methyl (3R,αS)-3-[N-benzyl-N-(α-methylbenzyl)amino]-4-(N'-benzyl-N'-allylamino)butanoate

Base Information

• Chemical Name: methyl (3R,αS)-3-[N-benzyl-N-(α-methylbenzyl)amino]-4-(N'-benzyl-N'-allylamino)butanoate
• CAS No.: 906750-02-5
• Molecular Formula: C₃₀H₃₆N₂O₂
• Molecular Weight: 456.628

Synonyms:methyl (3R,αS)-3-[N-benzyl-N-(α-methylbenzyl)amino]-4-(N'-benzyl-N'-allylamino)butanoate

Chemical Property of methyl (3R,αS)-3-[N-benzyl-N-(α-methylbenzyl)amino]-4-(N'-benzyl-N'-allylamino)butanoate

Chemical Property:

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Technology Process of methyl (3R,αS)-3-[N-benzyl-N-(α-methylbenzyl)amino]-4-(N'-benzyl-N'-allylamino)butanoate

There total 3 articles about methyl (3R,αS)-3-[N-benzyl-N-(α-methylbenzyl)amino]-4-(N'-benzyl-N'-allylamino)butanoate 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: 91.0%

methyl (E)-(N-allyl-N-benzylamino)but-2-enoate (945483-25-0) + lithium N-benzyl-N-((S)-1-phenylethyl)amide → methyl (3R,αS)-3-[N-benzyl-N-(α-methylbenzyl)amino]-4-(N'-benzyl-N'-allylamino)butanoate (906750-02-5)

Guidance literature:

In tetrahydrofuran; at -78 ℃; for 2h;

DOI:10.1039/b604835h

Reference yield:

Allylbenzylamine (4383-22-6) → methyl (3R,αS)-3-[N-benzyl-N-(α-methylbenzyl)amino]-4-(N'-benzyl-N'-allylamino)butanoate (906750-02-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / iPr₂NEt / CH₂Cl₂ / 16 h / 0 °C

2: 15.0 g / BuLi / hexane; tetrahydrofuran / 2 h / -78 °C

With n-butyllithium; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; hexane; dichloromethane;

DOI:10.1039/b704932c

Reference yield:

methyl-4-bromo-2-butenoate (1117-71-1,56699-18-4,6000-00-6) → methyl (3R,αS)-3-[N-benzyl-N-(α-methylbenzyl)amino]-4-(N'-benzyl-N'-allylamino)butanoate (906750-02-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / iPr₂NEt / CH₂Cl₂ / 16 h / 0 °C

2: 15.0 g / BuLi / hexane; tetrahydrofuran / 2 h / -78 °C

With n-butyllithium; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; hexane; dichloromethane;

DOI:10.1039/b704932c

upstream raw materials:

Allylbenzylamine

methyl-4-bromo-2-butenoate

methyl (E)-(N-allyl-N-benzylamino)but-2-enoate

Downstream raw materials:

(4R,αS)-N(1)-benzyl-4-[N'-benzyl-N'-(α-methylbenzyl)amino]pyrrolid-2-one

methyl (2S,3R,αS)-2-methyl-3-[N-benzyl-N-(α-methylbenzyl)amino]-4-(N'-benzyl-N'-allylamino)butanoate

(3R,αS)-N(1)-benzyl-3-[N'-benzyl-N'-(α-methylbenzyl)amino]pyrrolidine

(3R,4R,αS)-N(1)-benzyl-3-benzyl-4-[N'-benzyl-N'-(α-methylbenzyl)amino]pyrrolid-2-one

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