Boc-Lys(N3)-OH

Base Information

• Chemical Name: Boc-Lys(N3)-OH
• CAS No.: 846549-33-5
• Molecular Formula: C₁₁H₂₀N₄O₄
• Molecular Weight: 272.304
• Hs Code.: 2929909090
• Mol file: 846549-33-5.mol

Synonyms:Hexanoic acid,6-azido-2-[[(1,1-dimethylethoxy)carbonyl]amino]-,(2S);

Chemical Property of Boc-Lys(N3)-OH

Chemical Property:

• PSA: 125.38000
• LogP: 2.28856

Purity/Quality:

97% ^*data from raw suppliers

Boc-Lys(N3)-OH ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Boc-Lys(N3)-OH

There total 5 articles about Boc-Lys(N3)-OH 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: 98.0%

Boc-Lys-OH (13734-28-6) → dicyclohexylammonium N-tert-butyloxycarbonyl-2-amino-6-azidohexanoate (846549-33-5)

Guidance literature:

With copper(ll) sulfate pentahydrate; triflic azide; potassium carbonate; In methanol; water; at 20 ℃; pH=9.5;

DOI:10.1039/c4cc03721a

Reference yield:

N-α-(tert-butoxycarbonyl)-L-lysine methyl ester (55757-60-3) → dicyclohexylammonium N-tert-butyloxycarbonyl-2-amino-6-azidohexanoate (846549-33-5)

Guidance literature:

Multi-step reaction with 2 steps

1: imidazole-1-sulfonyl azide hydrochloride; potassium carbonate; copper(ll) sulfate pentahydrate / methanol / 20 °C

2: lithium hydroxide / methanol; tetrahydrofuran; water / 5 h / 20 °C

With imidazole-1-sulfonyl azide hydrochloride; copper(ll) sulfate pentahydrate; potassium carbonate; lithium hydroxide; In tetrahydrofuran; methanol; water;

DOI:10.1002/anie.201611415

Reference yield:

methyl 6-azido-2-(boc-amino)hexanoate (468065-37-4) → dicyclohexylammonium N-tert-butyloxycarbonyl-2-amino-6-azidohexanoate (846549-33-5)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; methanol; water; at 20 ℃; for 5h;

DOI:10.1002/anie.201611415

upstream raw materials:

Boc-Lys-OH

Boc-Lys(Z)-OH

Boc-L-Lys(Z)-OMe

N-α-(tert-butoxycarbonyl)-L-lysine methyl ester

Downstream raw materials:

5-({4-[(6-azido-D-norleucyl)amino]butyl}carbamoyl)benzene-1,2,3-triyl triacetate

C₂₈H₄₀N₆O₁₀

[(2S,5R,8S,11S)-8-[4-({3-[1-(5-amino-6-oxo-6-{[4-({[3,4,5-tris(acetyloxy)phenyl]carbonyl}amino)butyl]amino}hexyl)-1H-1,2,3-triazol-4-yl]propanoyl}amino)butyl]-5-benzyl-11-(3-carbamimidamidopropyl)-3,6,9,12,15-pentaoxo-1,4,7,10,13-pentaazacyclopentadecan-2-yl] acetic acid

azidonorleucine