(2R,3S,4R)-3-(acryloyloxy)-4-(tert-butyldimethylsilyloxy)-2-(tertbutyldiphenylsilyloxy)hex-5-enyl benzoate

Base Information

Chemical Name:(2R,3S,4R)-3-(acryloyloxy)-4-(tert-butyldimethylsilyloxy)-2-(tertbutyldiphenylsilyloxy)hex-5-enyl benzoate
CAS No.:1307864-63-6
Molecular Formula:C₃₈H₅₀O₆Si₂
Molecular Weight:658.982
Hs Code.:

Synonyms:(2R,3S,4R)-3-(acryloyloxy)-4-(tert-butyldimethylsilyloxy)-2-(tertbutyldiphenylsilyloxy)hex-5-enyl benzoate

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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,4R)-3-(acryloyloxy)-4-(tert-butyldimethylsilyloxy)-2-(tertbutyldiphenylsilyloxy)hex-5-enyl benzoate

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Technology Process of (2R,3S,4R)-3-(acryloyloxy)-4-(tert-butyldimethylsilyloxy)-2-(tertbutyldiphenylsilyloxy)hex-5-enyl benzoate

There total 5 articles about (2R,3S,4R)-3-(acryloyloxy)-4-(tert-butyldimethylsilyloxy)-2-(tertbutyldiphenylsilyloxy)hex-5-enyl benzoate 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: 81.0%

: 1307864-68-1
(2R,3S,4R)-4-(tert-Butyldimethylsilyloxy)-2-(tert-butyldiphenylsilyloxy)-3-hydroxyhex-5-enyl benzoate

: 814-68-6,25189-84-8
acryloyl chloride

: 1307864-63-6
(2R,3S,4R)-3-(acryloyloxy)-4-(tert-butyldimethylsilyloxy)-2-(tertbutyldiphenylsilyloxy)hex-5-enyl benzoate

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 - 20 ℃;
DOI:10.1016/j.tetlet.2011.01.124

Reference yield:

: 1307864-67-0
(2R,3S,4R)-2-(tert-butyldiphenylsilyloxy)-3,4-dihydroxyhex-5-enyl benzoate

: 1307864-63-6
(2R,3S,4R)-3-(acryloyloxy)-4-(tert-butyldimethylsilyloxy)-2-(tertbutyldiphenylsilyloxy)hex-5-enyl benzoate

Guidance literature:: Multi-step reaction with 2 steps

1: 2,6-dimethylpyridine / dichloromethane / -78 °C

2: N-ethyl-N,N-diisopropylamine / dichloromethane / 0 - 20 °C

With 2,6-dimethylpyridine; N-ethyl-N,N-diisopropylamine; In dichloromethane;
DOI:10.1016/j.tetlet.2011.01.124

Reference yield:

: 1307864-65-8
C₃₅H₄₄O₇Si

: 1307864-63-6
(2R,3S,4R)-3-(acryloyloxy)-4-(tert-butyldimethylsilyloxy)-2-(tertbutyldiphenylsilyloxy)hex-5-enyl benzoate

Guidance literature:: Multi-step reaction with 5 steps

1: copper(II) chloride dihydrate / acetonitrile / 0.75 h / 0 °C

2: 1H-imidazole; iodine; triphenylphosphine / toluene / 4 h / 110 °C

3: methanol; pyridinium p-toluenesulfonate / 20 °C

4: 2,6-dimethylpyridine / dichloromethane / -78 °C

5: N-ethyl-N,N-diisopropylamine / dichloromethane / 0 - 20 °C

With 1H-imidazole; 2,6-dimethylpyridine; methanol; copper(II) chloride dihydrate; iodine; pyridinium p-toluenesulfonate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In dichloromethane; toluene; acetonitrile;
DOI:10.1016/j.tetlet.2011.01.124