(3-((2S,3S)-3-((benzyloxy)methyl)oxiran-2-yl)prop-2-ynyloxy)(tert-butyl)dimethyl-silane

Base Information

Chemical Name:(3-((2S,3S)-3-((benzyloxy)methyl)oxiran-2-yl)prop-2-ynyloxy)(tert-butyl)dimethyl-silane
CAS No.:1316643-83-0
Molecular Formula:C₁₉H₂₈O₃Si
Molecular Weight:332.515
Hs Code.:

Synonyms:(3-((2S,3S)-3-((benzyloxy)methyl)oxiran-2-yl)prop-2-ynyloxy)(tert-butyl)dimethyl-silane

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Chemical Property of (3-((2S,3S)-3-((benzyloxy)methyl)oxiran-2-yl)prop-2-ynyloxy)(tert-butyl)dimethyl-silane

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Technology Process of (3-((2S,3S)-3-((benzyloxy)methyl)oxiran-2-yl)prop-2-ynyloxy)(tert-butyl)dimethyl-silane

There total 5 articles about (3-((2S,3S)-3-((benzyloxy)methyl)oxiran-2-yl)prop-2-ynyloxy)(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%

: 1316643-82-9
((2S,3S)-3-(3-(tert-butyldimethylsilyloxy)prop-1-ynyl)oxiran-2-yl)methanol

: 100-39-0
benzyl bromide

: 1316643-83-0
(3-((2S,3S)-3-((benzyloxy)methyl)oxiran-2-yl)prop-2-ynyloxy)(tert-butyl)dimethyl-silane

Guidance literature:: ((2S,3S)-3-(3-(tert-butyldimethylsilyloxy)prop-1-ynyl)oxiran-2-yl)methanol; With sodium hydride; In tetrahydrofuran; at -40 ℃; for 0.333333h; Inert atmosphere;

benzyl bromide; With tetra-(n-butyl)ammonium iodide; In tetrahydrofuran; at 25 ℃; for 2h; Inert atmosphere;
DOI:10.1021/jo200611w

Reference yield:

: 1175994-84-9
(E)-6-(tert-butyldimethylsilyloxy)hex-2-en-4-yn-1-ol

: 1316643-83-0
(3-((2S,3S)-3-((benzyloxy)methyl)oxiran-2-yl)prop-2-ynyloxy)(tert-butyl)dimethyl-silane

Guidance literature:: Multi-step reaction with 2 steps

1.1: titanium(IV) isopropylate; diethyl (2R,3R)-tartrate / dichloromethane / 0.75 h / -20 °C / Molecular sieve

1.2: 18 h / 20 °C / Molecular sieve

2.1: sodium hydride / tetrahydrofuran / 0.33 h / -40 °C / Inert atmosphere

2.2: 2 h / 25 °C / Inert atmosphere

With titanium(IV) isopropylate; diethyl (2R,3R)-tartrate; sodium hydride; In tetrahydrofuran; dichloromethane; 1.1: Sharpless epoxidation / 1.2: Sharpless epoxidation;
DOI:10.1021/jo200611w

Reference yield:

: 165404-59-1
6-(tert-butyldimethylsilyloxy)hexa-2,4-diyn-1-ol

: 1316643-83-0
(3-((2S,3S)-3-((benzyloxy)methyl)oxiran-2-yl)prop-2-ynyloxy)(tert-butyl)dimethyl-silane

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium bis(2-methoxyethoxy)aluminium dihydride / tetrahydrofuran; toluene / 2 h / -78 - 0 °C

2.1: titanium(IV) isopropylate; diethyl (2R,3R)-tartrate / dichloromethane / 0.75 h / -20 °C / Molecular sieve

2.2: 18 h / 20 °C / Molecular sieve

3.1: sodium hydride / tetrahydrofuran / 0.33 h / -40 °C / Inert atmosphere

3.2: 2 h / 25 °C / Inert atmosphere

With titanium(IV) isopropylate; diethyl (2R,3R)-tartrate; sodium hydride; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; dichloromethane; toluene; 2.1: Sharpless epoxidation / 2.2: Sharpless epoxidation;
DOI:10.1021/jo200611w