(R,S)-BOC-2-AMINO-TETRADECANOIC ACID

Base Information

• Chemical Name: (R,S)-BOC-2-AMINO-TETRADECANOIC ACID
• CAS No.: 129850-62-0
• Molecular Formula: C19H37 N O4
• Molecular Weight: 343.507
• Hs Code.: 2924199090
• DSSTox Substance ID: DTXSID70373192
• Nikkaji Number: J473.768G
• Mol file: 129850-62-0.mol

Synonyms:Tetradecanoicacid, 2-[[(1,1-dimethylethoxy)carbonyl]amino]-, (?à)-

Chemical Property of (R,S)-BOC-2-AMINO-TETRADECANOIC ACID

Chemical Property:

• PSA: 75.63000
• LogP: 5.66620
• XLogP3: 6.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 15
• Exact Mass: 343.27225866
• Heavy Atom Count: 24
• Complexity: 350

Purity/Quality:

97% ^*data from raw suppliers

2-((tert-Butoxycarbonyl)amino)tridecanoicacid 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCCC(C(=O)O)NC(=O)OC(C)(C)C

Technology Process of (R,S)-BOC-2-AMINO-TETRADECANOIC ACID

There total 4 articles about (R,S)-BOC-2-AMINO-TETRADECANOIC 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: 89.0%

2‐aminotetradecanoic acid (7145-63-3) + di-tert-butyl dicarbonate (24424-99-5) → 2-(tert-butoxycarbonylamino)-D,L-tetradecanoic acid (129850-62-0)

Guidance literature:

With sodium hydroxide; In water; tert-butyl alcohol; Ambient temperature; pH 11 to 12;

Reference yield: 56.0%

di-tert-butyl dicarbonate (24424-99-5) + 2-amino-D,L-tetradecanoic acid hydrochloride → 2-(tert-butoxycarbonylamino)-D,L-tetradecanoic acid (129850-62-0)

Guidance literature:

With sodium hydroxide; In tert-butyl alcohol; pH=13;

DOI:10.1021/jm030474j

Reference yield:

1-dodecylbromide (143-15-7) → 2-(tert-butoxycarbonylamino)-D,L-tetradecanoic acid (129850-62-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: NaOEt / ethanol / Heating

1.2: 97 percent / aq. HCl / dimethylformamide / Heating

2.1: 56 percent / aq. NaOH / 2-methyl-propan-2-ol / pH 13

With sodium hydroxide; sodium ethanolate; In ethanol; tert-butyl alcohol;

DOI:10.1021/jm030474j

upstream raw materials:

2‐aminotetradecanoic acid

di-tert-butyl dicarbonate

1-dodecylbromide

diethyl α-acetamido-α-dodecyl malonate

Downstream raw materials:

2-(tert-butoxycarbonylamino)-D,L-tetradecanoic acid benzyl ester

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