tert-butyl (2R,3R,6S,αR)-3-phenyl-4-(α-methylbenzyl)-6-methylthiomorpholine-2-carboxylate

Base Information

Chemical Name:tert-butyl (2R,3R,6S,αR)-3-phenyl-4-(α-methylbenzyl)-6-methylthiomorpholine-2-carboxylate
CAS No.:900518-23-2
Molecular Formula:C₂₄H₃₁NO₂S
Molecular Weight:397.582
Hs Code.:

Synonyms:tert-butyl (2R,3R,6S,αR)-3-phenyl-4-(α-methylbenzyl)-6-methylthiomorpholine-2-carboxylate

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Chemical Property of tert-butyl (2R,3R,6S,αR)-3-phenyl-4-(α-methylbenzyl)-6-methylthiomorpholine-2-carboxylate

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Technology Process of tert-butyl (2R,3R,6S,αR)-3-phenyl-4-(α-methylbenzyl)-6-methylthiomorpholine-2-carboxylate

There total 3 articles about tert-butyl (2R,3R,6S,αR)-3-phenyl-4-(α-methylbenzyl)-6-methylthiomorpholine-2-carboxylate 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: 50.0%

: 14990-09-1
tert-butyl cinnamate

: 126275-19-2
(R)-N-allyl (1-phenylethyl)amine

: tert-butyl (2S,3R,6R,αR)-3-phenyl-4-(α-methylbenzyl)-6-methylthiomorpholine-2-carboxylate

: 900518-23-2
tert-butyl (2R,3R,6S,αR)-3-phenyl-4-(α-methylbenzyl)-6-methylthiomorpholine-2-carboxylate

Guidance literature:: tert-butyl cinnamate; (R)-N-allyl (1-phenylethyl)amine; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃;

With sulfur; In tetrahydrofuran; hexane; at 20 ℃; for 1h;

With sodium tetrahydroborate; In ethanol; at 0 - 20 ℃; for 12h;
DOI:10.1016/j.tetasy.2006.04.004

Reference yield:

: tert-butyl (3R,αR)-3-(N-allyl-N-α-methylbenzyl)amino-2-(o-nitrophenyldithio)-3-phenylpropanoate

: tert-butyl (2S,3R,6R,αR)-3-phenyl-4-(α-methylbenzyl)-6-methylthiomorpholine-2-carboxylate

: 900518-23-2
tert-butyl (2R,3R,6S,αR)-3-phenyl-4-(α-methylbenzyl)-6-methylthiomorpholine-2-carboxylate

Guidance literature:: With sulfur; sodium tetrahydroborate; In ethanol; at 0 - 20 ℃; for 12.5h;
DOI:10.1016/j.tetasy.2006.04.004

Reference yield:

: tert-butyl (3R,αR)-2-tert-butylthio-3-[N-allyl-N-(α-methylbenzyl)amino]-3-phenylpropanoate

: 900518-23-2
tert-butyl (2R,3R,6S,αR)-3-phenyl-4-(α-methylbenzyl)-6-methylthiomorpholine-2-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: 60 percent / AcOH / 2 h / 20 °C

2: NaBH₄; S₈ / ethanol / 12.5 h / 0 - 20 °C

With sulfur; sodium tetrahydroborate; acetic acid; In ethanol;
DOI:10.1016/j.tetasy.2006.04.004