(R)-2-(tert-butoxycarbonylamino)-5-methylhexanoic acid

Base Information

• Chemical Name: (R)-2-(tert-butoxycarbonylamino)-5-methylhexanoic acid
• CAS No.: 208522-10-5
• Molecular Formula: C12H23NO4
• Molecular Weight: 245.31532
• Hs Code.: 2924199090
• Mol file: 208522-10-5.mol

Synonyms:(R)-2-(tert-butoxycarbonylamino)-5-methylhexanoic acid;Boc-(S)-2-aMino-5-Methylhexanoic acid

Chemical Property of (R)-2-(tert-butoxycarbonylamino)-5-methylhexanoic acid

Chemical Property:

• Boiling Point: 370.1±25.0 °C(Predicted)
• PKA: 4.02±0.23(Predicted)
• PSA: 79.12000
• Density: 1.046±0.06 g/cm3(Predicted)
• LogP: 2.60490
• Storage Temp.: 2-8°C

Purity/Quality:

98.5% ^*data from raw suppliers

(S)-2-((tert-Butoxycarbonyl)amino)-5-methylhexanoicacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (R)-2-(tert-butoxycarbonylamino)-5-methylhexanoic acid

There total 5 articles about (R)-2-(tert-butoxycarbonylamino)-5-methylhexanoic 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%

methyl N-(tert-butoxycarbonyl)-5-methyl-L-norleucinate → (2S)-2-(tert-butoxycarbonylamino)-5-methylhexanoic acid (208522-10-5,1404643-29-3)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; at 0 - 5 ℃; for 1h;

DOI:10.1021/acs.jmedchem.0c01063

Reference yield:

N-[(9H-fluoren-9-ylmethoxy)carbonyl]-5-methyl-L-norleucine (204320-60-5) → (2S)-2-(tert-butoxycarbonylamino)-5-methylhexanoic acid (208522-10-5,1404643-29-3)

Guidance literature:

Multi-step reaction with 3 steps

1: methanol; toluene; hexane

2: triethylamine; potassium fluoride / N,N-dimethyl-formamide / 20 h / 20 °C

3: lithium hydroxide / tetrahydrofuran / 1 h / 0 - 5 °C

With potassium fluoride; triethylamine; lithium hydroxide; In tetrahydrofuran; methanol; hexane; N,N-dimethyl-formamide; toluene;

DOI:10.1021/acs.jmedchem.0c01063

Reference yield:

methyl N-[(9H-fluoren-9-ylmethoxy)carbonyl]-5-methyl-L-norleucinate → (2S)-2-(tert-butoxycarbonylamino)-5-methylhexanoic acid (208522-10-5,1404643-29-3)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine; potassium fluoride / N,N-dimethyl-formamide / 20 h / 20 °C

2: lithium hydroxide / tetrahydrofuran / 1 h / 0 - 5 °C

With potassium fluoride; triethylamine; lithium hydroxide; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1021/acs.jmedchem.0c01063

upstream raw materials:

N-[(9H-fluoren-9-ylmethoxy)carbonyl]-5-methyl-L-norleucine

di-tert-butyl dicarbonate

Refernces

• 1、 Hoffman, Robert L.,Kania, Robert S.,Brothers, Mary A.,Davies, Jay F.,Ferre, Rose A.,Gajiwala, Ketan S.,He, Mingying,Hogan, Robert J.,Kozminski, Kirk,Li, Lilian Y.,Lockner, Jonathan W.,Lou, Jihong,Marra, Michelle T.,Mitchell, Lennert J.,Murray, Brion W.,Nieman, James A.,Noell, Stephen,Planken, Simon P.,Rowe, Thomas,Ryan, Kevin,Smith, George J.,Solowiej, James E.,Steppan, Claire M.,Taggart, Barbara. "Discovery of Ketone-Based Covalent Inhibitors of Coronavirus 3CL Proteases for the Potential Therapeutic Treatment of COVID-19". . p. 12725 - 12747. Retrieved 2020/11/17.