tert-butyl[(2R,3S)-5-iodo-3-methyl-1-phenylpent-4-yn-2-yloxy]dimethylsilane

Base Information

Chemical Name:tert-butyl[(2R,3S)-5-iodo-3-methyl-1-phenylpent-4-yn-2-yloxy]dimethylsilane
CAS No.:1356452-04-4
Molecular Formula:C₁₈H₂₇IOSi
Molecular Weight:414.402
Hs Code.:

Synonyms:tert-butyl[(2R,3S)-5-iodo-3-methyl-1-phenylpent-4-yn-2-yloxy]dimethylsilane

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Chemical Property of tert-butyl[(2R,3S)-5-iodo-3-methyl-1-phenylpent-4-yn-2-yloxy]dimethylsilane

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Technology Process of tert-butyl[(2R,3S)-5-iodo-3-methyl-1-phenylpent-4-yn-2-yloxy]dimethylsilane

There total 3 articles about tert-butyl[(2R,3S)-5-iodo-3-methyl-1-phenylpent-4-yn-2-yloxy]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: 100.0%

: 1356452-02-2
tert-butyldimethyl[(2R,3S)-3-methyl-1-phenylpent-4-yn-2-yloxy]silane

: 1356452-04-4
tert-butyl[(2R,3S)-5-iodo-3-methyl-1-phenylpent-4-yn-2-yloxy]dimethylsilane

Guidance literature:: tert-butyldimethyl[(2R,3S)-3-methyl-1-phenylpent-4-yn-2-yloxy]silane; With n-butyllithium; In tetrahydrofuran; hexane; at -50 ℃; for 1.083h; Inert atmosphere;

With iodine; In tetrahydrofuran; hexane; at -50 - 20 ℃; for 1h; diastereoselective reaction; Inert atmosphere;
DOI:10.1002/ejoc.201101201

Reference yield:

: 1356452-00-0
(2R,3S)-3-methyl-1-phenylpent-4-yn-2-ol

: 1356452-04-4
tert-butyl[(2R,3S)-5-iodo-3-methyl-1-phenylpent-4-yn-2-yloxy]dimethylsilane

Guidance literature:: Multi-step reaction with 2 steps

1.1: 2,6-dimethylpyridine / dichloromethane / -20 °C / Inert atmosphere

2.1: n-butyllithium / tetrahydrofuran; hexane / 1.08 h / -50 °C / Inert atmosphere

2.2: 1 h / -50 - 20 °C / Inert atmosphere

With 2,6-dimethylpyridine; n-butyllithium; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1002/ejoc.201101201

Reference yield:

: 122-78-1
phenylacetaldehyde

: 1356452-04-4
tert-butyl[(2R,3S)-5-iodo-3-methyl-1-phenylpent-4-yn-2-yloxy]dimethylsilane

Guidance literature:: Multi-step reaction with 3 steps

1.1: diethylzinc; palladium diacetate; triphenylphosphine / tetrahydrofuran; hexane / -78 - -20 °C / Inert atmosphere

2.1: 2,6-dimethylpyridine / dichloromethane / -20 °C / Inert atmosphere

3.1: n-butyllithium / tetrahydrofuran; hexane / 1.08 h / -50 °C / Inert atmosphere

3.2: 1 h / -50 - 20 °C / Inert atmosphere

With 2,6-dimethylpyridine; n-butyllithium; diethylzinc; palladium diacetate; triphenylphosphine; In tetrahydrofuran; hexane; dichloromethane; 1.1: Marshall-Tamaru Reaction;
DOI:10.1002/ejoc.201101201