tert-butyl (1-benzyl-4-hydroxypiperidin-4-yl)methylcarbamate

Base Information

• Chemical Name: tert-butyl (1-benzyl-4-hydroxypiperidin-4-yl)methylcarbamate
• CAS No.: 177948-01-5
• Molecular Formula: C18H28N2O3
• Molecular Weight: 320.432
• Mol file: 177948-01-5.mol

Synonyms:tert-butyl N-[(1-benzyl-4-hydroxypiperidin-4-yl)methyl]carbamate;tert-butyl [(1-benzyl-4-hydroxypiperidin-4-yl)methyl]carbamate;ten-butyl (1-benzyl-4-hydroxypiperidin-4-yl)methylcarbamate;4-BOC-aminomethyl-1-benzyl-piperidin-4-ol;1-Benzyl-4-hydroxy-4-(tert-butyloxycarbonylamino)methyl piperidine;(1-benzyl-4-hydroxypiperidin-4-ylmethyl)-carbamic acid tert-butyl ester;

Chemical Property of tert-butyl (1-benzyl-4-hydroxypiperidin-4-yl)methylcarbamate

Chemical Property:

• PSA: 61.80000
• LogP: 2.86700

Purity/Quality:

99% ^*data from raw suppliers

tert-Butyl (1-benzyl-4-hydroxy-4-piperidinyl)methylcarbamate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl (1-benzyl-4-hydroxypiperidin-4-yl)methylcarbamate

There total 4 articles about tert-butyl (1-benzyl-4-hydroxypiperidin-4-yl)methylcarbamate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 75.0%

di-tert-butyl dicarbonate (24424-99-5) + 4-(aminomethyl)-1-benzyl-4-hydroxypiperidine (23804-68-4) → [[4-hydroxy-1-(phenylmethyl)-4-piperidinyl]methyl]carbamic acid 1,1-dimethylethyl ester (177948-01-5)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane; at 60 ℃; for 4h;

DOI:10.1248/cpb.50.1187

Reference yield:

N-benzyl-1-oxa-6-azaspiro[2,5]-octane (19867-34-6) → [[4-hydroxy-1-(phenylmethyl)-4-piperidinyl]methyl]carbamic acid 1,1-dimethylethyl ester (177948-01-5)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. ammonia / ethanol / 9 h / 20 °C

2: 36.5 g / CH₂Cl₂ / 3 h / 20 °C

With ammonium hydroxide; In ethanol; dichloromethane;

DOI:10.1016/j.bmc.2005.02.016

Reference yield:

1-phenylmethyl-4-piperidone (3612-20-2) → [[4-hydroxy-1-(phenylmethyl)-4-piperidinyl]methyl]carbamic acid 1,1-dimethylethyl ester (177948-01-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydride / mineral oil; dimethyl sulfoxide / 1.17 h / 10 - 20 °C / Cooling with ice

1.2: 1.5 h / 20 °C

2.1: ammonium hydroxide / methanol; water / 0 - 20 °C

3.1: dichloromethane / 2 h / 20 °C

With ammonium hydroxide; sodium hydride; In methanol; dichloromethane; water; dimethyl sulfoxide; mineral oil;

upstream raw materials:

di-tert-butyl dicarbonate

4-(aminomethyl)-1-benzyl-4-hydroxypiperidine

N-benzyl-1-oxa-6-azaspiro[2,5]-octane

1-phenylmethyl-4-piperidone

Downstream raw materials:

tert-butyl [(1-benzyl-4-methoxypiperidin-4-yl)methyl]carbamate

tert-butyl [4-methoxy-1-(6-oxo-6-phenyl)piperidin-4-ylmethyl]carbamate

tert-butyl [4-hydroxy-1-(6-oxo-6-phenyl)piperidin-4-ylmethyl]carbamate

4-(benzylamino)methyl-4-hydroxy-1-[3-[5-(1,2,4-triazol-4-yl)-1H-indol-3-yl]propyl]piperidine

Refernces

• 1、 -. "ANTIMICROBIAL COMPOUNDS AND METHODS". Paragraph 00323; 00325. . Retrieved 2020/07/31.
• 2、 -. "N-(HETERO)ARYL-SUBSTITUTED HETEROYCLIC DERIVATIVES USEFUL FOR THE TREATMENT OF DISEASES OR CONDITIONS RELATED TO THE CENTRAL NERVOUS SYSTEM". Page/Page column 72; 73. . Retrieved 2016/04/20.