(((2R,3R)-3-((3S,4S)-4-(azidomethyl)-1-(benzyloxy)-5-methylhex-5-en-3-yl)oxiran-2-yl)methoxy)(tert-butyl)dimethylsilane

Base Information

Chemical Name:(((2R,3R)-3-((3S,4S)-4-(azidomethyl)-1-(benzyloxy)-5-methylhex-5-en-3-yl)oxiran-2-yl)methoxy)(tert-butyl)dimethylsilane
CAS No.:1426540-33-1
Molecular Formula:C₂₄H₃₉N₃O₃Si
Molecular Weight:445.677
Hs Code.:

Synonyms:(((2R,3R)-3-((3S,4S)-4-(azidomethyl)-1-(benzyloxy)-5-methylhex-5-en-3-yl)oxiran-2-yl)methoxy)(tert-butyl)dimethylsilane

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Chemical Property of (((2R,3R)-3-((3S,4S)-4-(azidomethyl)-1-(benzyloxy)-5-methylhex-5-en-3-yl)oxiran-2-yl)methoxy)(tert-butyl)dimethylsilane

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Technology Process of (((2R,3R)-3-((3S,4S)-4-(azidomethyl)-1-(benzyloxy)-5-methylhex-5-en-3-yl)oxiran-2-yl)methoxy)(tert-butyl)dimethylsilane

There total 1 articles about (((2R,3R)-3-((3S,4S)-4-(azidomethyl)-1-(benzyloxy)-5-methylhex-5-en-3-yl)oxiran-2-yl)methoxy)(tert-butyl)dimethylsilane 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: 45.0%

: 1426540-32-0
(2S,3S)-5-(benzyloxy)-3-((2R,3R)-3-((tert-butyldimethylsilyloxy)methyl)oxiran-2-yl)-2-(prop-1-en-2-yl)pentyl acetate

: C₂₄H₄₀O₄Si

: 1426540-33-1
(((2R,3R)-3-((3S,4S)-4-(azidomethyl)-1-(benzyloxy)-5-methylhex-5-en-3-yl)oxiran-2-yl)methoxy)(tert-butyl)dimethylsilane

Guidance literature:: (2S,3S)-5-(benzyloxy)-3-((2R,3R)-3-((tert-butyldimethylsilyloxy)methyl)oxiran-2-yl)-2-(prop-1-en-2-yl)pentyl acetate; With potassium carbonate; In methanol; at -10 ℃; for 1h;

C₂₄H₄₀O₄Si; With di-isopropyl azodicarboxylate; diphenyl phosphoryl azide; triphenylphosphine; In tetrahydrofuran; at 0 - 20 ℃; for 10h;
DOI:10.1021/jo400001t

Reference yield: 90.0%

: 1426540-33-1
(((2R,3R)-3-((3S,4S)-4-(azidomethyl)-1-(benzyloxy)-5-methylhex-5-en-3-yl)oxiran-2-yl)methoxy)(tert-butyl)dimethylsilane

: 1426540-18-2
((2R,3R)-3-((3S,4S)-4-(azidomethyl)-1-(benzyloxy)-5-methylhex-5-en-3-yl)oxiran-2-yl)methanol

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 ℃; for 2h;
DOI:10.1021/jo400001t

Reference yield:

: 1426540-33-1
(((2R,3R)-3-((3S,4S)-4-(azidomethyl)-1-(benzyloxy)-5-methylhex-5-en-3-yl)oxiran-2-yl)methoxy)(tert-butyl)dimethylsilane

: 1426540-34-2
tert-butyl (2S,3S,4S)-3-(2-(benzyloxy)ethyl)-2-((1S)-1,2-dihydroxyethyl)-4-(prop-1-en-2-yl)pyrrolidine-1-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 0 °C

2: triethylamine; triphenylphosphine / water; tetrahydrofuran / 60 h / 20 °C

With tetrabutyl ammonium fluoride; triethylamine; triphenylphosphine; In tetrahydrofuran; water;
DOI:10.1021/jo400001t