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

Base Information

• Chemical Name: methyl (3S, αR)-3-[N-( 3'-azidopropyl)-N-(α-methylbenzyl)amino]-3-phenylpropanoate
• CAS No.: 1393593-36-6
• Molecular Formula: C₂₁H₂₆N₄O₂
• Molecular Weight: 366.463

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

Chemical Property of methyl (3S, αR)-3-[N-( 3'-azidopropyl)-N-(α-methylbenzyl)amino]-3-phenylpropanoate

Chemical Property:

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Technology Process of methyl (3S, αR)-3-[N-( 3'-azidopropyl)-N-(α-methylbenzyl)amino]-3-phenylpropanoate

There total 2 articles about methyl (3S, αR)-3-[N-( 3'-azidopropyl)-N-(α-methylbenzyl)amino]-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: 78.0%

methyl (3S, αR)-3-[N-( 3'-chloropropyl)-N-(α-methylbenzyl)amino]-3-phenylpropanoate (1393593-35-5) → methyl (3S, αR)-3-[N-( 3'-azidopropyl)-N-(α-methylbenzyl)amino]-3-phenylpropanoate (1393593-36-6)

Guidance literature:

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

DOI:10.1021/jo3012732

Reference yield:

(R)-1-phenyl-ethyl-amine (3886-69-9) → methyl (3S, αR)-3-[N-( 3'-azidopropyl)-N-(α-methylbenzyl)amino]-3-phenylpropanoate (1393593-36-6)

Guidance literature:

Multi-step reaction with 3 steps

1: acetonitrile / 16 h / 20 °C

2: n-butyllithium / tetrahydrofuran / 2 h / -78 °C

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

With n-butyllithium; sodium azide; sodium iodide; In tetrahydrofuran; dimethyl sulfoxide; acetonitrile;

DOI:10.1021/jo3012732

Reference yield: 90.0%

methyl (3S, αR)-3-[N-( 3'-azidopropyl)-N-(α-methylbenzyl)amino]-3-phenylpropanoate (1393593-36-6) → methyl (3S, αR)-3-[N-( 3'-aminopropyl)-N-(α-methylbenzyl)amino]-3-phenylpropanoate (1393593-37-7)

Guidance literature:

methyl (3S, αR)-3-[N-( 3'-azidopropyl)-N-(α-methylbenzyl)amino]-3-phenylpropanoate; With triphenylphosphine; In tetrahydrofuran; at 20 ℃; for 0.5h;

With water; In tetrahydrofuran; at 50 ℃; for 2h;

DOI:10.1021/jo3012732

upstream raw materials:

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

(R)-1-phenyl-ethyl-amine

Downstream raw materials:

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

(4S,αR)-4-phenyl-N(5)-(α-methylbenzyl)-1,5-diazocan-2-one

(4S,αR)-N(1)-allyl-4-phenyl-N(5)-(α-methylbenzyl)-1,5-diazocan-2-one

(4'S,αR,E)-1,4-di[2'-oxo-4'-phenyl-N(5')-α-methylbenzyl-1',5'-diazocan-N(1')-yl]but-2-ene

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