Benzoic acid (S)-2-methanesulfonyloxy-2-((S)-6-oxo-tetrahydro-pyran-2-yl)-ethyl ester

Base Information

Chemical Name:Benzoic acid (S)-2-methanesulfonyloxy-2-((S)-6-oxo-tetrahydro-pyran-2-yl)-ethyl ester
CAS No.:77350-18-6
Molecular Formula:C₁₅H₁₈O₇S
Molecular Weight:342.37
Hs Code.:

Synonyms:Benzoic acid (S)-2-methanesulfonyloxy-2-((S)-6-oxo-tetrahydro-pyran-2-yl)-ethyl ester

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Chemical Property of Benzoic acid (S)-2-methanesulfonyloxy-2-((S)-6-oxo-tetrahydro-pyran-2-yl)-ethyl ester

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Technology Process of Benzoic acid (S)-2-methanesulfonyloxy-2-((S)-6-oxo-tetrahydro-pyran-2-yl)-ethyl ester

There total 8 articles about Benzoic acid (S)-2-methanesulfonyloxy-2-((S)-6-oxo-tetrahydro-pyran-2-yl)-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:

: 77332-99-1
(+)-(4R-trans)-5-<(benzoyloxy)methyl>-2,2-dimethyl-1,3-dioxolane-4-carboxaldehyde

: 77350-18-6
Benzoic acid (S)-2-methanesulfonyloxy-2-((S)-6-oxo-tetrahydro-pyran-2-yl)-ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 46.9 percent / tetrahydrofuran / 1) -25 deg C, 30 min; 2) room temperature, 1.5 h

2: 98.2 percent / hydrogen / platinum oxide / ethyl acetate / 6 h / Ambient temperature

3: 60.3 percent / ozone, oxygen / ethyl acetate / 3 h / -70 °C

4: 61.3 percent / trifluoroacetic acid / H₂O / 2.5 h / 0 °C

5: triethylamine / CH₂Cl₂ / 0.75 h / -5 - 0 °C

With hydrogen; oxygen; ozone; triethylamine; trifluoroacetic acid; platinum(IV) oxide; In tetrahydrofuran; dichloromethane; water; ethyl acetate;
DOI:10.1021/ja00349a053

Reference yield:

: 77398-79-9
(-)-(S,S)-2,2-dimethyl-1,3-dioxolane-4,5-dimethanol monobenzoate

: 77350-18-6
Benzoic acid (S)-2-methanesulfonyloxy-2-((S)-6-oxo-tetrahydro-pyran-2-yl)-ethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) oxalyl chloride, dimethyl sulfoxide, 2.) triethylamine / 1) -55 deg C, 15 min, CH₂Cl₂; 2) -60 deg C, 5 min, CH₂Cl₂, room temperature (45 min)

2: 46.9 percent / tetrahydrofuran / 1) -25 deg C, 30 min; 2) room temperature, 1.5 h

3: 98.2 percent / hydrogen / platinum oxide / ethyl acetate / 6 h / Ambient temperature

4: 60.3 percent / ozone, oxygen / ethyl acetate / 3 h / -70 °C

5: 61.3 percent / trifluoroacetic acid / H₂O / 2.5 h / 0 °C

6: triethylamine / CH₂Cl₂ / 0.75 h / -5 - 0 °C

With oxalyl dichloride; hydrogen; oxygen; ozone; dimethyl sulfoxide; triethylamine; trifluoroacetic acid; platinum(IV) oxide; In tetrahydrofuran; dichloromethane; water; ethyl acetate;
DOI:10.1021/ja00349a053

Reference yield:

: 77332-94-6,77398-80-2
(-)-(4S-trans)(Z)-2,2-dimethyl-5-<3-(1,3-dioxan-2-yl)-1-propenyl>-1,3-dioxolane-4-methanol benzoate

: 77350-18-6
Benzoic acid (S)-2-methanesulfonyloxy-2-((S)-6-oxo-tetrahydro-pyran-2-yl)-ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 98.2 percent / hydrogen / platinum oxide / ethyl acetate / 6 h / Ambient temperature

2: 60.3 percent / ozone, oxygen / ethyl acetate / 3 h / -70 °C

3: 61.3 percent / trifluoroacetic acid / H₂O / 2.5 h / 0 °C

4: triethylamine / CH₂Cl₂ / 0.75 h / -5 - 0 °C

With hydrogen; oxygen; ozone; triethylamine; trifluoroacetic acid; platinum(IV) oxide; In dichloromethane; water; ethyl acetate;
DOI:10.1021/ja00349a053