TERT-BUTYL-N-METHYLCARBAMATE Chemical Properties

Boiling point:

176.6±8.0 °C(Predicted)

Density 

0.937±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

solubility 

DCM, Methanol

form 

Oil

pka

13.04±0.46(Predicted)

color 

Clear

InChI

InChI=1S/C6H13NO2/c1-6(2,3)9-5(8)7-4/h1-4H3,(H,7,8)

InChIKey

JHLVEBNWCCKSGY-UHFFFAOYSA-N

SMILES

C(OC(C)(C)C)(=O)NC

Safety Information

Hazard Codes 

T

Risk Statements 

25

Safety Statements 

45

WGK Germany 

3

HS Code 

2924297099

TERT-BUTYL-N-METHYLCARBAMATE Usage And Synthesis

Uses

tert-Butyl Methylcarbamate is an substituent in the synthetic preparation of PF-06463922, a macrocyclic inhibitor of Anaplastic Lymphoma Kinase (ALK) and c-ros Oncogene 1 (ROS1).

Synthesis

General method: Di-tert-butyl dicarbonate ((Boc)2O, 1.0 mmol) was mixed with monomethylamine (1.0 mmol) and the reaction was carried out with stirring at room temperature for the reaction time as shown in Table 1.The progress of the reaction was monitored by thin layer chromatography (TLC). In most cases, the purity of the resulting Boc-protected tert-butyl methyl-carbamate was satisfactory and no further purification was required. In a few cases, the products needed to be purified by silica gel column chromatography (eluent ratio: ethyl acetate/petroleum ether = 1:2). All products were characterized by infrared spectroscopy (IR), nuclear magnetic resonance hydrogen spectroscopy (1H NMR) and their physical properties.

References

[1] Tetrahedron Letters, 2009, vol. 50, # 46, p. 6244 - 6246
[2] Journal of Organic Chemistry, 2016, vol. 81, # 11, p. 4566 - 4575
[3] Letters in Organic Chemistry, 2013, vol. 10, # 2, p. 121 - 125
[4] Patent: WO2008/33567, 2008, A1. Location in patent: Page/Page column 41
[5] Journal of Labelled Compounds and Radiopharmaceuticals, 1994, vol. 34, # 2, p. 107 - 115

TERT-BUTYL-N-METHYLCARBAMATE(16066-84-5)Related Product Information

• tert-Butyl N-hydroxycarbamate
• tert-Butyl N-(4-aminobutyl)carbamate
• TERT-BUTYL (3AR,6AS)-4-OXOHEXAHYDROCYCLOPENTA[C]PYRROLE-2(1H)-CARBOXYLATE(WX112238)
• (R)-tert-Butyl but-3-yn-2-ylcarbamate
• TETRAHYDRO-PYRAN-3-CARBALDEHYDE
• N/A
• TERT-BUTYL PIVALOYLACETATE
• TERT-BUTYL PENTANOYLACETATE
• N-(tert-Butoxycarbonyl)-L-phenylalanine
• H-Lys(Boc)-OH
• Boc-O-(2-bromo-Cbz)-L-Tyrosine
• BOC-Glycine
• BOC-L-Serine
• N-(tert-Butoxycarbonyl)-L-alanine
• BOC-TRP-OSU
• Fmoc-Lys(Boc)-OH
• BOC-L-Tyrosine
• BOC-N-Methyl-L-alanine