3-Amino-4,4-dimethylpentanoic acid

Base Information

• Chemical Name: 3-Amino-4,4-dimethylpentanoic acid
• CAS No.: 204191-43-5
• Molecular Formula: C7H15NO2
• Molecular Weight: 145.20
• Hs Code.: 2922499990
• European Community (EC) Number: 674-635-2
• DSSTox Substance ID: DTXSID30369990
• Nikkaji Number: J1.940.077H
• Mol file: 204191-43-5.mol

Synonyms:3-amino-4,4-dimethylpentanoic acid;204191-43-5;3-amino-4,4-dimethyl-pentanoic Acid;dl-3-t-butyl-beta-alanine;3-Amino-4,4-dimethyl-pentanoicacid;(R,S)-3-t-Butyl-beta-alanine;Pentanoic acid, 3-amino-4,4-dimethyl-;DL-3-t-Butyl- -alanine;SCHEMBL1120178;DTXSID30369990;MIMSUZKTGRXZNZ-UHFFFAOYSA-N;3-amino-4,4-dimethylpentanoicacid;MFCD01863279;AKOS013153478;TS-7197;A4443;FT-0750740;EN300-86193;3-Amino-4,4-dimethylpentanoic acid hydrate,98;3-amino-4,4-dimethylpentanoic acid, AldrichCPR;Q-102254;Z1582263789;2-(3,5-Dioxo-4-aza-tricyclo[5.2.1.0*2,6*]-dec-4-yl)propionicacid

Chemical Property of 3-Amino-4,4-dimethylpentanoic acid

Chemical Property:

• Vapor Pressure: 0.0118mmHg at 25°C
• Refractive Index: 1.465
• Boiling Point: 241.6 °C at 760 mmHg
• PKA: 3.81±0.10(Predicted)
• Flash Point: 99.9 °C
• PSA: 63.32000
• Density: 1.017 g/cm³
• LogP: 1.53480
• XLogP3: -1.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 145.110278721
• Heavy Atom Count: 10
• Complexity: 126

Purity/Quality:

98%min ^*data from raw suppliers

3Amino-4,4-dimethylpentanoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)C(CC(=O)O)N

Technology Process of 3-Amino-4,4-dimethylpentanoic acid

There total 3 articles about 3-Amino-4,4-dimethylpentanoic 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: 41.0%

malonic acid (141-82-2) + pivalaldehyde (630-19-3) → racemic 3-amino-4,4-dimethyl-pentanoic acid (204191-43-5)

Guidance literature:

With ammonium acetate; for 48h; Reflux;

DOI:10.1002/anie.202108442

Reference yield:

3-formylamino-4,4-dimethyl-pentanoic acid ethyl ester → racemic 3-amino-4,4-dimethyl-pentanoic acid (204191-43-5)

Guidance literature:

With hydrogenchloride; at 50 ℃; for 5h;

DOI:10.1016/j.tetlet.2005.01.114

Reference yield:

N-[2,2-Dimethyl-1-(toluene-4-sulfonyl)-propyl]-formamide (185244-02-4) → racemic 3-amino-4,4-dimethyl-pentanoic acid (204191-43-5)

Guidance literature:

Multi-step reaction with 2 steps

1: Et₃N / CH₂Cl₂ / 24 h / Heating

2: 0.76 g / aq. HCl / 5 h / 50 °C

With hydrogenchloride; triethylamine; In dichloromethane;

DOI:10.1016/j.tetlet.2005.01.114

upstream raw materials:

malonic acid

pivalaldehyde

N-[2,2-Dimethyl-1-(toluene-4-sulfonyl)-propyl]-formamide

Downstream raw materials:

(S)‐3‐amino‐4,4‐dimethylpentanoic acid

(3R)-3-amino-4,4-dimethylpentanoic acid

3-((tert-butoxycarbonyl)amino)-4,4-dimethylpentanoic acid

4-tert-butyl-2-phenyl-4,5-dihydro-[1,3]oxazin-6-one

Refernces

• 1、 Liniger, Marc,Liu, Yiyang,Stoltz, Brian M.. "Sequential ruthenium catalysis for olefin isomerization and oxidation: Application to the synthesis of unusual amino acids". supporting information. p. 13944 - 13949. Retrieved 2017/11/06.
• 2、 ter Wiel, Matthijs K.J.,Arnold, Mirjam,Peter, Sandra,Troltsch, Ingo,Merget, Stefan,Glaser, Florian,Schwarm, Michael,Bhatti, Harjinder S.,Kuriakose, Biju,Pol, Suryakant S.,Balamurugan, Mohanasundaram,Joshi, Viral V.. "Enantiopure β3-neopentylglycine: synthesis and resolution". experimental part. p. 478 - 482. Retrieved 2009/09/08.