N3-Asp(tBu)-OH (dicyclohexylammonium) salt

Base Information

• Chemical Name: N3-Asp(tBu)-OH (dicyclohexylammonium) salt
• CAS No.: 333366-23-7
• Molecular Formula: C20H36N4O4
• Molecular Weight: 215.209
• Mol file: 333366-23-7.mol

Synonyms:(S)-(-)-4-tert-Butyl hydrogen 2-azidosuccinate (dicyclohexylammonium) salt;(S)-2-Azidobutanedioic acid 4-tert-butyl ester (dicyclohexylammonium) salt;(S)-2-Azidosuccinic acid 4-tert-butyl ester (dicyclohexylammonium) salt;Azido-Asp(tBu)-OH (dicyclohexylammonium) salt;N3-Asp(tBu)-OH (dicyclohexylammonium) salt

Chemical Property of N3-Asp(tBu)-OH (dicyclohexylammonium) salt

Chemical Property:

• Melting Point: 34-38℃
• PSA: 125.38000
• LogP: 4.56676

Purity/Quality:

95+% ^*data from raw suppliers

(S)-(?)-4-tert-Butyl hydrogen 2-azidosuccinate (dicyclohexylammonium) salt ≥98.0% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: (2S)-Azidobutanedioic Acid 4-(1,1-Dimethylethyl) Ester is a reagent used in the preparation of acyclic nucleoside phosphonates which contain 0-deazahypoxanthine for inhibition of plasmodial 6-oxopurine phosphoribosyltransferases.

Technology Process of N3-Asp(tBu)-OH (dicyclohexylammonium) salt

There total 1 articles about N3-Asp(tBu)-OH (dicyclohexylammonium) salt 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: 88.0%

L-Asp(t-Bu) (3057-74-7) → (S)-(?)-4-tert-butyl 2-azidosuccinic acid (333366-23-7)

Guidance literature:

With imidazole-1-sulfonyl azide hydrochloride; copper(ll) sulfate pentahydrate; potassium carbonate; In methanol; at 20 ℃; for 18h;

DOI:10.1002/anie.201107222

Reference yield: 76.0%

(2S)-2-azido-4-methylpentanoic acid (79410-33-6) + (S)-(?)-4-tert-butyl 2-azidosuccinic acid (333366-23-7) + 2-azido-3-(4-tert-butoxyphenyl) propanoic acid (333366-30-6) → N3AspTyrLeuVal

Guidance literature:

Multistep reaction.;

DOI:10.1021/ol0155485

Reference yield: 60.0%

3-(triisopropylsilyl)prop-2-yn-1-amine (918871-51-9) + (S)-(?)-4-tert-butyl 2-azidosuccinic acid (333366-23-7) → tert-butyl (S)-3-azido-4-oxo-4-{[3-(triisopropylsilyl)-prop-2-ynyl]amino}butanoate (1189342-34-4)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; Cooling with ice;

DOI:10.1016/j.tet.2009.06.093

upstream raw materials:

L-Asp(t-Bu)

Downstream raw materials:

tert-butyl (S)-3-azido-4-oxo-4-{[3-(triisopropylsilyl)-prop-2-ynyl]amino}butanoate

daptomycin

Refernces

• 1、 Valverde, Ibai E.,Lecaille, Fabien,Lalmanach, Gilles,Aucagne, Vincent,Delmas, Agnes F.. "Synthesis of a biologically active triazole-containing analogue of cystatin A through successive peptidomimetic alkyne-azide ligations". supporting information; experimental part. p. 718 - 722. Retrieved 2012/03/10.
• 2、 Lundquist 4th.,Pelletier. "Improved solid-phase peptide synthesis method utilizing alpha-azide-protected amino acids.". . p. 781 - 783. Retrieved 2007/10/03.