151259-38-0

Basic information

• Product Name: TERT-BUTYL N,N-DIALLYLCARBAMATE
• Synonyms: TERT-BUTYL N,N-DIALLYLCARBAMATE;N-BOC-DIALLYLAMINE;tert-Butyl diallylcarbamate
• CAS NO: 151259-38-0
• Molecular Formula: C₁₁H₁₉NO₂
• Molecular Weight: 197.27
• Product Categories: Nitrogen Compounds;Organic Building Blocks;Protected Amines
• Mol File: 151259-38-0.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 75 °C/1.5 mmHg(lit.)
• Flash Point: 81 °C
• Appearance: /
• Density: 0.914 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0334mmHg at 25°C
• Refractive Index: n20/D 1.442(lit.)
• PKA: -1.46±0.70(Predicted)
• CAS DataBase Reference: TERT-BUTYL N,N-DIALLYLCARBAMATE(CAS DataBase Reference)
• NIST Chemistry Reference: TERT-BUTYL N,N-DIALLYLCARBAMATE(151259-38-0)
• EPA Substance Registry System: TERT-BUTYL N,N-DIALLYLCARBAMATE(151259-38-0)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 151259-38-0(Hazardous Substances Data)

Usage

Description

TERT-BUTYL N,N-DIALLYLCARBAMATE, also known as a protected amine, is a chemical compound that plays a significant role in the synthesis of various heterocyclic compounds. It is characterized by its ability to participate in ring-closing metathesis (RCM) reactions, which are crucial in the formation of complex molecular structures.

Uses

Used in Pharmaceutical Industry:
TERT-BUTYL N,N-DIALLYLCARBAMATE is used as a key intermediate for the synthesis of heterocyclic compounds, which are essential in the development of new pharmaceuticals. These heterocyclic compounds are known for their diverse range of biological activities, including anti-cancer, anti-inflammatory, and anti-microbial properties.
Used in Chemical Synthesis:
TERT-BUTYL N,N-DIALLYLCARBAMATE is used as a reactant in the ring-closing metathesis (RCM) reactions, which are vital for creating complex molecular structures with potential applications in various industries, such as pharmaceuticals, agrochemicals, and materials science. The use of Hoveyda-Grubbs type catalyst supported on mesoporous molecular sieves enhances the efficiency and selectivity of these reactions.

InChI:InChI=1/C11H19NO2/c1-6-8-12(9-7-2)10(13)14-11(3,4)5/h6-7H,1-2,8-9H2,3-5H3

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 124-02-7 diallylamine 
• 34619-03-9 tert-butyldicarbonate 

Downstream Products

• 120871-72-9 (+/-)-tert-butyl trans-4-allyl-3-hydroxypyrrolidine-1-carboxylate 
• 1620683-34-2 C₁₈H₂₅NO₂ 
• 1620683-35-3 C₁₈H₂₅NO₂ 
• 186393-22-6 rac-tert-butyl (3R,4S)-3,4-dihydroxypyrrolidine-1-carboxylate 
• 86953-79-9 tert-butyl pyrrolidine-1-carboxylate 
• 138026-97-8 tert-butyl trans-3-amino-4-hydroxypyrrolidine-1-carboxylate 
• 114214-49-2 rac-tert-butyl (1R,5S)-6-oxa-3-azabicyclo[3.1.0]hexane-3-carboxylate 
• 114214-49-2 1-tert-butoxycarbonyl-3,4-epoxypyrrolidine 
• 1174020-49-5 trans-tert-butyl 3-fluoro-4-hydroxypyrrolidine-1-carboxylate 

Relevant articles and documents

A short synthesis of pyridines from deprotonated α-aminonitriles by an alkylation/RCM sequence

α-Aminonitriles can serve as versatile key precursors for the synthesis of nitrogen containing heterocycles. After unsuccessful trials involving the [1,2]-Stevens rearrangement of nitrile-stabilized ammonium ylides, we herein report a simple three-step synthesis of substituted pyridines based on an alkylation/ring-closing metathesis/aromatization sequence.

3-HYDROXYPYRROLIDINE INHIBITORS OF 5?-METHYLTHIOADENOSINE PHOSPHORYLASE AND NUCLEOSIDASE

The present invention relates to 3-hydroxypyrrolidine compounds of the general formula (I) which are inhibitors of 5?-methylthioadenosine phosphorylase or 5?-methylthioadenosine nucleosidase. The invention also relates to the use of these compounds in the treatment of diseases or conditions in which it is desirable to inhibit 5?-methylthioadenosine phosphorylase or 5?-methylthioadenosine nucleosidase including cancer, and to pharmaceutical compositions containing the compounds

Molecular iodine-catalyzed facile procedure for N-Boc protection of amines

An efficient and practical protocol for the protection of various structurally and electronically divergent aryl and aliphatic amines using (Boc)2O in the presence of a catalytic amount of molecular iodine (10 mol%) under solvent-free conditions at ambient temperature is presented.