105678-25-9

Basic information

• Product Name: Carbamic acid, propyl-, 1,1-dimethylethyl ester (9CI)
• Synonyms: Carbamic acid, propyl-, 1,1-dimethylethyl ester (9CI);TERT-BUTYL PROPYLCARBAMATE
• CAS NO: 105678-25-9
• Molecular Formula: C₈H₁₇NO₂
• Molecular Weight: 159.22608
• Product Categories: N-BOC
• Mol File: 105678-25-9.mol
• Article Data: 17

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Carbamic acid, propyl-, 1,1-dimethylethyl ester (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Carbamic acid, propyl-, 1,1-dimethylethyl ester (9CI)(105678-25-9)
• EPA Substance Registry System: Carbamic acid, propyl-, 1,1-dimethylethyl ester (9CI)(105678-25-9)

Safety Data

• Hazardous Substances Data: 105678-25-9(Hazardous Substances Data)

Usage

Uses

tert-Butyl Propylcarbamate is an intermediate used in the synthesis of 2-Oxo-3-hydroxy-N-methyl-N-propyl D-Lysergamide-d3 (O856883), which is a labeled analogue of 2-Oxo-3-hydroxy-N-methyl-N-propyl D-Lysergamide (O856880), a major metabolite of Lysergamide (L487990) used as internal standard.

Upstream product

• 107-10-8 propylamine 
• 24424-99-5 di-tert-butyl dicarbonate 
• 36016-38-3 tert-Butyl N-hydroxycarbamate 
• 78888-18-3 N-tert-butoxycarbonylprop-2-en-1-amine 
• 108-86-1 bromobenzene 
• 83948-53-2 3-bromopropylamine tert-butylcarbamate 
• 4248-19-5 tert-butyl carbazate 
• 108-03-2 1-Nitropropane 
• 147169-21-9 tert-butyl N-<1-((p-methylphenyl)sulfonyl)propyl>carbamate 
• 107-13-1 acrylonitrile 
• 110-78-1 Propyl isocyanate 
• 75-65-0 tert-butyl alcohol 
• 41840-28-2 S-tert-butoxycarbonyl-4,6-dimethyl-2-mercaptopyrimidine 
• 89985-91-1 tert-butyl pyridin-2-yl carbonate 

Downstream Products

• 383421-85-0 N-(tert-butyloxycarbonyl)-N',N'-[bis(2-pyridilmethyl)ethane-1,2-diamine] 
• 857349-72-5 t-butyl benzyl(propyl)carbamate 
• 120157-99-5 N-propanoyl-1,1-dimethylethyl carbamate 

Relevant articles and documents

Base-Mediated Intramolecular Decarboxylative Synthesis of Alkylamines from Alkanoyloxycarbamates

A general and effective method for the synthesis of alkylamine via intramolecular decarboxylation of alkanoyloxycarbamates is described. The alkanoyloxycarbamates are readily prepared with alkyl carboxylic acids and hydroxylamine. The reaction shows a broad range of substrates (primary and secondary alkyl) with functional tolerance, and the corresponding products were obtained in good yields under mild conditions.

Alpha-oxidation of amine derivatives by bis(2,2,2-tri-chloroethyl) azodicarboxylate and application of its products as iminium ion equivalents

Alpha-oxidation of amine derivatives by azodicarboxylate was examined. Among several azodicarboxylate esters and amides tested, bis(2,2,2-trichloroethyl) azodicarboxylate, that has highly electrophilic 2,2,2-trichloroethoxycarbonyl functional groups, was found to have excellent oxidation reactivity. Acylated or carbamoylated amines were suitable substrates for this reaction condition. Tertially amines could react in the same manner, but spontaneous elimination of hydrazinyl group occurred to give dimerized products. The reaction products were found to react with nucleophiles in the presence of Lewis or Br?nsted acid catalyst. This strongly suggests that the reaction products, alpha-hydrazinated amine derivatives, might serve as carbonyl group equivalents, very useful intermediates in synthetic organic chemistry.

PROCESS FOR THE CATALYTIC DIRECTED CLEAVAGE OF AMIDE-CONTAINING COMPOUNDS

The present invention relates to a catalytic method for the conversion of amide-containing compouds by means of a build-in directing group and upon the action of a heteronucleophilic compound (in se an amine (RNH2 or RNHR') or an alcohol (ROH) or a thiol (RSH)) in the presence of a metal catalyst to respectively esters, thioesters, carbonates, thiocarbonates and to what is defined as amide-containing compounds (such as carboxamides, urea, carbamates, thiocarbamates). The present invention also relates to these amide-containing compounds having a build-in directing group (DG), as well as the use of such directing groups in the catalytic directed cleavage of N-DG amides with the use of heteronucleophiles (in se an amine (RNH2 or RNHR') or an alcohol (ROH) or thiol (RSH)).