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

Uses

tert-Butyl N,N-diallylcarbamate may be used in the synthesis of heterocyclic compounds.

General Description

tert-Butyl N,N-diallylcarbamate is a protected amine. Ring-closing metathesis (RCM) reactions of tert-butyl N,N-diallylcarbamate in the presence of Hoveyda-Grubbs type catalyst supported on mesoporous molecular sieves have been reported.

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

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

Downstream Products

• 1620683-34-2 C₁₈H₂₅NO₂ 
• 1620683-35-3 C₁₈H₂₅NO₂ 
• 138026-97-8 tert-butyl trans-3-amino-4-hydroxypyrrolidine-1-carboxylate 
• 86953-79-9 tert-butyl pyrrolidine-1-carboxylate 
• 186393-22-6 rac-tert-butyl (3R,4S)-3,4-dihydroxypyrrolidine-1-carboxylate 
• 120871-72-9 (+/-)-tert-butyl trans-4-allyl-3-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 
• 203449-56-3 C₅₇H₈₉N₃O₁₂Si₂ 
• 73286-70-1 N-(tert-butoxycarbonyl)-3-pyrroline 

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.