((2R,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yl)-methanesulfonic acid 4-[(2S,3S)-3-[(S)-3-(tert-butyl-dimethyl-silanyloxy)-3-(4-fluoro-phenyl)-propyl]-1-(4-fluoro-phenyl)-azetidin-2-yl]-phenyl ester

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Chemical Name:((2R,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yl)-methanesulfonic acid 4-[(2S,3S)-3-[(S)-3-(tert-butyl-dimethyl-silanyloxy)-3-(4-fluoro-phenyl)-propyl]-1-(4-fluoro-phenyl)-azetidin-2-yl]-phenyl ester
CAS No.:849799-37-7
Molecular Formula:C₃₇H₄₉F₂NO₉SSi
Molecular Weight:749.946
Hs Code.:

((2R,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yl)-methanesulfonic acid 4-[(2S,3S)-3-[(S)-3-(tert-butyl-dimethyl-silanyloxy)-3-(4-fluoro-phenyl)-propyl]-1-(4-fluoro-phenyl)-azetidin-2-yl]-phenyl ester

Synonyms:((2R,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yl)-methanesulfonic acid 4-[(2S,3S)-3-[(S)-3-(tert-butyl-dimethyl-silanyloxy)-3-(4-fluoro-phenyl)-propyl]-1-(4-fluoro-phenyl)-azetidin-2-yl]-phenyl ester

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Chemical Property of ((2R,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yl)-methanesulfonic acid 4-[(2S,3S)-3-[(S)-3-(tert-butyl-dimethyl-silanyloxy)-3-(4-fluoro-phenyl)-propyl]-1-(4-fluoro-phenyl)-azetidin-2-yl]-phenyl ester

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Technology Process of ((2R,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yl)-methanesulfonic acid 4-[(2S,3S)-3-[(S)-3-(tert-butyl-dimethyl-silanyloxy)-3-(4-fluoro-phenyl)-propyl]-1-(4-fluoro-phenyl)-azetidin-2-yl]-phenyl ester

There total 8 articles about ((2R,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yl)-methanesulfonic acid 4-[(2S,3S)-3-[(S)-3-(tert-butyl-dimethyl-silanyloxy)-3-(4-fluoro-phenyl)-propyl]-1-(4-fluoro-phenyl)-azetidin-2-yl]-phenyl 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: 94.0%

: 849799-35-5
((2R,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yl)-methanesulfonic acid 4-[(2S,3R)-3-[(S)-3-(tert-butyl-dimethyl-silanyloxy)-3-(4-fluoro-phenyl)-propyl]-1-(4-fluoro-phenyl)-4-oxo-azetidin-2-yl]-phenyl ester

: 849799-37-7
((2R,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yl)-methanesulfonic acid 4-[(2S,3S)-3-[(S)-3-(tert-butyl-dimethyl-silanyloxy)-3-(4-fluoro-phenyl)-propyl]-1-(4-fluoro-phenyl)-azetidin-2-yl]-phenyl ester

Guidance literature:: With lithium aluminium tetrahydride; aluminium trichloride; In diethyl ether; at 0 ℃; for 0.166667h;
DOI:10.1021/ol0502127 DOI:10.1021/jm050422p

Reference yield:

: 795306-53-5
Acetic acid 4-{(2S,3R)-1-(4-fluoro-phenyl)-3-[(S)-3-(4-fluoro-phenyl)-3-hydroxy-propyl]-4-oxo-azetidin-2-yl}-phenyl ester

: 849799-37-7
((2R,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yl)-methanesulfonic acid 4-[(2S,3S)-3-[(S)-3-(tert-butyl-dimethyl-silanyloxy)-3-(4-fluoro-phenyl)-propyl]-1-(4-fluoro-phenyl)-azetidin-2-yl]-phenyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 91 percent / imidazole / dimethylformamide / 3 h

2: 83 percent / Al₂O₃ / 5.5 h / 70 °C

3: 92 percent / pyridine / CH₂Cl₂ / 13 h

4: 90 percent / H₂ / Pd(OH)2/C / ethanol; ethyl acetate / 3.5 h

5: 94 percent / LiAlH₄; AlCl₃ / diethyl ether / 0.17 h / 0 °C

With pyridine; 1H-imidazole; aluminum oxide; lithium aluminium tetrahydride; aluminium trichloride; hydrogen; palladium dihydroxide; In diethyl ether; ethanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jm050422p

Reference yield:

: Sodium; ((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-methanesulfonate

: 849799-37-7
((2R,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yl)-methanesulfonic acid 4-[(2S,3S)-3-[(S)-3-(tert-butyl-dimethyl-silanyloxy)-3-(4-fluoro-phenyl)-propyl]-1-(4-fluoro-phenyl)-azetidin-2-yl]-phenyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 100 percent / Ph₃P; thionyl chloride / acetonitrile; CH₂Cl₂ / 2.5 h / 20 °C

2: 92 percent / pyridine / CH₂Cl₂ / 13 h

3: 90 percent / H₂ / Pd(OH)2/C / ethanol; ethyl acetate / 3.5 h

4: 94 percent / LiAlH₄; AlCl₃ / diethyl ether / 0.17 h / 0 °C

With pyridine; lithium aluminium tetrahydride; aluminium trichloride; thionyl chloride; hydrogen; triphenylphosphine; palladium dihydroxide; In diethyl ether; ethanol; dichloromethane; ethyl acetate; acetonitrile;
DOI:10.1021/jm050422p