(2R,3S,4S)-5-[(1,1-dimethylethyl)diphenylsilyloxy]-2,4-dimethyl-3-(triethylsilyloxy)-pentanal

Base Information

Chemical Name:(2R,3S,4S)-5-[(1,1-dimethylethyl)diphenylsilyloxy]-2,4-dimethyl-3-(triethylsilyloxy)-pentanal
CAS No.:1201668-13-4
Molecular Formula:C₂₉H₄₆O₃Si₂
Molecular Weight:498.853
Hs Code.:

Synonyms:(2R,3S,4S)-5-[(1,1-dimethylethyl)diphenylsilyloxy]-2,4-dimethyl-3-(triethylsilyloxy)-pentanal

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Chemical Property of (2R,3S,4S)-5-[(1,1-dimethylethyl)diphenylsilyloxy]-2,4-dimethyl-3-(triethylsilyloxy)-pentanal

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Technology Process of (2R,3S,4S)-5-[(1,1-dimethylethyl)diphenylsilyloxy]-2,4-dimethyl-3-(triethylsilyloxy)-pentanal

There total 7 articles about (2R,3S,4S)-5-[(1,1-dimethylethyl)diphenylsilyloxy]-2,4-dimethyl-3-(triethylsilyloxy)-pentanal 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%

: 1201668-26-9
C₂₉H₄₆O₃Si₂

: 1201668-13-4
(2R,3S,4S)-5-[(1,1-dimethylethyl)diphenylsilyloxy]-2,4-dimethyl-3-(triethylsilyloxy)-pentanal

Guidance literature:: With triethylsilyl trifluoromethyl sulfonate; N-ethyl-N,N-diisopropylamine; In dichloromethane; at -45 ℃; for 1.5h; optical yield given as %de; Inert atmosphere; Molecular sieve;
DOI:10.1002/anie.200904607

Reference yield: 86.0%

: 1201668-26-9
C₂₉H₄₆O₃Si₂

: 79271-56-0
triethylsilyl trifluoromethyl sulfonate

: 1201668-13-4
(2R,3S,4S)-5-[(1,1-dimethylethyl)diphenylsilyloxy]-2,4-dimethyl-3-(triethylsilyloxy)-pentanal

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; at -45 ℃; optical yield given as %de; Inert atmosphere; Molecular sieve;
DOI:10.1021/ol100985n

Reference yield:

: 95514-04-8
(R)-3-(tert-butyldiphenylsilyloxy)-2-methylpropan-1-ol

: 1201668-13-4
(2R,3S,4S)-5-[(1,1-dimethylethyl)diphenylsilyloxy]-2,4-dimethyl-3-(triethylsilyloxy)-pentanal

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) oxalyl chloride, DMSO, 2.) triethylamine / 1.) CH₂Cl₂, -78 deg C, 20 min, 2.) a.) from -78 deg C to RT, b.) RT, 15 min

2: 4-A molecular sieves / toluene / 4 h / -78 °C

3: Et₃N / dimethylformamide / 3 h / 0 °C

4: 1.) O₃, 2.) Me₂S / 1.) methanol, CH₂Cl₂, -78 deg C, 2.) RT, 2 h

With oxalyl dichloride; dimethylsulfide; 4 A molecular sieve; ozone; dimethyl sulfoxide; triethylamine; In N,N-dimethyl-formamide; toluene;