4-甲酰基-N-CBZ 哌啶 | 138163-08-3

• 物质功能分类: 有机原料 - 杂环化合物
• 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: 4-甲酰基-N-CBZ 哌啶
• 中文别名: 4-甲酰基-N-CBZ哌啶；1-N-Cbz-4-甲酰基哌啶；4-甲酰基哌啶-1-甲酸苄酯；1-CBZ-4-哌啶甲醛；4-甲酰基-N-Cbz-哌啶；1-Cbz-4-哌啶甲醛；1-N-CBZ-4-甲酰基哌啶；N-CBZ-4-哌啶甲醛
• 英文名称: N-(benzyloxycarbonyl)piperidine-4-carboxaldehyde
• 英文别名: 1-benzyloxycarbonyl-4-piperidinecarbaldehyde；benzyl 4-formylpiperidine-1-carboxylate；4-formyl-N-CBZ-piperidine；4-formylpiperidine-1-carboxylic acid benzyl ester
• CAS: 138163-08-3
• 化学式: C₁₄H₁₇NO₃
• mdl: MFCD01317806
• 分子量: 247.294
• InChiKey: ZJQMLJFHCKTCSF-UHFFFAOYSA-N

物化性质

• 沸点：
  384.5±42.0 °C(Predicted)
• 密度：
  1.22g/ml

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.428
• 拓扑面积：
  46.6
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 危险品标志：
  Xi
• 安全说明：
  S26,S36/37/39
• 危险类别码：
  R36/37/38
• 海关编码：
  2933399090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  室温

SDS

Name:	Benzyl 4-formyltetrahydro-1(2H)-pyridinecarboxylate 90+% Material Safety Data Sheet
Synonym:	4-Formyl-piperidine-1-carboxylic acid benzyl este
CAS:	138163-08-3

Section 1 - Chemical Product MSDS Name:Benzyl 4-formyltetrahydro-1(2H)-pyridinecarboxylate 90+% Material Safety Data Sheet
Synonym:4-Formyl-piperidine-1-carboxylic acid benzyl este

---

Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
138163-08-3	Benzyl 4-formyltetrahydro-1(2H)-pyridi	90+%	unlisted

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

---

Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Not available.
Potential Health Effects
Eye:
May cause eye irritation.
Skin:
May cause skin irritation. May be harmful if absorbed through the skin.
Ingestion:
May cause irritation of the digestive tract. May be harmful if swallowed.
Inhalation:
May cause 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.
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:
Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 138163-08-3: 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: sweetish 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:
Solubility in water:
Specific Gravity/Density:
Molecular Formula: C14H17NO3
Molecular Weight: 247

---

Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Not available.
Conditions to Avoid:
Incompatible materials.
Incompatibilities with Other Materials:
Oxidizing agents, amines, reducing agents.
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# 138163-08-3 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
Benzyl 4-formyltetrahydro-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: Not available.
Risk Phrases:
Safety Phrases:
S 24/25 Avoid contact with skin and eyes.
WGK (Water Danger/Protection)
CAS# 138163-08-3: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 138163-08-3 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 138163-08-3 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

用途

4-甲酰基-N-CBZ 哌啶在常温常压下为液体状，是一种哌啶类衍生物，主要用于有机合成和生物化学合成中间体。它还可用于药物分子及生物活性分子的衍生化。

合成方法

将草酰氯（59.1毫升，674毫摩尔）溶解在二氯甲烷（500毫升）中，并冷却至-78℃。随后加入二甲亚砜（68.3毫升，963毫摩尔），搅拌15分钟后，再加入4-羟甲基哌啶-1-羧酸苄酯（2，120克，481毫摩尔）溶解在二氯甲烷（500毫升）中的溶液。将此混合物升温至-55℃，继续搅拌反应15分钟后再冷却至-78℃。然后加入三乙胺（205毫升，1443毫摩尔），溶解于二氯甲烷（250毫升）中。使悬浮液升至室温，并用冰醋酸（100毫升）淬灭。接下来用水洗涤溶液，水相再用二氯甲烷（2×200毫升）萃取，合并的有机层经盐水洗涤后在硫酸钠上干燥并过滤除去干燥剂，最后浓缩得到4-甲酰基哌啶-1-羧酸苄酯（119克，收率100%）。

图 4-甲酰基-N-CBZ 哌啶的合成路线

反应信息

• 作为反应物：
  描述：

  4-甲酰基-N-CBZ 哌啶 在 sodium tetrahydroborate 、 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：

  1-Cbz-4-哌啶甲酸甲酯 在 二异丁基氢化铝 、 甲醇 、 水 、 sodium chloride 作用下， 以 甲苯 为溶剂， 以49%的产率得到4-甲酰基-N-CBZ 哌啶
  参考文献：
  名称：

  Substituted Spiro-amide Compounds

  摘要：

  将与式I相对应的螺环酰胺化合物替代为R5至R8、D、X、Y和Z具有定义含义的过程，用于制备�