Methanesulfonic acid (1S,2S)-1-(tert-butyl-diphenyl-silanyloxymethyl)-2-methyl-4-trityloxy-butyl ester

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Chemical Name:Methanesulfonic acid (1S,2S)-1-(tert-butyl-diphenyl-silanyloxymethyl)-2-methyl-4-trityloxy-butyl ester
CAS No.:120438-32-6
Molecular Formula:C₄₂H₄₈O₅SSi
Molecular Weight:692.992
Hs Code.:

Synonyms:Methanesulfonic acid (1S,2S)-1-(tert-butyl-diphenyl-silanyloxymethyl)-2-methyl-4-trityloxy-butyl ester

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Chemical Property of Methanesulfonic acid (1S,2S)-1-(tert-butyl-diphenyl-silanyloxymethyl)-2-methyl-4-trityloxy-butyl ester

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Technology Process of Methanesulfonic acid (1S,2S)-1-(tert-butyl-diphenyl-silanyloxymethyl)-2-methyl-4-trityloxy-butyl ester

There total 14 articles about Methanesulfonic acid (1S,2S)-1-(tert-butyl-diphenyl-silanyloxymethyl)-2-methyl-4-trityloxy-butyl ester 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%

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

: 124-63-0
methanesulfonyl chloride

: 120438-32-6
Methanesulfonic acid (1S,2S)-1-(tert-butyl-diphenyl-silanyloxymethyl)-2-methyl-4-trityloxy-butyl ester

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

Reference yield:

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

: 120438-32-6
Methanesulfonic acid (1S,2S)-1-(tert-butyl-diphenyl-silanyloxymethyl)-2-methyl-4-trityloxy-butyl ester

Guidance literature:: Multi-step reaction with 7 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

7: DMAP, pyridine / CH₂Cl₂ / 4 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

: 120438-32-6
Methanesulfonic acid (1S,2S)-1-(tert-butyl-diphenyl-silanyloxymethyl)-2-methyl-4-trityloxy-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

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

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

3: DMAP, pyridine / CH₂Cl₂ / 4 h / Ambient temperature

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