methyl (S)-3-[N-(3'-azidopropyl)-N-methylamino]-3-phenylpropanoate

Base Information

• Chemical Name: methyl (S)-3-[N-(3'-azidopropyl)-N-methylamino]-3-phenylpropanoate
• CAS No.: 1356849-83-6
• Molecular Formula: C₁₄H₂₀N₄O₂
• Molecular Weight: 276.338
• Mol file: 1356849-83-6.mol

Synonyms:methyl (S)-3-[N-(3'-azidopropyl)-N-methylamino]-3-phenylpropanoate

Chemical Property of methyl (S)-3-[N-(3'-azidopropyl)-N-methylamino]-3-phenylpropanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl (S)-3-[N-(3'-azidopropyl)-N-methylamino]-3-phenylpropanoate

There total 4 articles about methyl (S)-3-[N-(3'-azidopropyl)-N-methylamino]-3-phenylpropanoate 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: 100.0%

methyl (S)-3-[N-(3'-chloropropyl)-N-methylamino]-3-phenylpropanoate (1356849-82-5) → methyl (S)-3-[N-(3'-azidopropyl)-N-methylamino]-3-phenylpropanoate (1356849-83-6)

Guidance literature:

With sodium azide; sodium iodide; In dimethyl sulfoxide; at 50 ℃; for 24h;

DOI:10.1016/j.tetlet.2011.12.088

Reference yield:

methyl (3S,αR)-3-[N-( 3'-chloropropyl)-N-(α-methyl-4''-methoxybenzyl)amino]-3-phenylpropanoate (1356849-80-3) → methyl (S)-3-[N-(3'-azidopropyl)-N-methylamino]-3-phenylpropanoate (1356849-83-6)

Guidance literature:

Multi-step reaction with 3 steps

1: trifluoroacetic acid / 2.5 h / 60 °C

2: sodium cyanoborohydride / methanol / 18 h / 20 °C

3: sodium azide; sodium iodide / dimethyl sulfoxide / 24 h / 50 °C

With sodium azide; sodium cyanoborohydride; trifluoroacetic acid; sodium iodide; In methanol; dimethyl sulfoxide;

DOI:10.1016/j.tetlet.2011.12.088

Reference yield:

methyl (S)-3-(3'-chloropropylamino)-3-phenylpropanoate (1356849-81-4) → methyl (S)-3-[N-(3'-azidopropyl)-N-methylamino]-3-phenylpropanoate (1356849-83-6)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium cyanoborohydride / methanol / 18 h / 20 °C

2: sodium azide; sodium iodide / dimethyl sulfoxide / 24 h / 50 °C

With sodium azide; sodium cyanoborohydride; sodium iodide; In methanol; dimethyl sulfoxide;

DOI:10.1021/jo3012732

upstream raw materials:

methyl (S)-3-[N-(3'-chloropropyl)-N-methylamino]-3-phenylpropanoate

methyl (3S,αR)-3-[N-( 3'-chloropropyl)-N-(α-methyl-4''-methoxybenzyl)amino]-3-phenylpropanoate

methyl (S)-3-(3'-chloropropylamino)-3-phenylpropanoate

methyl (3S, αR)-3-[N-( 3'-chloropropyl)-N-(α-methylbenzyl)amino]-3-phenylpropanoate

Downstream raw materials:

C₁₄H₂₂N₂O₂

(S,S)-1,4-di-[2'-oxo-4'-phenyl-N(5')-methyl-1',5'-diazocan-N(1')-yl]butane

(S)-(+)-5-methyl-4-phenyl-1,5-diazacyclooctan-2-one

(S)-N⁽¹⁾-allyl-4-phenyl-N⁽⁵⁾-methyl-1,5-diazocan-2-one