tert-butyl (2S,3S,1'S,αR)-2-(1'-hydroxybenzyl)-3-[N-methyl-N-(α-methylbenzyl)amino]-3-phenylpropanoate

Base Information

Chemical Name:tert-butyl (2S,3S,1'S,αR)-2-(1'-hydroxybenzyl)-3-[N-methyl-N-(α-methylbenzyl)amino]-3-phenylpropanoate
CAS No.:296229-44-2
Molecular Formula:C₂₉H₃₅NO₃
Molecular Weight:445.602
Hs Code.:

Synonyms:tert-butyl (2S,3S,1'S,αR)-2-(1'-hydroxybenzyl)-3-[N-methyl-N-(α-methylbenzyl)amino]-3-phenylpropanoate

Suppliers and Price of tert-butyl (2S,3S,1'S,αR)-2-(1'-hydroxybenzyl)-3-[N-methyl-N-(α-methylbenzyl)amino]-3-phenylpropanoate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of tert-butyl (2S,3S,1'S,αR)-2-(1'-hydroxybenzyl)-3-[N-methyl-N-(α-methylbenzyl)amino]-3-phenylpropanoate

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of tert-butyl (2S,3S,1'S,αR)-2-(1'-hydroxybenzyl)-3-[N-methyl-N-(α-methylbenzyl)amino]-3-phenylpropanoate

There total 5 articles about tert-butyl (2S,3S,1'S,αR)-2-(1'-hydroxybenzyl)-3-[N-methyl-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: 62.0%

: 100-52-7
benzaldehyde

: tert-butyl (αR)-3-[N-methyl-N-(α-methylbenzyl)amino]-3-phenylpropanoate

: 296229-44-2
tert-butyl (2S,3S,1'S,αR)-2-(1'-hydroxybenzyl)-3-[N-methyl-N-(α-methylbenzyl)amino]-3-phenylpropanoate

Guidance literature:: tert-butyl (αR)-3-[N-methyl-N-(α-methylbenzyl)amino]-3-phenylpropanoate; With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃;

With Trimethyl borate; In tetrahydrofuran; at -78 ℃;

benzaldehyde; In tetrahydrofuran; at -78 ℃;
DOI:10.1016/S0957-4166(00)00224-X

Reference yield: 31.0%

: 100-52-7
benzaldehyde

: tert-butyl (αR)-3-[N-methyl-N-(α-methylbenzyl)amino]-3-phenylpropanoate

: tert-butyl (αR)-2-(1'-hydroxybenzyl)-3-[N-methyl-N-(α-methylbenzyl)amino]-3-phenylpropanoate

: 296229-44-2
tert-butyl (2S,3S,1'S,αR)-2-(1'-hydroxybenzyl)-3-[N-methyl-N-(α-methylbenzyl)amino]-3-phenylpropanoate

Guidance literature:: tert-butyl (αR)-3-[N-methyl-N-(α-methylbenzyl)amino]-3-phenylpropanoate; With n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; at 0 ℃; for 2h;

With Trimethyl borate; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h;

benzaldehyde; In tetrahydrofuran; hexane; at -78 ℃; for 2h; Further stages.;
DOI:10.1016/j.tet.2007.05.015

Reference yield:

: 14990-09-1
tert-butyl cinnamate

: 296229-44-2
tert-butyl (2S,3S,1'S,αR)-2-(1'-hydroxybenzyl)-3-[N-methyl-N-(α-methylbenzyl)amino]-3-phenylpropanoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 94 percent / BuLi / hexane; tetrahydrofuran

2.1: BuLi; di-iso-propylamine / hexane; tetrahydrofuran / 2 h / 0 °C

2.2: B(OMe)3 / hexane; tetrahydrofuran / 0.5 h / -78 °C

2.3: 31 percent / tetrahydrofuran; hexane / 2 h / -78 °C

With n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane;
DOI:10.1016/j.tet.2007.05.015