(2R,3R,4R)-1,3,4-tris(4-methoxybenzyloxy)-5-(tert-butyldimethylsiloxy)pentane-2-amine

Base Information

Chemical Name:(2R,3R,4R)-1,3,4-tris(4-methoxybenzyloxy)-5-(tert-butyldimethylsiloxy)pentane-2-amine
CAS No.:637740-95-5
Molecular Formula:C₃₅H₅₁NO₇Si
Molecular Weight:625.878
Hs Code.:

Synonyms:(2R,3R,4R)-1,3,4-tris(4-methoxybenzyloxy)-5-(tert-butyldimethylsiloxy)pentane-2-amine

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Chemical Property of (2R,3R,4R)-1,3,4-tris(4-methoxybenzyloxy)-5-(tert-butyldimethylsiloxy)pentane-2-amine

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Technology Process of (2R,3R,4R)-1,3,4-tris(4-methoxybenzyloxy)-5-(tert-butyldimethylsiloxy)pentane-2-amine

There total 9 articles about (2R,3R,4R)-1,3,4-tris(4-methoxybenzyloxy)-5-(tert-butyldimethylsiloxy)pentane-2-amine 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: 97.0%

: 637741-53-8
[(2R,3R,4R)-4-Azido-2,3,5-tris-(4-methoxy-benzyloxy)-pentyloxy]-tert-butyl-dimethyl-silane

: 637740-95-5
(2R,3R,4R)-1,3,4-tris(4-methoxybenzyloxy)-5-(tert-butyldimethylsiloxy)pentane-2-amine

Guidance literature:: [(2R,3R,4R)-4-Azido-2,3,5-tris-(4-methoxy-benzyloxy)-pentyloxy]-tert-butyl-dimethyl-silane; With triphenylphosphine; In tetrahydrofuran; for 18h; Heating;

With water; In tetrahydrofuran; for 4h; Further stages.; Heating;
DOI:10.1039/b305818b

Reference yield:

: 4-Nitro-benzoic acid (1S,2S,3R)-2,3-bis-(4-methoxy-benzyloxy)-1-(4-methoxy-benzyloxymethyl)-4-trityloxy-butyl ester

: 637740-95-5
(2R,3R,4R)-1,3,4-tris(4-methoxybenzyloxy)-5-(tert-butyldimethylsiloxy)pentane-2-amine

Guidance literature:: Multi-step reaction with 6 steps

1.1: 2.88 g / diisobutylaluminum hydride / CH₂Cl₂; hexane / 4 h / -78 °C

2.1: triethylamine / CH₂Cl₂ / 0.33 h / 0 °C

3.1: 1.43 g / sodium azide / dimethylformamide / 60 h / 100 °C

4.1: 62 percent / p-toluenesulfonic acid monohydrate / methanol / 1 h / 20 °C

5.1: 90 percent / imidazole / dimethylformamide / 15 h / 20 °C

6.1: triphenylphosphine / tetrahydrofuran / 18 h / Heating

6.2: 97 percent / water / tetrahydrofuran / 4 h / Heating

With 1H-imidazole; sodium azide; diisobutylaluminium hydride; toluene-4-sulfonic acid; triethylamine; triphenylphosphine; In tetrahydrofuran; methanol; hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1039/b305818b

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 637740-95-5
(2R,3R,4R)-1,3,4-tris(4-methoxybenzyloxy)-5-(tert-butyldimethylsiloxy)pentane-2-amine

Guidance literature:: Multi-step reaction with 2 steps

1.1: 90 percent / imidazole / dimethylformamide / 15 h / 20 °C

2.1: triphenylphosphine / tetrahydrofuran / 18 h / Heating

2.2: 97 percent / water / tetrahydrofuran / 4 h / Heating

With 1H-imidazole; triphenylphosphine; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1039/b305818b