(2R,3S,4S)-7-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2,4-dimethyl-heptanal

Base Information

Chemical Name:(2R,3S,4S)-7-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2,4-dimethyl-heptanal
CAS No.:851955-73-2
Molecular Formula:C₂₂H₃₈O₃Si
Molecular Weight:378.627
Hs Code.:

Synonyms:(2R,3S,4S)-7-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2,4-dimethyl-heptanal

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2R,3S,4S)-7-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2,4-dimethyl-heptanal

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Technology Process of (2R,3S,4S)-7-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2,4-dimethyl-heptanal

There total 7 articles about (2R,3S,4S)-7-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2,4-dimethyl-heptanal 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: 91.0%

: 851955-72-1
(2R,3S,4S)-7-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2,4-dimethyl-heptanoic acid methoxy-methyl-amide

: 851955-73-2
(2R,3S,4S)-7-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2,4-dimethyl-heptanal

Guidance literature:: With diisobutylaluminium hydride; In tetrahydrofuran; toluene; at -78 - -50 ℃; for 1h;
DOI:10.1016/j.bioorg.2004.11.002

Reference yield:

: 851955-71-0
(2R,3S,4S)-7-Benzyloxy-3-hydroxy-2,4-dimethyl-heptanoic acid methoxy-methyl-amide

: 851955-73-2
(2R,3S,4S)-7-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2,4-dimethyl-heptanal

Guidance literature:: Multi-step reaction with 2 steps

1: 96 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h / 0 °C

2: 91 percent / DIBALH / tetrahydrofuran; toluene / 1 h / -78 - -50 °C

With 2,6-dimethylpyridine; diisobutylaluminium hydride; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1016/j.bioorg.2004.11.002

Reference yield:

: 851955-69-6
5-(benzyloxy)-N-[(1S,2S)-2-hydroxy-1-methyl-2-phenylethyl]-N-methylpentanamide

: 851955-73-2
(2R,3S,4S)-7-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2,4-dimethyl-heptanal

Guidance literature:: Multi-step reaction with 6 steps

1.1: 94 percent / LiCl; iPr₂NH; BuLi / tetrahydrofuran; hexane / 0.75 h / 0 °C

2.1: 75 percent / iPr₂NH; BuLi; BH₃*NH₃ / hexane; tetrahydrofuran / 16 h / 20 °C

3.1: 84 percent / oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / 1.17 h / -78 - -30 °C

4.1: Bu₂B-OTf; Et₃N / CH₂Cl₂ / 2.5 h / -78 - 0 °C

4.2: 8 g / Me₃Al / tetrahydrofuran; hexane / 16 h / -5 - 20 °C

5.1: 96 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h / 0 °C

6.1: 91 percent / DIBALH / tetrahydrofuran; toluene / 1 h / -78 - -50 °C

With 2,6-dimethylpyridine; n-butyllithium; borane-ammonia complex; oxalyl dichloride; di-n-butylboryl trifluoromethanesulfonate; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; diisopropylamine; lithium chloride; In tetrahydrofuran; hexane; dichloromethane; toluene; 3.1: Swern oxidation;
DOI:10.1016/j.bioorg.2004.11.002