨酸（2）的制备。

  DOI：

  10.1016/j.cclet.2012.03.032
• 作为产物：
  描述：

  4-Acetoxymethyl-piperidine-1-carboxylic acid benzyl ester 在 乙酰氯 作用下， 以 甲醇 为溶剂， 反应 4.5h， 以89%的产率得到1-Cbz-4-羟甲基哌啶
  参考文献：
  名称：

  Mild and Chemoselective Deacetylation Method Using a Catalytic Amount of Acetyl Chloride in Methanol

  摘要：

  在中等酸性条件下，使用催化量的乙酰氯在甲醇中实现了乙酸酯的高效脱乙酰化，成功地对各种伯醇、仲醇、芳香醇和糖醇的乙酸酯进行了脱保护。在其他常用酯存在的情况下，乙酰基的高选择性去除也以优异的产率实现。研究发现，这种通过酯交换介导的脱乙酰化反应的活性直接取决于乙酸酯的电子和立体性质。

  DOI：

  10.1055/s-2005-869838

文献信息

• IRAK DEGRADERS AND USES THEREOF
  申请人：Kymera Therapeutics, Inc.

  公开号：US20190192668A1

  公开（公告）日：2019-06-27

  The present invention provides compounds, compositions thereof, and methods of using the same.

  本发明提供了化合物、其组合物以及使用这些化合物的方法。
• 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。
• COMPOUNDS HAVING MUSCARINIC RECEPTOR ANTAGONIST AND BETA2 ADRENERGIC RECEPTOR AGONIST ACTIVITY
  申请人：CHIESI FARMACEUTICI S.P.A.

  公开号：US20180016267A1

  公开（公告）日：2018-01-18

  Compounds of formula I defined herein act both as muscarinic receptor antagonists and beta2 adrenergic receptor agonists and are useful for the prevention and/or treatment of broncho-obstructive or inflammatory diseases.

  本处定义的I式化合物既作为肌肉收缩受体拮抗剂，又作为β2肾上腺素受体激动剂，可用于预防和/或治疗支气管阻塞或炎症性疾病。
• Pyrrolidine modulators of chemokine receptor activity
  申请人：Merck & Co., Inc.

  公开号：US06265434B1

  公开（公告）日：2001-07-24

  The present invention is directed to pyrrolidine compounds of the formula 1: (wherein R1, R2, R3, R4, R5, R6 and n are defined herein) which are useful as modulators of chemokine receptor activity. In particular, these compounds are useful as modulators of the chemokine receptors CCR-5 and/or CCR-3.

  本发明涉及式1的吡咯烷化合物：（其中R1、R2、R3、R4、R5、R6和n在此处定义），这些化合物可用作趋化因子受体活性的调节剂。具体来说，这些化合物可用作趋化因子受体CCR-5和/或CCR-3的调节剂。
• 2-saccharinylmethyl aryl carboxylates useful as proteolytic enzyme
  申请人：Sterling Winthrop Inc.

  公开号：US05512589A1

  公开（公告）日：1996-04-30

  A compound having the formula: ##STR1## wherein Ar, R.sup.4 and R.sup.5 are defined herein have pharmaceutical utility as proteolytic enzyme inhibitors.

  具有以下化学式的化合物：##STR1## 其中Ar，R.sup.4和R.sup.5的定义如下，在药物上具有蛋白酶抑制剂的用途。