(2R,3R)-2-((tert-butoxycarbonyl)amino)-3-((4-methoxybenzyl)selanyl)-3-phenylpropanoic acid

Base Information

Chemical Name:(2R,3R)-2-((tert-butoxycarbonyl)amino)-3-((4-methoxybenzyl)selanyl)-3-phenylpropanoic acid
CAS No.:1377320-82-5
Molecular Formula:C₂₂H₂₇NO₅Se
Molecular Weight:464.42
Hs Code.:

Synonyms:(2R,3R)-2-((tert-butoxycarbonyl)amino)-3-((4-methoxybenzyl)selanyl)-3-phenylpropanoic acid

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Chemical Property of (2R,3R)-2-((tert-butoxycarbonyl)amino)-3-((4-methoxybenzyl)selanyl)-3-phenylpropanoic acid

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Technology Process of (2R,3R)-2-((tert-butoxycarbonyl)amino)-3-((4-methoxybenzyl)selanyl)-3-phenylpropanoic acid

There total 3 articles about (2R,3R)-2-((tert-butoxycarbonyl)amino)-3-((4-methoxybenzyl)selanyl)-3-phenylpropanoic acid 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: 72.0%

: 1377320-86-9
(2R,3R)-2-((tert-butoxycarbonyl)amino)-3-phenyl-3-selenocyanatopropanoic acid

: 824-94-2
p-methoxybenzyl chloride

: 1377320-82-5
(2R,3R)-2-((tert-butoxycarbonyl)amino)-3-((4-methoxybenzyl)selanyl)-3-phenylpropanoic acid

Guidance literature:: (2R,3R)-2-((tert-butoxycarbonyl)amino)-3-phenyl-3-selenocyanatopropanoic acid; With sodium tetrahydroborate; In tetrahydrofuran; ethanol; at 0 ℃; for 1h;

p-methoxybenzyl chloride; With sodium hydroxide; In tetrahydrofuran; ethanol; at 20 ℃; for 20h;
DOI:10.1021/acs.joc.9b02665

Reference yield:

: 1377320-84-7
(R)-tert-butyl 2,2-dimethyl-4-((R)-phenyl(selenocyanato)methyl)oxazolidine-3-carboxylate

: 1377320-82-5
(2R,3R)-2-((tert-butoxycarbonyl)amino)-3-((4-methoxybenzyl)selanyl)-3-phenylpropanoic acid

Guidance literature:: Multi-step reaction with 4 steps

1: toluene-4-sulfonic acid / 1,4-dioxane / 4 h / 20 °C

2: dipyridinium dichromate / N,N-dimethyl-formamide / 20 h / 20 °C

3: sodium tetrahydroborate / tetrahydrofuran; ethanol / 1 h / 0 °C

4: sodium hydroxide / tetrahydrofuran; ethanol / 0 - 20 °C

With sodium tetrahydroborate; dipyridinium dichromate; toluene-4-sulfonic acid; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; ethanol; N,N-dimethyl-formamide;
DOI:10.1021/ol3012265

Reference yield:

: 1377320-86-9
(2R,3R)-2-((tert-butoxycarbonyl)amino)-3-phenyl-3-selenocyanatopropanoic acid

: 1377320-82-5
(2R,3R)-2-((tert-butoxycarbonyl)amino)-3-((4-methoxybenzyl)selanyl)-3-phenylpropanoic acid

Guidance literature:: Multi-step reaction with 2 steps

1: sodium tetrahydroborate / tetrahydrofuran; ethanol / 1 h / 0 °C

2: sodium hydroxide / tetrahydrofuran; ethanol / 0 - 20 °C

With sodium tetrahydroborate; sodium hydroxide; In tetrahydrofuran; ethanol;
DOI:10.1021/ol3012265