89226-12-0

Basic information

• Product Name: L-TERT-LEUCINE METHYLAMIDE
• Synonyms: (S)-TERT-LEUCINE METHYLAMIDE;TERT-LEUCINE N-METHYLAMIDE;ALPHA-TERT-BUTYL-GLYCINE;L-TLE-NME;L-TERT-LEUCYLAMINOMETHANE;L-TERT-L-LEUCINE METHYLAMIDE;L-TERT-LEUCINE METHYLAMIDE;L-TERT-LEUCINE N-METHYLAMIDE
• CAS NO: 89226-12-0
• Molecular Formula: C₇H₁₆N₂O
• Molecular Weight: 144.21
• Mol File: 89226-12-0.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 266.8 °C at 760 mmHg
• Flash Point: 115.2 °C
• Appearance: /
• Density: 0.935 g/cm³
• Vapor Pressure: 0.00846mmHg at 25°C
• Refractive Index: 1.451
• CAS DataBase Reference: L-TERT-LEUCINE METHYLAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: L-TERT-LEUCINE METHYLAMIDE(89226-12-0)
• EPA Substance Registry System: L-TERT-LEUCINE METHYLAMIDE(89226-12-0)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 89226-12-0(Hazardous Substances Data)

Usage

General Description

L-Tert-Leucine Methylamide is a chemical compound that is a derivative of the amino acid leucine. It is used in the field of organic chemistry as a chiral auxiliary and in peptide synthesis. L-TERT-LEUCINE METHYLAMIDE has been studied for its potential role in the development of novel drug molecules and as a building block for creating complex organic molecules. It is known for its chiral nature and is commonly used in the synthesis of pharmaceuticals and fine chemicals. L-Tert-Leucine Methylamide has also been investigated for its potential use as a catalyst in various chemical reactions due to its unique structural properties.

InChI:InChI=1/C7H16N2O/c1-7(2,3)5(8)6(10)9-4/h5H,8H2,1-4H3,(H,9,10)/t5-/m1/s1

Upstream product

• 75-36-5 acetyl chloride 
• 74-89-5 methylamine 
• 162537-11-3 (S)-2-(methoxycarbonylamino)-3,3-dimethylbutanoic acid 
• 20859-02-3 L-tert-Leucine 
• 63038-26-6 (S)-2-amino-3,3-dimethyl-butyric acid methyl ester 
• 63038-27-7 L-tert-leucine methyl ester hydrochloride 
• 200865-04-9 (S)-(2,2-dimethyl-1-methylcarbamoylpropyl)carbamic acid tert-butyl ester 
• 62965-35-9 N-tert-butyloxycarbonyl-L-tert-leucine 
• 3981-38-2 N-carboxy-L-tert-leucine anhydride 

Downstream Products

• 249588-54-3 (2S,4S)-4-(tert-Butyl-dimethyl-silanyloxy)-2-isobutyl-5-tritylsulfanyl-pentanoic acid ((S)-2,2-dimethyl-1-methylcarbamoyl-propyl)-amide 
• 202345-08-2 (2R,4S)-4-(tert-Butyl-dimethyl-silanyloxy)-2-isobutyl-5-tritylsulfanyl-pentanoic acid ((S)-2,2-dimethyl-1-methylcarbamoyl-propyl)-amide 
• 202345-07-1 (2R,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-2-isobutyl-5-tritylsulfanyl-pentanoic acid ((S)-2,2-dimethyl-1-methylcarbamoyl-propyl)-amide 
• 249588-55-4 2-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-3-tritylsulfanyl-propyl]-nonanoic acid ((S)-2,2-dimethyl-1-methylcarbamoyl-propyl)-amide 
• 888490-57-1 (2S,3R)-2-(4-Methoxy-phenyl)-3-(3,4,4-trimethyl-2,5-dioxo-imidazolidin-1-ylmethyl)-pent-4-enoic acid ((S)-2,2-dimethyl-1-methylcarbamoyl-propyl)-amide 
• 910539-53-6 (2S)-2-(2-benzyl-acryloylamino)-3,3-N-trimethyl-butyramide 
• 910539-92-3 (2S)-2-benzyl-oxirane-2-carboxylic acid ((1S)-2,2-dimethyl-1-methylcarbamoylpropyl)-amide 
• 910539-94-5 (2R)-2-benzyl-oxirane-2-carboxylic acid ((1S)-2,2-dimethyl-1-methylcarbamoylpropyl)-amide 
• 1231908-54-5 (S)-3-(3,4-difluorophenyl)-N-(3,3-dimethyl-1-(methyl-amino)-1-oxobutan-2-yl)-6,7-dihydropyrano[4,3-c]pyrazole-1(4H)-carboxamide 
• 1231908-64-7 tert-butyl (S)-1-(3,3-dimethyl-1-(methylamino)-1-oxobutan-2-ylcarbamoyl)-3-(2,4,5-trifluorophenyl)-6,7-dihydro-1H-pyrazolo[4,3-c]pyridine-5(4H)-carboxylate 
• 233749-49-0 [(1S,2R)-1-(2,4-Dimethoxy-benzyloxycarbamoyl)-2-((S)-2,2-dimethyl-1-methylcarbamoyl-propylcarbamoyl)-4-methyl-pentyl]-carbamic acid 9H-fluoren-9-ylmethyl ester 
• 233749-50-3 (R)-2-[(S)-1-(2,4-Dimethoxy-benzyloxy)-2-(1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-5-oxo-imidazolidin-4-yl]-4-methyl-pentanoic acid ((S)-2,2-dimethyl-1-methylcarbamoyl-propyl)-amide 

Relevant articles and documents

Auxiliary-controlled diastereoselective synthesis of a syn C-6-epimer of the ADAM 10 inhibitor GI254023X

ADAM10 is a cell surface-expressed metalloprotease involved in various cell adhesion and proteolytic processes, in which biological studies have linked an over-expression of ADAM10 to the development and progression of various types of diseases including cancer. GI254023X is a hydroxamate metalloprotease inhibitor known for ADAM10 activity inhibition, but for which structure-activity based biological information for assessing anti-tumour and anti-inflammatory activity is lacking. In this work, an Evans’ asymmetric boron aldol reaction was used to synthesise a syn C-6-epimer of GI254023X intended for biological evaluation against the natural inhibitor.

l-tert-Leucine-Derived AmidPhos-Silver(I) Chiral Complexes for the Asymmetric [3+2] Cycloaddition of Azomethine Ylides

The l-tert-leucine-derived AmidPhos/silver(I) catalytic system has been developed for the asymmetric [3+2] cycloaddition of azomethine ylides with electronic-deficient alkenes with or without Et3N. Under optimal conditions, highly functionalized endo-4-pyrrolidines were obtained with modest to high yields (up to 99% yield) and enantioselectivities (up to 98% ee).

Stereoselective nucleophilic addition to imines catalyzed by chiral bifunctional thiourea organocatalysts

A new and easy synthesis of chiral bifunctional organic catalysts obtained by the combination of (S)-t-leucine-derivatives with (1R,2R)-trans-1,2-diamino-cyclohexane was developed. A few compounds, representatives of a class of organocatalysts containing a thiourea group and a tertiary amino group connected through a chiral backbone, have been successfully synthesized. The catalytic behaviour of such bifunctional chiral molecules, either neutral or protonated species, was investigated in the addition of acetylacetone to β-nitrostyrene as a model reaction. Using the best conditions, high yields and enantioselectivities of up to 85% were obtained. The same metal free catalysts were then employed in the addition of activated nucleophiles to imines: in the reaction of 1,3-diketones with N-CBz imines, the products were isolated in up to 61% ee, while in the reaction with diethyl malonate enantioselectivities up to 71% were reached.