(S)-2-Amino-2-methylpent-4-enoic acid

Base Information

• Chemical Name: (S)-2-Amino-2-methylpent-4-enoic acid
• CAS No.: 96886-55-4
• Molecular Formula: C6H11NO2
• Molecular Weight: 129.159
• European Community (EC) Number: 635-116-6
• DSSTox Substance ID: DTXSID20369222
• Nikkaji Number: J500.180C
• Wikidata: Q72439826
• Mol file: 96886-55-4.mol

Synonyms:96886-55-4;(S)-2-Amino-2-methylpent-4-enoic acid;(S)-2-Amino-2-Methyl-4-Pentenoic Acid;(2S)-2-amino-2-methylpent-4-enoic acid;16820-25-0;ALPHA-ALLYL-L-ALA;MFCD00145248;(S)-2-amino-2-methyl-4-pentenoicacid;ALPHA-METHYL-L-ALLYLGLYCINE;2-Allyl-D-alanine;(s)-alpha-allylalanine;SCHEMBL503383;(S)-(-)- alpha -Allylalanine;DTXSID20369222;LT0125;AKOS006342338;AB03939;AC-1020;(S)-2-Amino-2-methylpent-4-enoicacid;(S)-alpha-Allylalanine (98%, 98%ee);|A inverted exclamation mark-Allyl-L-Ala;AS-47110;CS-0089888;F12113;A851584;(S)-(-)-alpha-Allylalanine, >=98.0% (HPLC);(S)-(-)-2-AMINO-2-METHYL-4-PENTENOIC ACID;(S)-2-AMINO-2-METHYL-4-PENTENOICACID HPLC >97%

Chemical Property of (S)-2-Amino-2-methylpent-4-enoic acid

Chemical Property:

• Appearance/Colour: White crystalline powder.
• Vapor Pressure: 0.0301mmHg at 25°C
• Melting Point: 285℃
• Refractive Index: 1.484
• Boiling Point: 226.2 °C at 760 mmHg
• PKA: 2.26±0.10(Predicted)
• Flash Point: 90.6 °C
• PSA: 63.32000
• Density: 1.067 g/cm³
• LogP: 1.06480
• Storage Temp.: Refrigerator (+4°C)
• Water Solubility.: Very soluble in water.
• XLogP3: -2.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 129.078978594
• Heavy Atom Count: 9
• Complexity: 133

Purity/Quality:

98%,99%, ^*data from raw suppliers

(S)-(?)-α-Allylalanine ≥98.0% (HPLC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(CC=C)(C(=O)O)N
• Isomeric SMILES: C[C@](CC=C)(C(=O)O)N
• Uses: It is used in organic synthesis and as an pharmaceutical intermediate.

Technology Process of (S)-2-Amino-2-methylpent-4-enoic acid

There total 31 articles about (S)-2-Amino-2-methylpent-4-enoic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

C43H34ClN3NiO3 → (R)-N-(2-benzoyl-4-chlorophenyl)-2-[3,5-dihydro-4H-dinaphtho[2,1-c:1',2'-e]azepine-4-yl]acetamide + (S)-α-allylalanine (96886-55-4)

Guidance literature:

With hydrogenchloride; water; In methanol; at 40 ℃; for 1h;

Reference yield: 96.0%

(S)-1-Methyl-1-triethoxymethyl-but-3-enylamine → (S)-α-allylalanine (96886-55-4)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; at 80 ℃;

DOI:10.1016/0957-4166(95)00010-M

Reference yield: 90.0%

(1S,2R,5S,8R)-5-allyl-5,8,11,11-tetramethyl-3-oxa-6-azatricyclo[6.2.1.02,7]undec-6-en-4-one (898823-65-9) → (S)-α-allylalanine (96886-55-4)

Guidance literature:

(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; With sodium hydroxide; In methanol; acetone; at 20 ℃; for 2h;

With hydrogenchloride; at 92 ℃; for 3h;

DOI:10.1021/jo052435g

upstream raw materials:

2-Amino-2-methyl-pent-4-enoic acid ethyl ester

C^α-methyl-D,L-allylglycinamide

allyl bromide

rac-Ala-OH

Downstream raw materials:

(S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-2-methylpent-4-enoic acid

N--(S)-α-<(2-propenyl)alanyl>>-(R)-alanine methyl ester

(S)-2-[Acryloyl-(4-methoxy-benzyl)-amino]-2-methyl-pent-4-enoic acid methyl ester

(S)-2-[Allyl-(4-methoxy-benzyl)-amino]-2-methyl-pent-4-enoic acid methyl ester

Refernces

• 1、 Serra, Massimo,Bernardi, Eric,Marrubini, Giorgio,De Lorenzi, Ersilia,Colombo, Lino. "Palladium-catalyzed asymmetric decarboxylative allylation of azlactone enol carbonates: Fast access to enantioenriched α-allyl quaternary amino acids". . p. 732 - 741. Retrieved 2019/01/09.
• 2、 -. "METHOD FOR SYNTHESIZING OPTICALLY ACTIVE a-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". Paragraph 0439-0446. . Retrieved 2016/05/10.