Benzoic acid (1R,2R)-2-[(2R,3R)-6-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-phenoxy)-3,6-dihydro-2H-pyran-2-yl]-2-methanesulfonyloxy-1-methyl-ethyl ester

Base Information

Chemical Name:Benzoic acid (1R,2R)-2-[(2R,3R)-6-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-phenoxy)-3,6-dihydro-2H-pyran-2-yl]-2-methanesulfonyloxy-1-methyl-ethyl ester
CAS No.:144357-01-7
Molecular Formula:C₂₉H₄₀O₉SSi
Molecular Weight:592.783
Hs Code.:

Benzoic acid (1R,2R)-2-[(2R,3R)-6-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-phenoxy)-3,6-dihydro-2H-pyran-2-yl]-2-methanesulfonyloxy-1-methyl-ethyl ester

Synonyms:Benzoic acid (1R,2R)-2-[(2R,3R)-6-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-phenoxy)-3,6-dihydro-2H-pyran-2-yl]-2-methanesulfonyloxy-1-methyl-ethyl ester

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Chemical Property of Benzoic acid (1R,2R)-2-[(2R,3R)-6-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-phenoxy)-3,6-dihydro-2H-pyran-2-yl]-2-methanesulfonyloxy-1-methyl-ethyl ester

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Technology Process of Benzoic acid (1R,2R)-2-[(2R,3R)-6-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-phenoxy)-3,6-dihydro-2H-pyran-2-yl]-2-methanesulfonyloxy-1-methyl-ethyl ester

There total 13 articles about Benzoic acid (1R,2R)-2-[(2R,3R)-6-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-phenoxy)-3,6-dihydro-2H-pyran-2-yl]-2-methanesulfonyloxy-1-methyl-ethyl 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: 90.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: Benzoic acid (1R,2R)-2-[(2R,3R)-6-hydroxy-3-(4-methoxy-phenoxy)-3,6-dihydro-2H-pyran-2-yl]-2-methanesulfonyloxy-1-methyl-ethyl ester

: 144357-01-7
Benzoic acid (1R,2R)-2-[(2R,3R)-6-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-phenoxy)-3,6-dihydro-2H-pyran-2-yl]-2-methanesulfonyloxy-1-methyl-ethyl ester

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; for 0.5h; Ambient temperature;
DOI:10.1246/cl.1992.1209

Reference yield:

: 1122-95-8
sodium 4-methoxyphenolate

: 144357-01-7
Benzoic acid (1R,2R)-2-[(2R,3R)-6-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-phenoxy)-3,6-dihydro-2H-pyran-2-yl]-2-methanesulfonyloxy-1-methyl-ethyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 85 percent / tetrahydrofuran / 60 h / Ambient temperature

2: 92 percent / MCPBA / CH₂Cl₂ / 0.33 h / 0 °C

3: 97 percent / AcONa / 7 h / Heating

4: 71 percent / tetrahydrofuran / 4 h / -90 °C

5: 98 percent / pyridine / 1 h / 0 °C

6: 89 percent / amberlyst 15 / 84 h / Ambient temperature

7: 98 percent / Et₃N / CH₂Cl₂ / 1.5 h / 0 °C

8: 88 percent / AcOH-H₂O / 13 h / 60 °C

9: 90 percent / imidazole / dimethylformamide / 0.5 h / Ambient temperature

With pyridine; 1H-imidazole; Amberlyst 15; sodium acetate; acetic acid; triethylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1246/cl.1992.1209

Reference yield:

: 98-88-4
benzoyl chloride

: 144357-01-7
Benzoic acid (1R,2R)-2-[(2R,3R)-6-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-phenoxy)-3,6-dihydro-2H-pyran-2-yl]-2-methanesulfonyloxy-1-methyl-ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 98 percent / pyridine / 1 h / 0 °C

2: 89 percent / amberlyst 15 / 84 h / Ambient temperature

3: 98 percent / Et₃N / CH₂Cl₂ / 1.5 h / 0 °C

4: 88 percent / AcOH-H₂O / 13 h / 60 °C

5: 90 percent / imidazole / dimethylformamide / 0.5 h / Ambient temperature

With pyridine; 1H-imidazole; Amberlyst 15; acetic acid; triethylamine; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1246/cl.1992.1209