644991-42-4

Basic information

• Product Name: Carbamic acid, [2-methyl-1-(2-oxoethyl)propyl]-, 1,1-dimethylethyl ester (9CI)
• Synonyms: Carbamic acid, [2-methyl-1-(2-oxoethyl)propyl]-, 1,1-dimethylethyl ester (9CI);[2-Methyl-1-(2-oxo-ethyl)-propyl]-carbamic acid tert-butyl ester
• CAS NO: 644991-42-4
• Molecular Formula: C11H21NO3
• Molecular Weight: 215.28934
• Product Categories: N-BOC
• Mol File: 644991-42-4.mol

Chemical Properties

• Boiling Point: 307.329°C at 760 mmHg
• Flash Point: 139.668°C
• Appearance: /
• Density: 0.976g/cm³
• Vapor Pressure: 0.001mmHg at 25°C
• Refractive Index: 1.443
• CAS DataBase Reference: Carbamic acid, [2-methyl-1-(2-oxoethyl)propyl]-, 1,1-dimethylethyl ester (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Carbamic acid, [2-methyl-1-(2-oxoethyl)propyl]-, 1,1-dimethylethyl ester (9CI)(644991-42-4)
• EPA Substance Registry System: Carbamic acid, [2-methyl-1-(2-oxoethyl)propyl]-, 1,1-dimethylethyl ester (9CI)(644991-42-4)

Safety Data

• Hazardous Substances Data: 644991-42-4(Hazardous Substances Data)

Usage

InChI:InChI=1/C11H21NO3/c1-8(2)9(6-7-13)12-10(14)15-11(3,4)5/h7-9H,6H2,1-5H3,(H,12,14)

Upstream product

• 852202-38-1 (R)-tert-butyl (2-methylhex-5-en-3-yl)carbamate 
• 1072804-64-8 (S)-2-methyl N-((R)-2-methylhex-5-en-3-yl)propane-2-sulfinamide 
• 126301-18-6 [(2S)-2-(tert-butoxycarbonylamino)-3-methyl-butyl] methanesulfonate 
• 79069-14-0 (S)-2-<(tert-butoxycarbonyl)amino>-3-methylbutan-1-ol 
• 172695-23-7 (R)-3-<(tert-butoxycarbonyl)amino>-4-methylpentanenitrile 
• 24424-99-5 di-tert-butyl dicarbonate 
• 2026-48-4 (S)-valinol 

Downstream Products

• 1423040-49-6 methyl (2S,4R)-4-{[(2-{(6S,9R,11R)-6-[(2S)-butan-2-yl]-9-isopropyl-2,2-dimethyl-4,7,13-trioxo-3,12-dioxa-5,8-diazatetradecan-11-yl}-1,3-thiazol-4-yl)carbonyl]amino}-2-methyl-5-phenylpentanoate 

Relevant articles and documents

Stereoselective total synthesis of tubulysin v

The total synthesis of tubulysin V was accomplished in 1.0% overall yield with linear 13 steps. Our synthetic strategy featured the following two reactions. One is zinc-mediated aza-Barbier reaction of (R)-N-tert- butanesulfinyl imine 8 with β-ester group functionalized allylic bromide 9 to afford the chiral homo-allylic amine (7); the other is to employ the methodology of aqueous indium-mediated aza-Barbier reaction previously developed by our group, giving the chiral homo-allylic amine 13 with high efficiency. The total synthesis of tubulysin V was accomplished in 1.0% overall yield with linear 13 steps. Our synthetic strategy featured the following two reactions. One is zinc-mediated aza-Barbier reaction of (R)-N-tert-butanesulfinyl imine 8 with β-ester group functionalized allylic bromide 9 to afford the chiral homo-allylic amine 7; the other is to employ the methodology of aqueous indium-mediated aza-Barbier reaction previously developed by our group, giving the chiral homo-allylic amine 13 with high efficiency. Copyright

Stereoselective synthesis of 2-alkenylaziridines and 2-alkenylazetidines by palladium-catalyzed intramolecular amination of α- and β-amino allenes

Whereas palladium-catalyzed reaction of N-arylsulfonyl-α-amino allenes with an aryl iodide (4 equiv) in the presence of potassium carbonate (4 equiv) in DMF at around 70 °C affords the corresponding 3-pyrroline derivatives, the reaction in refluxing 1,4-dioxane under otherwise identical conditions yields exclusively or most predominantly the corresponding 2-alkenylaziridines bearing an aryl group on the double bond. Similarly, N-arylsulfonyl-β-amino allenes can be also cyclized into the corresponding alkenylazetidines bearing a 2,4-cis-configuration under palladium-catalyzed cyclization conditions in DMF.

Synthesis of homochiral N-Boc-β-aminoaldehydes from N-Boc-β-aminonitriles

Enantiopure N-Boc-β-aminoaldehydes are efficiently prepared in good yields from N-Boc-β-aminonitriles by reduction of the nitrile function with diisobutylaluminium hydride (DIBAL-H) - Keywords: β-aminoaldehyde; β-aminonitrile; α-aminoacid; homochiral; enantiomeric excess; reduction; DIBAL-H