(2S,3R,4S)-5-(4-Methoxy-benzyloxy)-2,4-dimethyl-3-triethylsilanyloxy-pentan-1-ol

Base Information

Chemical Name:(2S,3R,4S)-5-(4-Methoxy-benzyloxy)-2,4-dimethyl-3-triethylsilanyloxy-pentan-1-ol
CAS No.:218152-59-1
Molecular Formula:C₂₁H₃₈O₄Si
Molecular Weight:382.616
Hs Code.:

Synonyms:(2S,3R,4S)-5-(4-Methoxy-benzyloxy)-2,4-dimethyl-3-triethylsilanyloxy-pentan-1-ol

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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 (2S,3R,4S)-5-(4-Methoxy-benzyloxy)-2,4-dimethyl-3-triethylsilanyloxy-pentan-1-ol

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Technology Process of (2S,3R,4S)-5-(4-Methoxy-benzyloxy)-2,4-dimethyl-3-triethylsilanyloxy-pentan-1-ol

There total 6 articles about (2S,3R,4S)-5-(4-Methoxy-benzyloxy)-2,4-dimethyl-3-triethylsilanyloxy-pentan-1-ol 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: 72.0%

: 218152-54-6
(4R,5S)-3-[(2R,3S,4S)-5-(4-Methoxy-benzyloxy)-2,4-dimethyl-3-triethylsilanyloxy-pentanoyl]-4-methyl-5-phenyl-oxazolidin-2-one

: 218152-59-1
(2S,3R,4S)-5-(4-Methoxy-benzyloxy)-2,4-dimethyl-3-triethylsilanyloxy-pentan-1-ol

Guidance literature:: With lithium borohydride; In ethanol; at 0 ℃; for 2h;
DOI:10.1021/jo981370x

Reference yield:

: 89238-99-3
O-(4-methoxybenzyl)-trichloroacetimidate

: 218152-59-1
(2S,3R,4S)-5-(4-Methoxy-benzyloxy)-2,4-dimethyl-3-triethylsilanyloxy-pentan-1-ol

Guidance literature:: Multi-step reaction with 5 steps

1: 67 percent / pyridinium p-toluenesulfonate / CH₂Cl₂ / 22 h / Ambient temperature

2: DIBAH / CH₂Cl₂ / 1 h / -78 °C

3: 1.) Et₃B, CF₃SO₂H, 2.) iPr₂NEt, 3.) aq. H₂O₂ / 1.) CH₂Cl₂, hexane, 0 deg C, 30 min, 2.) -78 deg C, 3 h; room temperature, 4 h, 3.) MeOH, room temperature, 1 h

4: 98 percent / iPr₂NEt / CH₂Cl₂ / 0.5 h / 0 °C

5: 72 percent / LiBH₄ / ethanol / 2 h / 0 °C

With lithium borohydride; triethyl borane; trifluoromethanesulfinic acid; dihydrogen peroxide; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; In ethanol; dichloromethane;
DOI:10.1021/jo981370x

Reference yield:

: 132969-60-9
(2S)-3-[(4-methoxybenzyl)oxy]-2-methylpropanal

: 218152-59-1
(2S,3R,4S)-5-(4-Methoxy-benzyloxy)-2,4-dimethyl-3-triethylsilanyloxy-pentan-1-ol

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) Et₃B, CF₃SO₂H, 2.) iPr₂NEt, 3.) aq. H₂O₂ / 1.) CH₂Cl₂, hexane, 0 deg C, 30 min, 2.) -78 deg C, 3 h; room temperature, 4 h, 3.) MeOH, room temperature, 1 h

2: 98 percent / iPr₂NEt / CH₂Cl₂ / 0.5 h / 0 °C

3: 72 percent / LiBH₄ / ethanol / 2 h / 0 °C

With lithium borohydride; triethyl borane; trifluoromethanesulfinic acid; dihydrogen peroxide; N-ethyl-N,N-diisopropylamine; In ethanol; dichloromethane;
DOI:10.1021/jo981370x