3''-pentyl (3S,5R,αS)-3-[N-benzyl-N-(α-methylbenzyl)amino]-4-[2',2';-dimethyl-N(3')-tert-butoxycarbonyl-1',3'-oxazolidin-5'-yl]butanoate

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Chemical Name:3''-pentyl (3S,5R,αS)-3-[N-benzyl-N-(α-methylbenzyl)amino]-4-[2',2';-dimethyl-N(3')-tert-butoxycarbonyl-1',3'-oxazolidin-5'-yl]butanoate
CAS No.:1262515-92-3
Molecular Formula:C₃₄H₅₀N₂O₅
Molecular Weight:566.781
Hs Code.:

Synonyms:3''-pentyl (3S,5R,αS)-3-[N-benzyl-N-(α-methylbenzyl)amino]-4-[2',2';-dimethyl-N(3')-tert-butoxycarbonyl-1',3'-oxazolidin-5'-yl]butanoate

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Chemical Property of 3''-pentyl (3S,5R,αS)-3-[N-benzyl-N-(α-methylbenzyl)amino]-4-[2',2';-dimethyl-N(3')-tert-butoxycarbonyl-1',3'-oxazolidin-5'-yl]butanoate

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Technology Process of 3''-pentyl (3S,5R,αS)-3-[N-benzyl-N-(α-methylbenzyl)amino]-4-[2',2';-dimethyl-N(3')-tert-butoxycarbonyl-1',3'-oxazolidin-5'-yl]butanoate

There total 9 articles about 3''-pentyl (3S,5R,αS)-3-[N-benzyl-N-(α-methylbenzyl)amino]-4-[2',2';-dimethyl-N(3')-tert-butoxycarbonyl-1',3'-oxazolidin-5'-yl]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: 61.0%

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

: 181772-66-7
3''-pentyl (R,E)-4-[2,2-dimethyl-N(3')-tert-butoxycarbonyl-1',3'-oxazolidin-5'-yl]but-2-enoate

: 1262515-92-3
3''-pentyl (3S,5R,αS)-3-[N-benzyl-N-(α-methylbenzyl)amino]-4-[2',2';-dimethyl-N(3')-tert-butoxycarbonyl-1',3'-oxazolidin-5'-yl]butanoate

Guidance literature:: (S)-N-benzyl-1-phenylethylamine; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.25h; Inert atmosphere;

3''-pentyl (R,E)-4-[2,2-dimethyl-N(3')-tert-butoxycarbonyl-1',3'-oxazolidin-5'-yl]but-2-enoate; In tetrahydrofuran; hexane; at -78 ℃; for 1h; optical yield given as %de; diastereoselective reaction; Inert atmosphere;
DOI:10.1016/j.tet.2010.10.067

Reference yield:

: 59956-49-9
bromoacetic acid,3-pentyl ester

: 1262515-92-3
3''-pentyl (3S,5R,αS)-3-[N-benzyl-N-(α-methylbenzyl)amino]-4-[2',2';-dimethyl-N(3')-tert-butoxycarbonyl-1',3'-oxazolidin-5'-yl]butanoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: benzene / 16 h / 20 °C / Inert atmosphere

2.1: sodium hydroxide / ethanol; water; toluene

3.1: toluene / 4 h / 70 °C / Inert atmosphere

4.1: n-butyllithium / tetrahydrofuran; hexane / 0.25 h / -78 °C / Inert atmosphere

4.2: 1 h / -78 °C / Inert atmosphere

With n-butyllithium; sodium hydroxide; In tetrahydrofuran; ethanol; hexane; water; toluene; benzene; 3.1: Wittig reaction;
DOI:10.1016/j.tet.2010.10.067

Reference yield:

: 1262515-99-0
[2-oxo-2-(3'-pentyloxy)ethyl]triphenylphosphonium bromide

: 1262515-92-3
3''-pentyl (3S,5R,αS)-3-[N-benzyl-N-(α-methylbenzyl)amino]-4-[2',2';-dimethyl-N(3')-tert-butoxycarbonyl-1',3'-oxazolidin-5'-yl]butanoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hydroxide / ethanol; water; toluene

2.1: toluene / 4 h / 70 °C / Inert atmosphere

3.1: n-butyllithium / tetrahydrofuran; hexane / 0.25 h / -78 °C / Inert atmosphere

3.2: 1 h / -78 °C / Inert atmosphere

With n-butyllithium; sodium hydroxide; In tetrahydrofuran; ethanol; hexane; water; toluene; 2.1: Wittig reaction;
DOI:10.1016/j.tet.2010.10.067