methyl (2S,3S,4E,αS)-2-methyl-3-(N-benzyl-N-α-methylbenzylamino)-5-phenylpent-4-enoate

Base Information

Chemical Name:methyl (2S,3S,4E,αS)-2-methyl-3-(N-benzyl-N-α-methylbenzylamino)-5-phenylpent-4-enoate
CAS No.:368448-92-4
Molecular Formula:C₂₈H₃₁NO₂
Molecular Weight:413.56
Hs Code.:

Synonyms:methyl (2S,3S,4E,αS)-2-methyl-3-(N-benzyl-N-α-methylbenzylamino)-5-phenylpent-4-enoate

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Chemical Property of methyl (2S,3S,4E,αS)-2-methyl-3-(N-benzyl-N-α-methylbenzylamino)-5-phenylpent-4-enoate

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Technology Process of methyl (2S,3S,4E,αS)-2-methyl-3-(N-benzyl-N-α-methylbenzylamino)-5-phenylpent-4-enoate

There total 3 articles about methyl (2S,3S,4E,αS)-2-methyl-3-(N-benzyl-N-α-methylbenzylamino)-5-phenylpent-4-enoate 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: 57.0%

: 368448-91-3
methyl (3R,4E,αS)-3-(N-benzyl-N-α-methylbenzylamino)-5-phenylpent-4-enoate

: 74-88-4
methyl iodide

: 368448-92-4
methyl (2S,3S,4E,αS)-2-methyl-3-(N-benzyl-N-α-methylbenzylamino)-5-phenylpent-4-enoate

: methyl (2R,3S,4E,αS)-2-methyl-3-(N-benzyl-N-α-methylbenzylamino)-5-phenylpent-4-enoate

Guidance literature:: methyl (3R,4E,αS)-3-(N-benzyl-N-α-methylbenzylamino)-5-phenylpent-4-enoate; With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 1h;

methyl iodide; In tetrahydrofuran; at -78 ℃; for 0.5h; Further stages.;
DOI:10.1039/b100402f

Reference yield:

: 38447-05-1,38448-84-9,101934-35-4,121411-05-0,1516-24-1,24196-39-2
(2E,4E)-methyl 5-phenylpenta-2,4-dienoate

: 368448-92-4
methyl (2S,3S,4E,αS)-2-methyl-3-(N-benzyl-N-α-methylbenzylamino)-5-phenylpent-4-enoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: BuLi / tetrahydrofuran / 0.5 h / -78 °C

1.2: 61 percent / tetrahydrofuran / 2 h / -78 °C

2.1: LDA / tetrahydrofuran / 1 h / -78 °C

2.2: 57 percent / tetrahydrofuran / 0.5 h / -78 °C

With n-butyllithium; lithium diisopropyl amide; In tetrahydrofuran;
DOI:10.1039/b100402f

Reference yield:

: 17480-69-2
(S)-N-benzyl-1-phenylethylamine

: 368448-92-4
methyl (2S,3S,4E,αS)-2-methyl-3-(N-benzyl-N-α-methylbenzylamino)-5-phenylpent-4-enoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: BuLi / tetrahydrofuran / 0.5 h / -78 °C

1.2: 61 percent / tetrahydrofuran / 2 h / -78 °C

2.1: LDA / tetrahydrofuran / 1 h / -78 °C

2.2: 57 percent / tetrahydrofuran / 0.5 h / -78 °C

With n-butyllithium; lithium diisopropyl amide; In tetrahydrofuran;
DOI:10.1039/b100402f