(1R,2S)-2-((tert-butyldiphenylsilyloxy)methyl)-1-phenylcyclopropanecarboxylic acid

Base Information

Chemical Name:(1R,2S)-2-((tert-butyldiphenylsilyloxy)methyl)-1-phenylcyclopropanecarboxylic acid
CAS No.:625389-75-5
Molecular Formula:C₂₇H₃₀O₃Si
Molecular Weight:430.619
Hs Code.:

Synonyms:(1R,2S)-2-((tert-butyldiphenylsilyloxy)methyl)-1-phenylcyclopropanecarboxylic acid

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Chemical Property of (1R,2S)-2-((tert-butyldiphenylsilyloxy)methyl)-1-phenylcyclopropanecarboxylic acid

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Technology Process of (1R,2S)-2-((tert-butyldiphenylsilyloxy)methyl)-1-phenylcyclopropanecarboxylic acid

There total 10 articles about (1R,2S)-2-((tert-butyldiphenylsilyloxy)methyl)-1-phenylcyclopropanecarboxylic acid 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: 86.0%

: 625389-74-4
(1S,2R)-1-(tert-butyldiphenylsilyloxy)methyl-2-formyl-2-phenylcyclopropane

: 625389-75-5
(1R,2S)-2-((tert-butyldiphenylsilyloxy)methyl)-1-phenylcyclopropanecarboxylic acid

Guidance literature:: With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; In water; acetone; at 20 ℃; for 12h;
DOI:10.1021/jo0302206

Reference yield:

: C₄₃H₄₈O₃Si₂

: 625389-75-5
(1R,2S)-2-((tert-butyldiphenylsilyloxy)methyl)-1-phenylcyclopropanecarboxylic acid

Guidance literature:: With potassium hydroxide; In ethanol; water; at 20 ℃; for 1h;
DOI:10.1021/jm3011405

Reference yield:

: 96847-52-8
(1R,2S)-2-oxo-1-phenyl-3-oxabicyclo[3.1.0]hexane

: 625389-75-5
(1R,2S)-2-((tert-butyldiphenylsilyloxy)methyl)-1-phenylcyclopropanecarboxylic acid

Guidance literature:: Multi-step reaction with 4 steps

1.1: Et₃N / CH₂Cl₂ / 0.5 h / 20 °C

1.2: AlCl₃ / CH₂Cl₂ / 0 - 20 °C

2.1: 5.09 g / imidazole / dimethylformamide / 15 h / 20 °C

3.1: 80 percent / DIBALH / CH₂Cl₂; hexane / 2 h / -78 °C

4.1: 86 percent / NaClO₂; NaH₂PO₄*2H₂O; 2-methyl-2-butene / acetone; H₂O / 12 h / 20 °C

With 1H-imidazole; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; diisobutylaluminium hydride; triethylamine; In hexane; dichloromethane; water; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jo0302206