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

Base Information

Chemical Name:methyl (2S,3S,αS)-2-methoxy-3-[N-methyl-N-(α-methylbenzyl)amino]-4-(N'-benzyl-N'-allylamino)butanoate
CAS No.:945483-48-7
Molecular Formula:C₂₅H₃₄N₂O₃
Molecular Weight:410.557
Hs Code.:

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

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

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

There total 4 articles about methyl (2S,3S,αS)-2-methoxy-3-[N-methyl-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: 62.0%

: 945483-47-6
methyl (2S,3S,αS)-2-hydroxy-3-[N-methyl-N-(α-methylbenzyl)amino]-4-(N'-benzyl-N'-allylamino)butanoate

: 74-88-4
methyl iodide

: 945483-48-7
methyl (2S,3S,αS)-2-methoxy-3-[N-methyl-N-(α-methylbenzyl)amino]-4-(N'-benzyl-N'-allylamino)butanoate

Guidance literature:: With sodium hydride; In tetrahydrofuran; at 20 ℃; for 12h;
DOI:10.1039/b704932c

Reference yield:

: 4383-22-6
Allylbenzylamine

: 945483-48-7
methyl (2S,3S,αS)-2-methoxy-3-[N-methyl-N-(α-methylbenzyl)amino]-4-(N'-benzyl-N'-allylamino)butanoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: 100 percent / iPr₂NEt / CH₂Cl₂ / 16 h / 0 °C

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

2.2: 92 percent / (+)-(camphorsulfonyl)oxaziridine / tetrahydrofuran; hexane / 12 h / -78 - 20 °C

3.1: 62 percent / NaH / tetrahydrofuran / 12 h / 20 °C

With n-butyllithium; sodium hydride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1039/b704932c

Reference yield:

: 945483-25-0
methyl (E)-(N-allyl-N-benzylamino)but-2-enoate

: 945483-48-7
methyl (2S,3S,αS)-2-methoxy-3-[N-methyl-N-(α-methylbenzyl)amino]-4-(N'-benzyl-N'-allylamino)butanoate

Guidance literature:: Multi-step reaction with 2 steps

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

1.2: 92 percent / (+)-(camphorsulfonyl)oxaziridine / tetrahydrofuran; hexane / 12 h / -78 - 20 °C

2.1: 62 percent / NaH / tetrahydrofuran / 12 h / 20 °C

With n-butyllithium; sodium hydride; In tetrahydrofuran; hexane;
DOI:10.1039/b704932c