134953-64-3

Basic information

• Product Name: Carbamic acid, (1-methylpropyl)-, 1,1-dimethylethyl ester (9CI)
• Synonyms: Carbamic acid, (1-methylpropyl)-, 1,1-dimethylethyl ester (9CI)
• CAS NO: 134953-64-3
• Molecular Formula: C9H19NO2
• Molecular Weight: 173.25266
• Product Categories: N-BOC
• Mol File: 134953-64-3.mol
• Article Data: 10

Chemical Properties

• Melting Point: 28-30 °C
• Boiling Point: 211.4±8.0 °C(Predicted)
• Appearance: /
• Density: 0.912±0.06 g/cm3(Predicted)
• PKA: 13.06±0.46(Predicted)
• CAS DataBase Reference: Carbamic acid, (1-methylpropyl)-, 1,1-dimethylethyl ester (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Carbamic acid, (1-methylpropyl)-, 1,1-dimethylethyl ester (9CI)(134953-64-3)
• EPA Substance Registry System: Carbamic acid, (1-methylpropyl)-, 1,1-dimethylethyl ester (9CI)(134953-64-3)

Safety Data

• Hazardous Substances Data: 134953-64-3(Hazardous Substances Data)

Upstream product

• 1113-78-6 tri(sec-butyl)borane 
• 18303-04-3 N-[(tert-butoxy)carbonyl]-4-methylbenzenesulfonamide 
• 66389-76-2 tert-butyl methyl iminodicarboxylate 
• 36016-38-3 tert-Butyl N-hydroxycarbamate 
• 33966-50-6 SEC-BUTYLAMINE 
• 24424-99-5 di-tert-butyl dicarbonate 
• 41839-96-7 N-(tert-butoxycarbonyl)-succinimide 
• 598-30-1 sec.-butyllithium 
• 150884-56-3 N-tert-butyloxycarbonyl-3-(4-cyanophenyl)oxaziridine 
• 105838-14-0 tert-butyl N-tosyloxycarbamate 

Relevant articles and documents

A convenient synthesis of N-boc protected primary amines via the reaction of organoboranes with Li or K t-butyl-N-tosyloxycarbamate

Primary and secondary alkylboranes reacted rapidly at low temperature with Li or K t-butyl-N-tosyloxycarbamate (LiBTOC or KBTOC) to give the corresponding N-Boc protected primary amines in modest to good yields (16-81%).

Sulfated tungstate: A highly efficient, recyclable and ecofriendly catalyst for chemoselective N-tert butyloxycarbonylation of amines under the solvent-free conditions

Sulfated tungstate catalyzed an efficient and ecofriendly protocol has been described for the chemoselective N-tert-butyloxycarbonylation of amines under the solvent-free conditions at room temperature. The variety of functionalized aliphatic, aromatic and heteroaromatic amines efficiently undergoes the N-tert-butyloxycarbonylation under the developed protocol. The aminoalcohol, aminophenol, aminoester as well as various chiral amines underwent the chemoselective N-Boc protection under the optimized reaction condition. The rapid reaction rate, mild conditions, very good functional group tolerance, excellent yield, solvent-free, easy recovery products and excellent catalyst recyclability are the advantages of this protocol. This makes the protocol feasible, economical and environmentally benign.

Lead Optimization of Benzoxazolone Carboxamides as Orally Bioavailable and CNS Penetrant Acid Ceramidase Inhibitors

Sphingolipids (SphLs) are a diverse class of molecules that are regulated by a complex network of enzymatic pathways. A disturbance in these pathways leads to lipid accumulation and initiation of several SphL-related disorders. Acid ceramidase is one of the key enzymes that regulate the metabolism of ceramides and glycosphingolipids, which are important members of the SphL family. Herein, we describe the lead optimization studies of benzoxazolone carboxamides resulting in piperidine 22m, where we demonstrated target engagement in two animal models of neuropathic lysosomal storage diseases (LSDs), Gaucher's and Krabbe's diseases. After daily intraperitoneal administration at 90 mg kg-1, 22m significantly reduced the brain levels of the toxic lipids glucosylsphingosine (GluSph) in 4L;C? mice and galactosylsphingosine (GalSph) in Twitcher mice. We believe that 22m is a lead molecule that can be further developed for the correction of severe neurological LSDs where GluSph or GalSph play a significant role in disease pathogenesis.