[(2R,6S)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-6-trifluoromethanesulfonyloxymethyl-tetrahydro-pyran-(4E)-ylidene]-acetic acid methyl ester

Base Information

Chemical Name:[(2R,6S)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-6-trifluoromethanesulfonyloxymethyl-tetrahydro-pyran-(4E)-ylidene]-acetic acid methyl ester
CAS No.:247146-17-4
Molecular Formula:C₃₂H₃₃F₃O₉S
Molecular Weight:650.67
Hs Code.:

[(2R,6S)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-6-trifluoromethanesulfonyloxymethyl-tetrahydro-pyran-(4E)-ylidene]-acetic acid methyl ester

Synonyms:[(2R,6S)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-6-trifluoromethanesulfonyloxymethyl-tetrahydro-pyran-(4E)-ylidene]-acetic acid methyl ester

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Chemical Property of [(2R,6S)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-6-trifluoromethanesulfonyloxymethyl-tetrahydro-pyran-(4E)-ylidene]-acetic acid methyl ester

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Technology Process of [(2R,6S)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-6-trifluoromethanesulfonyloxymethyl-tetrahydro-pyran-(4E)-ylidene]-acetic acid methyl ester

There total 14 articles about [(2R,6S)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-6-trifluoromethanesulfonyloxymethyl-tetrahydro-pyran-(4E)-ylidene]-acetic acid methyl 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: 85.0%

: 358-23-6
trifluoromethylsulfonic anhydride

: 247146-51-6
[(2R,6S)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-6-hydroxymethyl-tetrahydro-pyran-(4Z)-ylidene]-acetic acid methyl ester

: 247146-17-4
[(2R,6S)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-6-trifluoromethanesulfonyloxymethyl-tetrahydro-pyran-(4E)-ylidene]-acetic acid methyl ester

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at -10 ℃;
DOI:10.1021/ja990860j

Reference yield:

: (S)-4-Hydroxy-6-triisopropylsilanyloxymethyl-tetrahydro-pyran-2-one

: 247146-17-4
[(2R,6S)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-6-trifluoromethanesulfonyloxymethyl-tetrahydro-pyran-(4E)-ylidene]-acetic acid methyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: imidazole / CH₂Cl₂ / 0 °C

2: tetrahydrofuran / -78 - -50 °C

3: 89 percent / BF₃*Et₂O; Et₃SiH / CH₂Cl₂ / -20 °C

4: 86 percent / (COCl)2; DMSO; Et₃N / -78 °C

5: 89 percent / H₂; AcOH / 10 percent Pd/C / ethyl acetate

6: NaH / toluene / 1.5 h / 23 °C

7: i-Pr₂NEt; DMAP / CH₂Cl₂

8: TBAF / tetrahydrofuran / 0 °C

9: 85 percent / 2,6-lutidine / CH₂Cl₂ / -10 °C

With 1H-imidazole; 2,6-dimethylpyridine; triethylsilane; dmap; oxalyl dichloride; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; hydrogen; sodium hydride; acetic acid; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; ethyl acetate; toluene; 1: silylation / 2: Addition / 3: Reduction / 4: Oxidation / 5: debenzylation / 6: Condensation / 7: Condensation / 8: desilylation / 9: Esterification;
DOI:10.1021/ja990860j

Reference yield:

: (S)-3,5-Dihydroxy-6-triisopropylsilanyloxy-hexanoic acid methyl ester

: 247146-17-4
[(2R,6S)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-6-trifluoromethanesulfonyloxymethyl-tetrahydro-pyran-(4E)-ylidene]-acetic acid methyl ester

Guidance literature:: Multi-step reaction with 10 steps

1: PPTS / benzene / 80 °C

2: imidazole / CH₂Cl₂ / 0 °C

3: tetrahydrofuran / -78 - -50 °C

4: 89 percent / BF₃*Et₂O; Et₃SiH / CH₂Cl₂ / -20 °C

5: 86 percent / (COCl)2; DMSO; Et₃N / -78 °C

6: 89 percent / H₂; AcOH / 10 percent Pd/C / ethyl acetate

7: NaH / toluene / 1.5 h / 23 °C

8: i-Pr₂NEt; DMAP / CH₂Cl₂

9: TBAF / tetrahydrofuran / 0 °C

10: 85 percent / 2,6-lutidine / CH₂Cl₂ / -10 °C

With 1H-imidazole; 2,6-dimethylpyridine; triethylsilane; dmap; oxalyl dichloride; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; hydrogen; pyridinium p-toluenesulfonate; sodium hydride; acetic acid; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; ethyl acetate; toluene; benzene; 1: lactonization / 2: silylation / 3: Addition / 4: Reduction / 5: Oxidation / 6: debenzylation / 7: Condensation / 8: Condensation / 9: desilylation / 10: Esterification;
DOI:10.1021/ja990860j