2-amino-4-(benzylsulfanyl)-2-methylbutanoic acid

Base Information

• Chemical Name: 2-amino-4-(benzylsulfanyl)-2-methylbutanoic acid
• CAS No.: 19361-15-0
• Molecular Formula: C₁₂H₁₇NO₂S
• Molecular Weight: 239.338
• Hs Code.: 2930909090
• Mol file: 19361-15-0.mol

Synonyms:2-amino-4-(benzylsulfanyl)-2-methylbutanoic acid

Chemical Property of 2-amino-4-(benzylsulfanyl)-2-methylbutanoic acid

Chemical Property:

• Boiling Point: 407.0±45.0 °C(Predicted)
• PKA: 2.26±0.10(Predicted)
• PSA: 88.62000
• Density: 1.193±0.06 g/cm3(Predicted)
• LogP: 2.81220

Purity/Quality:

98%min ^*data from raw suppliers

2-Amino-4-(benzylsulfanyl)-2-methylbutanoic acid >95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-amino-4-(benzylsulfanyl)-2-methylbutanoic acid

There total 9 articles about 2-amino-4-(benzylsulfanyl)-2-methylbutanoic 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: 85.0%

5-<3-(thioethyl)benzyl>-5-methylhydantoin (72648-21-6) → (+/-)-2-amino-4-(benzylthio)-2-methylbutanoic acid (88082-98-8,19361-15-0)

Guidance literature:

With barium dihydroxide; at 50 - 55 ℃;

DOI:10.1021/jm00176a004

Reference yield:

(R)-2-amino-4-benzylthio-2-methylbutanoic acid hydrochloride → (+/-)-2-amino-4-(benzylthio)-2-methylbutanoic acid (88082-98-8,19361-15-0)

Guidance literature:

With methyloxirane; In ethanol; for 0.25h; Yield given; Heating;

Reference yield:

2-benzylmercaptoethyl bromide (60671-59-2) → (+/-)-2-amino-4-(benzylthio)-2-methylbutanoic acid (88082-98-8,19361-15-0)

Guidance literature:

Multi-step reaction with 5 steps

1: sodium iodide / acetone / 8 h / Ambient temperature

2: 1.) 1,3-dimethyl-2-oxoimidazolidine, butyllithium / 1.) THF, hexane, -70 deg C, 15 min, 2.) 24 h

3: 60 percent / aq. hydrochloric acid / tetrahydrofuran / 336 h / Ambient temperature

4: 6N aq. hydrochloric acid / 3 h / Heating

5: propene oxide / ethanol / 0.25 h / Heating

With 1,3-dimethyl-2-imidazolidinone; hydrogenchloride; n-butyllithium; methyloxirane; sodium iodide; In tetrahydrofuran; ethanol; acetone;

upstream raw materials:

5-<3-(thioethyl)benzyl>-5-methylhydantoin

2-benzylmercaptoethyl bromide

benzyl 2-iodoethyl sulfide

methyl (R)-2-amino-4-benzylthio-2-methylbutanoate

Refernces

• 1、 Pankaskie, Marvin,Abdel-Monem, Mahmoud M.. "Inhibitors of Polyamine Biosynthesis. 8. Irreversible Inhibition of Mammalian S-Adenosyl-L-methionine Decarboxylase by Substrate Analogues". . p. 121 - 127. Retrieved 2007/10/02.