(2R,3R,4R)-N-(2,4-dimethoxybenzyl)-1,3,4-tris(4-methoxybenzyloxy)-5-(tert-butyl-dimethylsiloxy)pentane-2-amine

Base Information

Chemical Name:(2R,3R,4R)-N-(2,4-dimethoxybenzyl)-1,3,4-tris(4-methoxybenzyloxy)-5-(tert-butyl-dimethylsiloxy)pentane-2-amine
CAS No.:637740-96-6
Molecular Formula:C₄₄H₆₁NO₉Si
Molecular Weight:776.055
Hs Code.:

Synonyms:(2R,3R,4R)-N-(2,4-dimethoxybenzyl)-1,3,4-tris(4-methoxybenzyloxy)-5-(tert-butyl-dimethylsiloxy)pentane-2-amine

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Chemical Property of (2R,3R,4R)-N-(2,4-dimethoxybenzyl)-1,3,4-tris(4-methoxybenzyloxy)-5-(tert-butyl-dimethylsiloxy)pentane-2-amine

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Technology Process of (2R,3R,4R)-N-(2,4-dimethoxybenzyl)-1,3,4-tris(4-methoxybenzyloxy)-5-(tert-butyl-dimethylsiloxy)pentane-2-amine

There total 11 articles about (2R,3R,4R)-N-(2,4-dimethoxybenzyl)-1,3,4-tris(4-methoxybenzyloxy)-5-(tert-butyl-dimethylsiloxy)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:

: [(1R,2R,3R)-4-(tert-Butyl-dimethyl-silanyloxy)-2,3-bis-(4-methoxy-benzyloxy)-1-(4-methoxy-benzyloxymethyl)-butyl]-[1-(2,4-dimethoxy-phenyl)-meth-(E)-ylidene]-amine

: 637740-96-6
(2R,3R,4R)-N-(2,4-dimethoxybenzyl)-1,3,4-tris(4-methoxybenzyloxy)-5-(tert-butyl-dimethylsiloxy)pentane-2-amine

Guidance literature:: With sodium tetrahydroborate; In methanol; at 0 ℃; for 1.5h;
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

: 637740-96-6
(2R,3R,4R)-N-(2,4-dimethoxybenzyl)-1,3,4-tris(4-methoxybenzyloxy)-5-(tert-butyl-dimethylsiloxy)pentane-2-amine

Guidance literature:: Multi-step reaction with 8 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

7.1: toluene / 13 h / Heating

8.1: 351 mg / sodium borohydride / methanol / 1.5 h / 0 °C

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

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 637740-96-6
(2R,3R,4R)-N-(2,4-dimethoxybenzyl)-1,3,4-tris(4-methoxybenzyloxy)-5-(tert-butyl-dimethylsiloxy)pentane-2-amine

Guidance literature:: Multi-step reaction with 4 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

3.1: toluene / 13 h / Heating

4.1: 351 mg / sodium borohydride / methanol / 1.5 h / 0 °C

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