(2R,3R)-2-((tert-butoxycarbonyl)amino)-3-phenyl-3-selenocyanatopropanoic acid

Base Information

Chemical Name:(2R,3R)-2-((tert-butoxycarbonyl)amino)-3-phenyl-3-selenocyanatopropanoic acid
CAS No.:1377320-86-9
Molecular Formula:C₁₅H₁₈N₂O₄Se
Molecular Weight:369.279
Hs Code.:

Synonyms:(2R,3R)-2-((tert-butoxycarbonyl)amino)-3-phenyl-3-selenocyanatopropanoic acid

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Chemical Property of (2R,3R)-2-((tert-butoxycarbonyl)amino)-3-phenyl-3-selenocyanatopropanoic acid

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Technology Process of (2R,3R)-2-((tert-butoxycarbonyl)amino)-3-phenyl-3-selenocyanatopropanoic acid

There total 2 articles about (2R,3R)-2-((tert-butoxycarbonyl)amino)-3-phenyl-3-selenocyanatopropanoic 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: 71.0%

: 1377320-85-8
tert-butyl ((1R,2R)-3-hydroxy-1-phenyl-1-selenocyanatopropan-2-yl)carbamate

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

Guidance literature:: With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene; In water; acetonitrile; at 25 ℃; for 3h;
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

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

Guidance literature:: Multi-step reaction with 2 steps

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

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

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

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