(2S,3S)-1-(tert-Butyl-diphenyl-silanyloxy)-3-methyl-5-trityloxy-pentan-2-ol

Base Information

Chemical Name:(2S,3S)-1-(tert-Butyl-diphenyl-silanyloxy)-3-methyl-5-trityloxy-pentan-2-ol
CAS No.:103233-15-4
Molecular Formula:C₄₁H₄₆O₃Si
Molecular Weight:614.9
Hs Code.:

Synonyms:(2S,3S)-1-(tert-Butyl-diphenyl-silanyloxy)-3-methyl-5-trityloxy-pentan-2-ol

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Chemical Property of (2S,3S)-1-(tert-Butyl-diphenyl-silanyloxy)-3-methyl-5-trityloxy-pentan-2-ol

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Technology Process of (2S,3S)-1-(tert-Butyl-diphenyl-silanyloxy)-3-methyl-5-trityloxy-pentan-2-ol

There total 15 articles about (2S,3S)-1-(tert-Butyl-diphenyl-silanyloxy)-3-methyl-5-trityloxy-pentan-2-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: 92.0%

: 76-83-5
trityl chloride

: 112031-78-4
(3S,4S)-5-(tert-Butyl-diphenyl-silanyloxy)-3-methyl-pentane-1,4-diol

: 103233-15-4
(2S,3S)-1-(tert-Butyl-diphenyl-silanyloxy)-3-methyl-5-trityloxy-pentan-2-ol

Guidance literature:: With pyridine; dmap;
DOI:10.1016/S0040-4039(00)95311-5

Reference yield:

: 32780-06-6
(5S)-5-(hydroxymethyl)-2-oxo-tetrahydrofuran

: 103233-15-4
(2S,3S)-1-(tert-Butyl-diphenyl-silanyloxy)-3-methyl-5-trityloxy-pentan-2-ol

Guidance literature:: Multi-step reaction with 6 steps

1: 71.5 percent / triethylamine, 4,4-dimethylaminopyridine / CH₂Cl₂ / 3.5 h / Ambient temperature

2: 1.) lithium hexamethyldisilazide / 1.) THF, hexane, -78 deg C, 25 min; 2.) THF, hexane

3: 30percent H₂O₂ / 0 °C

4: 1.) CuBr*Me₂S / 1.) ether, hexane, 0 deg C, 6 min; 2.) -23 deg C, 20 min.

5: 96 percent / borane-dimethylsulphide complex / tetrahydrofuran / 15 h / Ambient temperature

6: pyridine / 4-dimethylaminopyridine / CH₂Cl₂ / 15 h / Ambient temperature

With pyridine; dmap; copper(I) bromide dimethylsulfide complex; dimethylsulfide borane complex; dihydrogen peroxide; triethylamine; lithium hexamethyldisilazane; dmap; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0040-4020(01)87683-3

Reference yield:

: 103233-14-3
(4S,5S)-5-({[tert-butyl(diphenyl)silyl]oxy}methyl)-4-methyldihydrofuran-2(3H)-one

: 103233-15-4
(2S,3S)-1-(tert-Butyl-diphenyl-silanyloxy)-3-methyl-5-trityloxy-pentan-2-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 96 percent / borane-dimethylsulphide complex / tetrahydrofuran / 15 h / Ambient temperature

2: pyridine / 4-dimethylaminopyridine / CH₂Cl₂ / 15 h / Ambient temperature

With pyridine; dimethylsulfide borane complex; dmap; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0040-4020(01)87683-3