3-Amino-5-methylsulfanylpentanoic acid

Base Information

• Chemical Name: 3-Amino-5-methylsulfanylpentanoic acid
• CAS No.: 158570-14-0
• Molecular Formula: C₆H₁₃NO₂S
• Molecular Weight: 163.241
• DSSTox Substance ID: DTXSID20399589
• Mol file: 158570-14-0.mol

Synonyms:158570-14-0;3-amino-5-methylsulfanylpentanoic acid;3-amino-5-(methylsulfanyl)pentanoic acid;DL-|A-Homomethionine;DL-beta-Homomethionine;SCHEMBL1256549;DTXSID20399589;CHEBI:182723;L-|A-Homomethionine hydrochloride;MFCD31540124;3-amino-5-methylsulanylpentanoic acid;AKOS006295245;HY-W141960;3-amino-5-(methylsulfanyl)pentanoicacid;SY254064;Pentanoic acid, 3-amino-5-(methylthio)-;DL-beta-Homomethionine, >=99.0% (TLC);CS-0201750;EN300-673429;R-3-Amino-5-(methylthio)pentanoic acid hydrochloride

Chemical Property of 3-Amino-5-methylsulfanylpentanoic acid

Chemical Property:

• Melting Point: 190-193 °C (dec.)
• Boiling Point: 305.1±37.0 °C(Predicted)
• PKA: 3.71±0.10(Predicted)
• PSA: 88.62000
• Density: 1.164±0.06 g/cm3(Predicted)
• LogP: 1.24180
• XLogP3: -2.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 163.06669983
• Heavy Atom Count: 10
• Complexity: 108

Purity/Quality:

99% ^*data from raw suppliers

(+/-)-3-AMINO-5-(METHYLTHIO)PENTANOIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CSCCC(CC(=O)O)N

Technology Process of 3-Amino-5-methylsulfanylpentanoic acid

There total 2 articles about 3-Amino-5-methylsulfanylpentanoic 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: 93.0%

5-(methylthio)-3-oxopentanoic acid → (R)-β-homomethionine (75946-25-7,1217975-36-4,158570-14-0)

Guidance literature:

With 2,3,4,5,6-pentahydroxy-hexanal; nicotinamide adenine dinucleotide phosphate; freeze-dried D-glucose dehydrogenase from Bacillus subtilis; ammonium chloride; In aq. buffer; for 4h; enantioselective reaction; Enzymatic reaction;

DOI:10.1002/anie.202017225

Reference yield:

5-methylsulfanyl-3-oxo-pentanoic acid ethyl ester (118123-92-5) → (R)-β-homomethionine (75946-25-7,1217975-36-4,158570-14-0)

Guidance literature:

Multi-step reaction with 2 steps

1: immobilized lipase; ammonium chloride / dimethyl sulfoxide / 3 h / 30 °C / pH Ca_. 8.5 / Enzymatic reaction

2: nicotinamide adenine dinucleotide phosphate; ammonium chloride; 2,3,4,5,6-pentahydroxy-hexanal; freeze-dried D-glucose dehydrogenase from Bacillus subtilis / aq. buffer / 4 h / Enzymatic reaction

With 2,3,4,5,6-pentahydroxy-hexanal; immobilized lipase; nicotinamide adenine dinucleotide phosphate; freeze-dried D-glucose dehydrogenase from Bacillus subtilis; ammonium chloride; In dimethyl sulfoxide;

DOI:10.1002/anie.202017225

Reference yield:

2,4-Dinitrofluorobenzene (70-34-8,65727-75-5) + (R)-β-homomethionine (75946-25-7,1217975-36-4,158570-14-0) → (R)-3-(2,4-Dinitro-phenylamino)-5-methylsulfanyl-pentanoic acid (78175-33-4)

Guidance literature:

Sanger's procedure;

DOI:10.1016/S0040-4039(01)92514-6

upstream raw materials:

5-methylsulfanyl-3-oxo-pentanoic acid ethyl ester

Downstream raw materials:

(R)-3-(2,4-Dinitro-phenylamino)-5-methylsulfanyl-pentanoic acid

Refernces