(2S,4S)-(-)-2-(2-bromobenzyl)-4-(tert-butyldimethylsilyloxymethyl)-1,3-dioxane

Base Information

Chemical Name:(2S,4S)-(-)-2-(2-bromobenzyl)-4-(tert-butyldimethylsilyloxymethyl)-1,3-dioxane
CAS No.:220936-30-1
Molecular Formula:C₁₈H₂₉BrO₃Si
Molecular Weight:401.416
Hs Code.:

Synonyms:(2S,4S)-(-)-2-(2-bromobenzyl)-4-(tert-butyldimethylsilyloxymethyl)-1,3-dioxane

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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,4S)-(-)-2-(2-bromobenzyl)-4-(tert-butyldimethylsilyloxymethyl)-1,3-dioxane

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Technology Process of (2S,4S)-(-)-2-(2-bromobenzyl)-4-(tert-butyldimethylsilyloxymethyl)-1,3-dioxane

There total 2 articles about (2S,4S)-(-)-2-(2-bromobenzyl)-4-(tert-butyldimethylsilyloxymethyl)-1,3-dioxane 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: 82.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 172794-70-6
(-)-<(2S,4S)-2-(2-bromobenzyl)-1,3-dioxan-4-yl>methanol

: 220936-30-1
(2S,4S)-(-)-2-(2-bromobenzyl)-4-(tert-butyldimethylsilyloxymethyl)-1,3-dioxane

Guidance literature:: With 1H-imidazole; In tetrahydrofuran; 0 deg C to RT, 3 h;
DOI:10.1002/(SICI)1099-0690(199902)1999:2<503::AID-EJOC503>3.0.CO;2-I

Reference yield:

: 112396-13-1
2-(2-bromophenyl)acetaldehyde dimethyl acetal

: 220936-30-1
(2S,4S)-(-)-2-(2-bromobenzyl)-4-(tert-butyldimethylsilyloxymethyl)-1,3-dioxane

Guidance literature:: Multi-step reaction with 2 steps

1: 79 percent / p-toluenesulfonic acid, molecular sieves 4 Angstroem / tetrahydrofuran / 96 h / Heating

2: 82 percent / imidazole / tetrahydrofuran / 0 deg C to RT, 3 h

With 1H-imidazole; 4 A molecular sieve; toluene-4-sulfonic acid; In tetrahydrofuran;
DOI:10.1002/(SICI)1099-0690(199902)1999:2<503::AID-EJOC503>3.0.CO;2-I

Reference yield:

: 51608-60-7
phenyl N-tosyl imine

: 220936-30-1
(2S,4S)-(-)-2-(2-bromobenzyl)-4-(tert-butyldimethylsilyloxymethyl)-1,3-dioxane

: N-<(αR and αS)-2-<<(2S,4S)-4-(tert-butyldimethylsilyloxymethyl)-1,3-dioxan-2-yl>methyl>benzhydryl>-4-methylbenzenesulfonamide

Guidance literature:: With n-butyllithium; Yield given; Multistep reaction; 1.) hexane, THF, -100 deg C, 15 min, 2.) THF, -85 to -100 deg C, 6 h;
DOI:10.1002/(SICI)1099-0690(199902)1999:2<503::AID-EJOC503>3.0.CO;2-I