(S,E)-N-((1S,2S)-1-hydroxy-1-phenylpropan-2-yl)-N-methyl-2-(2-(triisopropylsilyloxy)ethyl)-6-(trityloxy)hex-4-enamide

Base Information

Chemical Name:(S,E)-N-((1S,2S)-1-hydroxy-1-phenylpropan-2-yl)-N-methyl-2-(2-(triisopropylsilyloxy)ethyl)-6-(trityloxy)hex-4-enamide
CAS No.:1452372-99-4
Molecular Formula:C₄₆H₆₁NO₄Si
Molecular Weight:720.08
Hs Code.:

Synonyms:(S,E)-N-((1S,2S)-1-hydroxy-1-phenylpropan-2-yl)-N-methyl-2-(2-(triisopropylsilyloxy)ethyl)-6-(trityloxy)hex-4-enamide

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Chemical Property of (S,E)-N-((1S,2S)-1-hydroxy-1-phenylpropan-2-yl)-N-methyl-2-(2-(triisopropylsilyloxy)ethyl)-6-(trityloxy)hex-4-enamide

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Technology Process of (S,E)-N-((1S,2S)-1-hydroxy-1-phenylpropan-2-yl)-N-methyl-2-(2-(triisopropylsilyloxy)ethyl)-6-(trityloxy)hex-4-enamide

There total 5 articles about (S,E)-N-((1S,2S)-1-hydroxy-1-phenylpropan-2-yl)-N-methyl-2-(2-(triisopropylsilyloxy)ethyl)-6-(trityloxy)hex-4-enamide 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: 73.0%

: 1452372-96-1
N-((1S,2S)-1-hydroxy-1-phenylpropan-2-yl)-N-methyl-4-((triisopropylsilyl)oxy)butanamide

: 1452372-72-3
4(E)-1-(trityloxy)-4-iodobut-2-ene

: 1452372-99-4
(S,E)-N-((1S,2S)-1-hydroxy-1-phenylpropan-2-yl)-N-methyl-2-(2-(triisopropylsilyloxy)ethyl)-6-(trityloxy)hex-4-enamide

Guidance literature:: N-((1S,2S)-1-hydroxy-1-phenylpropan-2-yl)-N-methyl-4-((triisopropylsilyl)oxy)butanamide; With n-butyllithium; diisopropylamine; lithium chloride; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 1.33333h; Inert atmosphere;

4(E)-1-(trityloxy)-4-iodobut-2-ene; In tetrahydrofuran; hexane; at 0 ℃; for 2.5h; Inert atmosphere;
DOI:10.3762/bjoc.9.132

Reference yield:

: 142096-78-4
(E)-1-hydroxy-4-(triphenylmethoxy)-2-butene

: 1452372-99-4
(S,E)-N-((1S,2S)-1-hydroxy-1-phenylpropan-2-yl)-N-methyl-2-(2-(triisopropylsilyloxy)ethyl)-6-(trityloxy)hex-4-enamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: triethylamine / tetrahydrofuran / 4 h / 0 - 20 °C / Inert atmosphere

2.1: sodium iodide / acetone / 18 h / Darkness; Reflux; Inert atmosphere

3.1: n-butyllithium; lithium chloride; diisopropylamine / tetrahydrofuran; hexane / 1.33 h / -78 - 20 °C / Inert atmosphere

3.2: 2.5 h / 0 °C / Inert atmosphere

With n-butyllithium; triethylamine; diisopropylamine; sodium iodide; lithium chloride; In tetrahydrofuran; hexane; acetone; 3.1: |Meyer Alkylation / 3.2: |Meyer Alkylation;
DOI:10.3762/bjoc.9.132

Reference yield:

: 1374423-85-4
C₂₄H₂₄O₄S

: 1452372-99-4
(S,E)-N-((1S,2S)-1-hydroxy-1-phenylpropan-2-yl)-N-methyl-2-(2-(triisopropylsilyloxy)ethyl)-6-(trityloxy)hex-4-enamide

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium iodide / acetone / 18 h / Darkness; Reflux; Inert atmosphere

2.1: n-butyllithium; lithium chloride; diisopropylamine / tetrahydrofuran; hexane / 1.33 h / -78 - 20 °C / Inert atmosphere

2.2: 2.5 h / 0 °C / Inert atmosphere

With n-butyllithium; diisopropylamine; sodium iodide; lithium chloride; In tetrahydrofuran; hexane; acetone; 2.1: |Meyer Alkylation / 2.2: |Meyer Alkylation;
DOI:10.3762/bjoc.9.132