(2R)-2-aminohex-5-ynoic Acid

Base Information

• Chemical Name: (2R)-2-aminohex-5-ynoic Acid
• CAS No.: 211054-02-3
• Molecular Formula: C6H9NO2
• Molecular Weight: 127.14100
• Hs Code.: 2922498590
• DSSTox Substance ID: DTXSID00447532
• Nikkaji Number: J983.677B
• Mol file: 211054-02-3.mol

Synonyms:(2R)-2-aminohex-5-ynoic Acid;211054-02-3;5-Hexynoic acid, 2-amino-, (2R)-;(r)-2-aminohex-5-ynoic acid;2r-amino-5-hexynoic acid;SCHEMBL2548392;(2R)-2-(3-Butynyl)glycine;DTXSID00447532;AKOS030241195;EN300-1297694

Chemical Property of (2R)-2-aminohex-5-ynoic Acid

Chemical Property:

• Boiling Point: 260.5±35.0 °C(Predicted)
• PKA: 2.21±0.10(Predicted)
• PSA: 63.32000
• Density: 1.155±0.06 g/cm3(Predicted)
• LogP: 0.51200
• XLogP3: -2.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 127.063328530
• Heavy Atom Count: 9
• Complexity: 144

Purity/Quality:

98.5% ^*data from raw suppliers

D-Homopropargylglycine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C#CCCC(C(=O)O)N
• Isomeric SMILES: C#CCC[C@H](C(=O)O)N

Technology Process of (2R)-2-aminohex-5-ynoic Acid

There total 1 articles about (2R)-2-aminohex-5-ynoic 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: 99.0%

(R)-2-amino-5-hexynoic acid amide (767279-09-4) → (R)-2-amino-5-hexynoic acid (211054-02-3)

Guidance literature:

With Rhodococcus erythropolis NCIMB 11540 (whole cells, amidase); In phosphate buffer; at 37 ℃; for 3h; pH=8; Enzymatic reaction;

DOI:10.1002/1615-4169(200108)343:6/7<662::aid-adsc662>3.3.co;2-9

Reference yield:

(R)-2-amino-5-hexynoic acid (211054-02-3) → (R)-5-(4-methoxybenzylidene)-1-(4-toluenesulfonyl)pyrrolidine-2-carboxylic acid methyl ester

Guidance literature:

Multi-step reaction with 3 steps

1: SOCl₂ / 5 h / 70 °C

2: 1.68 g / Et₃N / CH₂Cl₂ / 16 h / 20 °C

3: 22 percent / tetrabutylammonium chloride; K₂CO₃ / Pd(PPh₃)4 / acetonitrile / 2 h / Heating

With thionyl chloride; tetrabutyl-ammonium chloride; potassium carbonate; triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In dichloromethane; acetonitrile;

DOI:10.1002/1615-4169(200201)344:1<70::AID-ADSC70>3.0.CO;2-1

Reference yield:

(R)-2-amino-5-hexynoic acid (211054-02-3) → (R)-5-methyl-1-(4-toluenesulfonyl)-2,3-dihydro-1H-pyrrole-2-carboxylic acid methyl ester

Guidance literature:

Multi-step reaction with 4 steps

1.1: SOCl₂ / 5 h / 70 °C

2.1: 1.68 g / Et₃N / CH₂Cl₂ / 16 h / 20 °C

3.1: 90 percent / K₂CO₃; PPh₃; PhI / Pd(OAc)2 / tetrahydrofuran / 1 h / Heating

4.1: TFAA / CH₂Cl₂ / 0.25 h / 0 °C

4.2: TFA / CH₂Cl₂ / 3 h / 0 °C

With thionyl chloride; iodobenzene; potassium carbonate; triethylamine; triphenylphosphine; trifluoroacetic anhydride; palladium diacetate; In tetrahydrofuran; dichloromethane;

DOI:10.1002/1615-4169(200201)344:1<70::AID-ADSC70>3.0.CO;2-1

upstream raw materials:

(R)-2-amino-5-hexynoic acid amide

Downstream raw materials:

(R)-2-(4-toluenesulfonylamino)hex-5-ynoic acid methyl ester

(R)-5-methylene-1-(4-toluenesulfonyl)pyrrolidine-2-carboxylic acid methyl ester

(R)-5-benzylidene-1-(4-toluenesulfonyl)pyrrolidine-2-carboxylic acid methyl ester

(R)-5-methylene-1-(4-nitrobenzenesulfonyl)pyrrolidine-2-carboxylic acid methyl ester