benzyl (2S)-3-azido-2-[(tert-butoxycarbonyl)amino]propanoate

Base Information

• Chemical Name: benzyl (2S)-3-azido-2-[(tert-butoxycarbonyl)amino]propanoate
• CAS No.: 145967-50-6
• Molecular Formula: C₁₅H₂₀N₄O₄
• Molecular Weight: 320.348
• Mol file: 145967-50-6.mol

Synonyms:benzyl (2S)-3-azido-2-[(tert-butoxycarbonyl)amino]propanoate

Chemical Property of benzyl (2S)-3-azido-2-[(tert-butoxycarbonyl)amino]propanoate

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of benzyl (2S)-3-azido-2-[(tert-butoxycarbonyl)amino]propanoate

There total 8 articles about benzyl (2S)-3-azido-2-[(tert-butoxycarbonyl)amino]propanoate 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: 78.0%

N-tert-butoxycarbonyl-L-serine benzyl ester (59524-02-6) → benzyl (2S)-3-azido-2-[(tert-butoxycarbonyl)amino]propanoate (145967-50-6)

Guidance literature:

With tris-(2-chloro-ethyl)-amine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at -78 - 20 ℃;

DOI:10.1016/j.bmcl.2007.05.061

Reference yield: 73.0%

benzyl (2S)-2-[(tert-butoxycarbonyl)amino]-3-[(methylsulfonyl)oxy]propanoate (1224702-10-6) → benzyl (2S)-3-azido-2-[(tert-butoxycarbonyl)amino]propanoate (145967-50-6)

Guidance literature:

With sodium azide; In N,N-dimethyl-formamide; at 40 ℃;

DOI:10.1055/S-0029-1218391

Reference yield: 63.0%

benzyl bromide (100-39-0) + (S)-3-azido-2-((tert-butoxycarbonyl)amino)propanoic acid (122225-54-1,108283-49-4) → benzyl (2S)-3-azido-2-[(tert-butoxycarbonyl)amino]propanoate (145967-50-6)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In acetonitrile; at 20 - 25 ℃; for 18h; Inert atmosphere;

DOI:10.1021/ja104393t

upstream raw materials:

N-tert-butoxycarbonyl-L-serine benzyl ester

di-tert-butyl dicarbonate

L-serine benzyl ester

benzyl (2S)-2-[(tert-butoxycarbonyl)amino]-3-[(methylsulfonyl)oxy]propanoate

Downstream raw materials:

3-[4-(2(S)-benzyloxycarbonyl-2-tert-butoxycarbonylamino-ethoxymethyl)-1,2,3-triazol-1-yl]-2(S)-tert-butoxycarbonylamino-propionic acid methyl ester

L-azidoalanine hydrochloride

(S)-benzyl 2-(t-butoxycarbonylamino)-3-(5-(diethoxyphosphoryl)-1H-1,2,3-triazol-1-yl)propanoate

benzyl 2-[(tert-butoxycarbonyl)amino]-3-(5,11-dimethoxy-8-oxodibenzo[3,4:7,8]cyclopropa[5,6]cycloocta[1,2-d][1,2,3]triazol-1(8H)-yl)propanoate