dimethyl-((5R,6S)-6-(4-bromophenyl)-5-methyl-2-oxo-6-((triethylsilyl)oxy)hexyl)phosphonate

Base Information

Chemical Name:dimethyl-((5R,6S)-6-(4-bromophenyl)-5-methyl-2-oxo-6-((triethylsilyl)oxy)hexyl)phosphonate
CAS No.:1395342-28-5
Molecular Formula:C₂₁H₃₆BrO₅PSi
Molecular Weight:507.477
Hs Code.:

Synonyms:dimethyl-((5R,6S)-6-(4-bromophenyl)-5-methyl-2-oxo-6-((triethylsilyl)oxy)hexyl)phosphonate

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Chemical Property of dimethyl-((5R,6S)-6-(4-bromophenyl)-5-methyl-2-oxo-6-((triethylsilyl)oxy)hexyl)phosphonate

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Technology Process of dimethyl-((5R,6S)-6-(4-bromophenyl)-5-methyl-2-oxo-6-((triethylsilyl)oxy)hexyl)phosphonate

There total 7 articles about dimethyl-((5R,6S)-6-(4-bromophenyl)-5-methyl-2-oxo-6-((triethylsilyl)oxy)hexyl)phosphonate 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: 98.0%

: 1395342-31-0
(4R,5S,E)-ethyl-5-(4-bromophenyl)-4-methyl-5-((triethylsilyl)oxy)pentanoate

: 756-79-6
dimethyl methane phosphonate

: 1395342-28-5
dimethyl-((5R,6S)-6-(4-bromophenyl)-5-methyl-2-oxo-6-((triethylsilyl)oxy)hexyl)phosphonate

Guidance literature:: dimethyl methane phosphonate; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 1h; Inert atmosphere;

(4R,5S,E)-ethyl-5-(4-bromophenyl)-4-methyl-5-((triethylsilyl)oxy)pentanoate; In tetrahydrofuran; hexane; at -78 ℃; for 1h; Inert atmosphere;
DOI:10.1055/s-0031-1290670

Reference yield:

: 1395342-29-6
(2S,3S)-1-((S)-4-benzyl-2-thioxothiazolidin-3-yl)-3-(4-bromophenyl)-3-hydroxy-2-methylpropan-1-one

: 1395342-28-5
dimethyl-((5R,6S)-6-(4-bromophenyl)-5-methyl-2-oxo-6-((triethylsilyl)oxy)hexyl)phosphonate

Guidance literature:: Multi-step reaction with 5 steps

1.1: 2,6-dimethylpyridine / dichloromethane / -78 °C / Inert atmosphere

2.1: diisobutylaluminium hydride / hexane; dichloromethane / -78 °C / Inert atmosphere

3.1: tetrahydrofuran / 20 °C / Inert atmosphere; Reflux

4.1: sodium acetate; toluene-4-sulfonic acid hydrazide / 1,2-dimethoxyethane; water / 5 h / Inert atmosphere; Reflux

5.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C / Inert atmosphere

5.2: 1 h / -78 °C / Inert atmosphere

With 2,6-dimethylpyridine; n-butyllithium; sodium acetate; diisobutylaluminium hydride; toluene-4-sulfonic acid hydrazide; In tetrahydrofuran; 1,2-dimethoxyethane; hexane; dichloromethane; water; 3.1: Wittig reaction / 5.2: Claisen condensation;
DOI:10.1055/s-0031-1290670

Reference yield:

: 1395342-46-7
(4R,5S,E)-ethyl-5-(4-bromophenyl)-4-methyl-5-((triethylsilyl)oxy)pent-2-enoate

: 1395342-28-5
dimethyl-((5R,6S)-6-(4-bromophenyl)-5-methyl-2-oxo-6-((triethylsilyl)oxy)hexyl)phosphonate

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium acetate; toluene-4-sulfonic acid hydrazide / 1,2-dimethoxyethane; water / 5 h / Inert atmosphere; Reflux

2.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C / Inert atmosphere

2.2: 1 h / -78 °C / Inert atmosphere

With n-butyllithium; sodium acetate; toluene-4-sulfonic acid hydrazide; In tetrahydrofuran; 1,2-dimethoxyethane; hexane; water; 2.2: Claisen condensation;
DOI:10.1055/s-0031-1290670