(3aR,6aS,(S)S)-6a-[(4-methylphenyl)sulfinyl]-3,3a,4,6a-tetrahydro-6H-furo[3,4-c]pyrazol-6-one

Base Information

• Chemical Name: (3aR,6aS,(S)S)-6a-[(4-methylphenyl)sulfinyl]-3,3a,4,6a-tetrahydro-6H-furo[3,4-c]pyrazol-6-one
• CAS No.: 865205-70-5
• Molecular Formula: C₁₂H₁₂N₂O₃S
• Molecular Weight: 264.305

Synonyms:(3aR,6aS,(S)S)-6a-[(4-methylphenyl)sulfinyl]-3,3a,4,6a-tetrahydro-6H-furo[3,4-c]pyrazol-6-one

Chemical Property of (3aR,6aS,(S)S)-6a-[(4-methylphenyl)sulfinyl]-3,3a,4,6a-tetrahydro-6H-furo[3,4-c]pyrazol-6-one

Chemical Property:

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Technology Process of (3aR,6aS,(S)S)-6a-[(4-methylphenyl)sulfinyl]-3,3a,4,6a-tetrahydro-6H-furo[3,4-c]pyrazol-6-one

There total 1 articles about (3aR,6aS,(S)S)-6a-[(4-methylphenyl)sulfinyl]-3,3a,4,6a-tetrahydro-6H-furo[3,4-c]pyrazol-6-one 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: 83.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + (SS)-3-[(4-methylphenyl)sulfinyl]furan-2(5H)-one (92210-76-9) → (3aR,6aS,(S)S)-6a-[(4-methylphenyl)sulfinyl]-3,3a,4,6a-tetrahydro-6H-furo[3,4-c]pyrazol-6-one (865205-70-5) + (3aS,6aR,(S)S)-6a-[(4-methylphenyl)sulfinyl]-3,3a,4,6a-tetrahydro-6H-furo[3,4-c]pyrazol-6-one (865205-69-2)

Guidance literature:

With ytterbium(III) triflate; In tetrahydrofuran; diethyl ether; at -78 ℃; for 0.5h;

DOI:10.1021/jo051574v

Reference yield: 99.0%

(3aR,6aS,(S)S)-6a-[(4-methylphenyl)sulfinyl]-3,3a,4,6a-tetrahydro-6H-furo[3,4-c]pyrazol-6-one (865205-70-5) → (SS)-4-methyl-3-[(4-methylphenyl)sulfinyl]furan-2(5H)-one (107613-10-5)

Guidance literature:

In toluene; at 110 ℃; for 1h;

DOI:10.1021/ol061168d

Reference yield: 91.0%

(3aR,6aS,(S)S)-6a-[(4-methylphenyl)sulfinyl]-3,3a,4,6a-tetrahydro-6H-furo[3,4-c]pyrazol-6-one (865205-70-5) → (1S,5R,SS)-1-[(4-methylphenyl)sulfinyl]-3-oxabicyclo[3.1.0]hexan-2-one

Guidance literature:

ytterbium(III) triflate; In tetrahydrofuran; at 25 ℃; for 3h;

DOI:10.1021/ol061168d

upstream raw materials:

diazomethane

(S_S)-3-[(4-methylphenyl)sulfinyl]furan-2(5H)-one

Downstream raw materials:

(S_S)-4-methyl-3-[(4-methylphenyl)sulfinyl]furan-2(5H)-one

(3aS,6aR,(S)S)-3a-methyl-6a-[(4-methylphenyl)sulfinyl]-3,3a,4,6a-tetrahydro-6H-furo[3,4-c]pyrazol-6-one

(3aR,6aS,(S)S)-3a-methyl-6a-[(4-methylphenyl)sulfinyl]-3,3a,4,6a-tetrahydro-6H-furo[3,4-c]pyrazol-6-one

(3S,3aS,6aR,S_S)-3,3a-dimethyl-6a-[(4-methylphenyl)sulfinyl]-3,3a,4,6a-tetrahydro-6H-furo[3,4-c]pyrazol-6-one

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