96886-55-4

Basic information

• Product Name: (R)-2-Amino-2-methyl-4-pentenoic acid
• Synonyms: (S)-(-)-2-AMINO-2-METHYL-4-PENTENOIC ACID HYDRATE;(S)-(-)-2-AMINO-2-METHYL-4-PENTENOIC ACID MONOHYDRATE;L-ALPHA-ALLYLALANINE HYDRATE;L-ALPHA-ALLYLALANINE, MONOHYDRATE;2-Allyl-D-Alanine;2-Allyl-L-Alanine;(S)-(-)-2-Amino-2-methyl-4-pentenoicacidmonohydrate(e.e.);(S)-(-)-2-AMINO-2-METHYL-4-PENTENOIC ACID 1-HYDRATE
• CAS NO: 96886-55-4
• Molecular Formula: C₆H₁₁NO₂
• Molecular Weight: 129.16
• Product Categories: GLYCINESCAFFOLD;Amino Acids;Amino Acid Derivatives;Chiral Reagent;α-Methyl Amino Acids
• Mol File: 96886-55-4.mol
• Article Data: 28

Chemical Properties

• Melting Point: 285℃
• Boiling Point: 226.2 °C at 760 mmHg
• Flash Point: 90.6 °C
• Appearance: White crystalline powder.
• Density: 1.067 g/cm³
• Vapor Pressure: 0.0301mmHg at 25°C
• Refractive Index: 1.484
• Storage Temp.: Refrigerator (+4°C)
• PKA: 2.26±0.10(Predicted)
• Water Solubility: Very soluble in water.
• CAS DataBase Reference: (R)-2-Amino-2-methyl-4-pentenoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-2-Amino-2-methyl-4-pentenoic acid(96886-55-4)
• EPA Substance Registry System: (R)-2-Amino-2-methyl-4-pentenoic acid(96886-55-4)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26
• WGK Germany: 3
• Hazardous Substances Data: 96886-55-4(Hazardous Substances Data)

Usage

Uses

It is used in organic synthesis and as an pharmaceutical intermediate.

InChI:InChI=1/C6H11NO2/c1-3-4-6(2,7)5(8)9/h3H,1,4,7H2,2H3,(H,8,9)/t6-/m0/s1

Upstream product

• 53777-94-9 C₁₃H₁₃NO₂ 
• 886466-65-5 5-allyloxycarbonyloxy-4-methyl-2-phenyloxazole 
• 1443008-01-2 (S)-2-amino-N-((1S,2S)-2-hydroxy-1,2-diphenylethyl)-N,2-dimethylpent-4-enamide 
• 1443008-27-2 C₂₆H₃₄N₂O₂ 
• 1318776-55-4 R-(-)-benzyl 2-carbamyl-2-methylpent-4-enoate 
• 1266681-06-4 (3S,5aR,6aS,7aS)-3-allyl-5,5a,6,6a,7,7a-hexahydro-3,6,6,7a-tetramethylbicyclo[4.1.0]hept-1⁽⁶⁾eno[3,4-b][1,4]oxazin-2(3H)-one 
• 56-41-7 L-alanin 
• 106-95-6 allyl bromide 
• 898823-65-9 (1S,2R,5S,8R)-5-allyl-5,8,11,11-tetramethyl-3-oxa-6-azatricyclo[6.2.1.0^2,7]undec-6-en-4-one 
• 91292-73-8 methyl alanine p-chlorobenzaldimine 
• 53933-42-9 2-(benzylidene-amino)-propionic acid methyl ester 
• 144125-67-7 C^α-methyl-D,L-allylglycinamide 
• 213619-63-7 (3S,6R)-3-allyl-N-1-(tert-butoxycarbonyl)-6-isopropyl-3-methyl-5-phenyl-1,2,3,6-tetrahydro-2-pyrazinone 
• 126402-81-1 isopropyl 2-[(E)-1-phenylmethylideneamino]propanoate 

Downstream Products

• 88820-87-5 (S)-2-Amino-2-(2-propenyl)propionsaeure-methylester 
• 136707-27-2 N-tert-butyloxycarbonyl-C^α-methyl-L-allylglycine 
• 288617-71-0 (S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-2-methylpent-4-enoic acid 
• 160281-24-3 N--(S)-α-<(2-propenyl)alanyl>>-(R)-alanine methyl ester 
• 188194-98-1 (S)-2-[Acryloyl-(4-methoxy-benzyl)-amino]-2-methyl-pent-4-enoic acid methyl ester 
• 188194-97-0 (S)-2-[Allyl-(4-methoxy-benzyl)-amino]-2-methyl-pent-4-enoic acid methyl ester 
• 797784-94-2 C₁₈H₂₃NO₆ 
• 797784-93-1 (S)-2-benzyloxycarbonylamino-2-methyl-4-pentenoic acid methyl ester 
• 225656-35-9 methyl (S)-2-methyl-2-(toluenesulfonylamino)-4-pentenoate 
• 944086-92-4 (S)-benzyl 2-t-butyloxycarbonylamino-2-methyl-4-pentenoate 

Relevant articles and documents

Asymmetric synthesis of α-amino acids via chiral N-alkylidenesulfinamides

(SR)-(-)-N-[1-(Triethoxymethyl)ethylidene]-p-toluenesulfonamide (2) was synthesized from the addition reaction of triethoxyacetonitrile with MeLi followed by (+)-(R)-d-menthyl-p-toluenesulfinate (1R). Sulfinimine 2 underwent complete stereoselective reduc

High-chirality method for selectively synthesizing alpha-disubstituted alpha-amino acid

The invention discloses a high-chirality method for selectively synthesizing alpha-disubstituted alpha-amino acid. The high-chirality method for selectively synthesizing alpha-disubstituted alpha-amino acid is characterized by comprising the following steps: step one, reacting S-tert-butanesulfinyl amide or R-tert-butanesulfinyl amide, R-beta substituted ethyl pyruvate and tetraethyl titanate in atetrahydrofuran solvent to obtain a compound C; step two, reacting the compound C with alkyl substituted magnesium bromide under the catalyzing effect of zinc dimethyl in tetrahydrofuran to obtain acompound E; step three, reacting the compound E under the effect of ammonium chloride and anhydrous hydrogen chloride to obtain a compound F; and step four, hydrolyzing the compound F in an ethanol aqueous solution of sodium hydroxide to obtain hydrochloride of a compound G, and carrying out ion exchange to obtain the compound G. The chiral selective reaction is greatly improved, and the method issimple in process, uses cheap and easily obtained raw materials, is simple and convenient to operate, is quite suitable for industrial mass production, and has quite extensive industrial applicationprospect and market value.

METHOD FOR SYNTHESIZING OPTICALLY ACTIVE α-AMINO ACID USING CHIRAL METAL COMPLEX COMPRISING AXIALLY CHIRAL N-(2-ACYLARYL)-2-[5,7-DIHYDRO-6H-DIBENZO[c,e]AZEPIN-6-YL]ACETAMIDE COMPOUND AND AMINO ACID

Objects of the present invention are to provide an industrially applicable method for producing an optically active ±-amino acid in high yield and in a highly enantioselective manner, to provide a simple production method of an optically active ±,±-disubstituted ±-amino acid, and to provide an intermediate useful for the above production methods of an optically active ±-amino acid and an optically active ±,±-disubstituted ±-amino acid. The present invention provides a production method of an optically active ±-amino acid or a salt thereof, the production method comprising introducing a substituent into the ± carbon in the ±-amino acid moiety of a metal complex represented by the following Formula (1): by an alkylation reaction, an aldol reaction, the Michael reaction, or the Mannich reaction, and releasing an optically pure ±-amino acid enantiomer or a salt thereof by acid decomposition of the metal complex.