(R)-2-azido-1-(4-((butyldimethylsilyl)oxy)-3-methoxyphenyl)ethyl (S)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoate

Base Information

Chemical Name:(R)-2-azido-1-(4-((butyldimethylsilyl)oxy)-3-methoxyphenyl)ethyl (S)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoate
CAS No.:1435896-54-0
Molecular Formula:C₂₅H₃₂F₃N₃O₅Si
Molecular Weight:539.627
Hs Code.:

Synonyms:(R)-2-azido-1-(4-((butyldimethylsilyl)oxy)-3-methoxyphenyl)ethyl (S)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoate

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Chemical Property of (R)-2-azido-1-(4-((butyldimethylsilyl)oxy)-3-methoxyphenyl)ethyl (S)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoate

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Technology Process of (R)-2-azido-1-(4-((butyldimethylsilyl)oxy)-3-methoxyphenyl)ethyl (S)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoate

There total 4 articles about (R)-2-azido-1-(4-((butyldimethylsilyl)oxy)-3-methoxyphenyl)ethyl (S)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoate 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%

: 1435896-52-8
(R)-2-azido-1-(4-(tert-butyldimethylsilyloxy)-3-methoxyphenyl)ethanol

: 20445-33-4,39637-99-5
(R)-methoxytrifluoromethylphenylacetyl chloride

: 1435896-54-0
(R)-2-azido-1-(4-((butyldimethylsilyl)oxy)-3-methoxyphenyl)ethyl (S)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoate

Guidance literature:: With pyridine; In dichloromethane; at 25 ℃; for 0.5h; Inert atmosphere;
DOI:10.1002/chir.22108

Reference yield:

: 1435896-51-7
(R)-2-(4-(tert-butyldimethylsilyloxy)-3-methoxyphenyl)-2-hydroxyethyl 4-methylbenzenesulfonate

: 1435896-54-0
(R)-2-azido-1-(4-((butyldimethylsilyl)oxy)-3-methoxyphenyl)ethyl (S)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoate

Guidance literature:: Multi-step reaction with 2 steps

1: sodium azide / N,N-dimethyl-formamide / 72 h / 50 °C / Inert atmosphere

2: pyridine / dichloromethane / 0.5 h / 25 °C / Inert atmosphere

With pyridine; sodium azide; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/chir.22108

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 1435896-54-0
(R)-2-azido-1-(4-((butyldimethylsilyl)oxy)-3-methoxyphenyl)ethyl (S)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoate

Guidance literature:: Multi-step reaction with 6 steps

1.1: 1H-imidazole / N,N-dimethyl-formamide / 12 h / 0 - 25 °C / Inert atmosphere

2.1: potassium tert-butylate / tetrahydrofuran / 0.17 h / Inert atmosphere

2.2: 12 h / -78 - 25 °C / Inert atmosphere

3.1: AD-mix-α / tert-butyl alcohol; water / 1.67 h / 0 - 25 °C / Inert atmosphere

4.1: pyridine / dichloromethane / 8 h / 25 °C / Inert atmosphere

5.1: sodium azide / N,N-dimethyl-formamide / 72 h / 50 °C / Inert atmosphere

6.1: pyridine / dichloromethane / 0.5 h / 25 °C / Inert atmosphere

With pyridine; 1H-imidazole; sodium azide; AD-mix-α; potassium tert-butylate; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol; 2.1: |Wittig Olefination / 2.2: |Wittig Olefination / 3.1: |Sharpless Dihydroxylation;
DOI:10.1002/chir.22108