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

Base Information

Chemical Name:[(2R,3R,4R)-4-Azido-2,3,5-tris-(4-methoxy-benzyloxy)-pentyloxy]-tert-butyl-dimethyl-silane
CAS No.:637741-53-8
Molecular Formula:C₃₅H₄₉N₃O₇Si
Molecular Weight:651.875
Hs Code.:

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

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Chemical Property of [(2R,3R,4R)-4-Azido-2,3,5-tris-(4-methoxy-benzyloxy)-pentyloxy]-tert-butyl-dimethyl-silane

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Technology Process of [(2R,3R,4R)-4-Azido-2,3,5-tris-(4-methoxy-benzyloxy)-pentyloxy]-tert-butyl-dimethyl-silane

There total 7 articles about [(2R,3R,4R)-4-Azido-2,3,5-tris-(4-methoxy-benzyloxy)-pentyloxy]-tert-butyl-dimethyl-silane 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: 90.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: (2R,3R,4R)-4-Azido-2,3,5-tris-(4-methoxy-benzyloxy)-pentan-1-ol

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

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 15h;
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

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

Guidance literature:: Multi-step reaction with 5 steps

1: 2.88 g / diisobutylaluminum hydride / CH₂Cl₂; hexane / 4 h / -78 °C

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

3: 1.43 g / sodium azide / dimethylformamide / 60 h / 100 °C

4: 62 percent / p-toluenesulfonic acid monohydrate / methanol / 1 h / 20 °C

5: 90 percent / imidazole / dimethylformamide / 15 h / 20 °C

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

Reference yield:

: 331626-43-8
(2R,3R,4R)-2,3,5-Tris-(4-methoxy-benzyloxy)-pentane-1,4-diol

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

Guidance literature:: Multi-step reaction with 7 steps

1: 86 percent / triethylamine / CH₂Cl₂ / 24 h / 20 °C

2: diethyl azodicarboxylate; triphenylphosphine / benzene / 8 h / 20 °C

3: 2.88 g / diisobutylaluminum hydride / CH₂Cl₂; hexane / 4 h / -78 °C

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

5: 1.43 g / sodium azide / dimethylformamide / 60 h / 100 °C

6: 62 percent / p-toluenesulfonic acid monohydrate / methanol / 1 h / 20 °C

7: 90 percent / imidazole / dimethylformamide / 15 h / 20 °C

With 1H-imidazole; sodium azide; diisobutylaluminium hydride; toluene-4-sulfonic acid; triethylamine; triphenylphosphine; diethylazodicarboxylate; In methanol; hexane; dichloromethane; N,N-dimethyl-formamide; benzene; 2: Mitsunobu reaction;
DOI:10.1039/b305818b