218449-48-0

Basic information

• Product Name: tert-butyl 3-hydroxy-1-phenylpropylcarbamate
• Synonyms: tert-butyl 3-hydroxy-1-phenylpropylcarbamate;Carbamic acid, N-(3-hydroxy-1-phenylpropyl)-, 1,1-dimethylethyl este
• CAS NO: 218449-48-0
• Molecular Formula: C₁₄H₂₁NO₃
• Molecular Weight: 251.32144
• Mol File: 218449-48-0.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: tert-butyl 3-hydroxy-1-phenylpropylcarbamate(CAS DataBase Reference)
• NIST Chemistry Reference: tert-butyl 3-hydroxy-1-phenylpropylcarbamate(218449-48-0)
• EPA Substance Registry System: tert-butyl 3-hydroxy-1-phenylpropylcarbamate(218449-48-0)

Safety Data

• Hazardous Substances Data: 218449-48-0(Hazardous Substances Data)

Usage

General Description

Tert-butyl 3-hydroxy-1-phenylpropylcarbamate is a chemical compound with the molecular formula C15H23NO3. It is a carbamate derivative and is also known by the trade name meprobamate. tert-butyl 3-hydroxy-1-phenylpropylcarbamate is a central nervous system depressant and is used as an anxiolytic and sedative medication. It works by enhancing the activity of the neurotransmitter GABA in the brain, leading to its calming and relaxing effects. Meprobamate has been used to treat anxiety, tension, and muscle spasm disorders. However, it has a high potential for abuse and can lead to dependence and addiction, and its use has declined due to these risks.

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 4393-21-9 1-(phenyl)allylamine 
• 91230-12-5 (1-phenyl-allyl)-carbamic acid tert-butyl ester 
• 100-52-7 benzaldehyde 
• 14593-04-5 3-amino-3-phenyl-1-propanol 
• 3646-50-2 3-Amino-3-phenylpropionic acid 

Downstream Products

• 1620488-63-2 N-(3-azido-1-phenylpropyl)-2-hydroxyiminoacetamide 
• 1630028-91-9 C₆H₁₁NO₅*C₉H₁₂N₄ 
• 1620488-61-0 3-azido-1-phenylpropylamine 
• 1620488-58-5 tert-butyl (3-azido-1-phenylpropyl)carbamate 
• 1620488-67-6 C₁₅H₂₁N₅O₄ 
• 432042-06-3 C₁₀H₁₅NO 
• 374725-03-8 tert-butyl (-formyl-1-phenylethyl)carbamate 

Relevant articles and documents

Base-induced Sommelet–Hauser rearrangement of N-(α-(2-oxyethyl)branched)benzylic glycine ester-derived ammonium salts via a chelated intermediate

The base-induced Sommelet–Hauser (S–H) rearrangement of N-(α-branched)benzylic glycine ester-derived ammonium salts 1 was investigated. When the α-branched substituent was a simple alkyl, such as a methyl or butyl, desired S–H rearrangement product 2 was obtained in low yield with formation of the [1,2] Stevens rearranged 4 and Hofmann eliminated products 5 and 6. However, when the α-branched substituent had a 2-oxy moiety, such as 2-acetoxyethyl or 2-benzoyloxyethyl, the yields of 2 were improved. These results could be explained by formation of chelated intermediate C that stabilizes the carbanionic ylide, and the subsequent initial dearomative [2,3] sigmatropic rearrangement would be accelerated. The existence of C was supported by mechanistic experiments. This enhancement effect is not very strong or effective; however, it will expand the synthetic usefulness of ammonium ylide rearrangements.

Enzyme-catalyzed cascade synthesis of hydroxyiminoacetamides

In order to synthesize N-(3-azido-1-phenylpropyl)-2-hydroxyiminoacetamide, a key compound for the preparation of acetylcholinesterase (AChE) reactivators of the N-substituted 2-hydroxyiminoacetamide type, it was necessary to develop a method for forming a

Structure-activity relationships of 1,3,5-triazine-2,4,6-triones as human gonadotropin-releasing hormone receptor antagonists

SAR studies of 1,3,5-triazine-2,4,6-triones as human gonadotropin-releasing hormone receptor antagonists resulted in potent compounds. The best compound from the series had a binding affinity of 2 nM.