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

Base Information

• Chemical Name: Benzoic acid (R)-2-methanesulfonyloxy-2-((S)-6-oxo-tetrahydro-pyran-2-yl)-ethyl ester
• CAS No.: 77332-98-0
• Molecular Formula: C₁₅H₁₈O₇S
• Molecular Weight: 342.37
• Mol file: 77332-98-0.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 5 articles about Benzoic acid (R)-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:

[(4R,5S)-5-((Z)-3-[1,3]Dioxan-2-yl-propenyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-methanol (85612-85-7) → Benzoic acid (R)-2-methanesulfonyloxy-2-((S)-6-oxo-tetrahydro-pyran-2-yl)-ethyl ester (77332-98-0)

Guidance literature:

Multi-step reaction with 5 steps

1: 40.8 g / pyridine / 3 h / 5 °C

2: 100 percent / hydrogen / platinum oxide / ethyl acetate / 6 h / Ambient temperature

3: 69.4 percent / ozone, oxygen / ethyl acetate / 5 h / -70 °C

4: 71.9 percent / trifluoroacetic acid / H₂O / 3.5 h / 0 °C

5: 5.9 g / triethylamine / CH₂Cl₂ / 0.75 h / -5 - 0 °C

With pyridine; hydrogen; oxygen; ozone; triethylamine; trifluoroacetic acid; platinum(IV) oxide; In dichloromethane; water; ethyl acetate;

DOI:10.1021/ja00349a053

Reference yield:

(+)-(4R-cis)(Z)-2,2-dimethyl-5-<3-(1,3-dioxan-2-yl)-1-propenyl>-1,3-dioxolane-4-methanol benzoate (77332-94-6,77398-80-2) → Benzoic acid (R)-2-methanesulfonyloxy-2-((S)-6-oxo-tetrahydro-pyran-2-yl)-ethyl ester (77332-98-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 100 percent / hydrogen / platinum oxide / ethyl acetate / 6 h / Ambient temperature

2: 69.4 percent / ozone, oxygen / ethyl acetate / 5 h / -70 °C

3: 71.9 percent / trifluoroacetic acid / H₂O / 3.5 h / 0 °C

4: 5.9 g / 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

Reference yield:

(+)--6-<2-<(benzoyloxy)-1-hydroxy>ethyl>tetrahydro-2H-pyran-2-one (77332-97-9) + methanesulfonyl chloride (124-63-0) → Benzoic acid (R)-2-methanesulfonyloxy-2-((S)-6-oxo-tetrahydro-pyran-2-yl)-ethyl ester (77332-98-0)

Guidance literature:

Yield given;

DOI:10.1016/S0040-4039(00)93678-5

upstream raw materials:

(+)--6-<2-<(benzoyloxy)-1-hydroxy>ethyl>tetrahydro-2H-pyran-2-one

methanesulfonyl chloride

[(4R,5S)-5-((Z)-3-[1,3]Dioxan-2-yl-propenyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-methanol

(+)-(4S-cis)-2,2-dimethyl-5-<(benzoyloxy)methyl>-1,3-dioxolane-4-butanoic acid 3-hydroxypropyl ester

Downstream raw materials:

(-)-(S,S-trans)-3-(hydroxymethyl)oxiranebutanoic acid methyl ester

(5S,6S)-epoxy-10-formyl-(7E,9E)-decadienoic acid methyl ester

Leukotriene A₄ methyl ester

benzoic acid methyl ester