(S,S)-6-benzenesulfonyl-2,2-dimethyl-1a,7b-dihydro-2H-1,3-dioxa-cyclopropa[a]naphthalene

Base Information

• Chemical Name: (S,S)-6-benzenesulfonyl-2,2-dimethyl-1a,7b-dihydro-2H-1,3-dioxa-cyclopropa[a]naphthalene
• CAS No.: 927412-76-8
• Molecular Formula: C₁₇H₁₆O₄S
• Molecular Weight: 316.378

Synonyms:(S,S)-6-benzenesulfonyl-2,2-dimethyl-1a,7b-dihydro-2H-1,3-dioxa-cyclopropa[a]naphthalene

Chemical Property of (S,S)-6-benzenesulfonyl-2,2-dimethyl-1a,7b-dihydro-2H-1,3-dioxa-cyclopropa[a]naphthalene

Chemical Property:

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Technology Process of (S,S)-6-benzenesulfonyl-2,2-dimethyl-1a,7b-dihydro-2H-1,3-dioxa-cyclopropa[a]naphthalene

There total 2 articles about (S,S)-6-benzenesulfonyl-2,2-dimethyl-1a,7b-dihydro-2H-1,3-dioxa-cyclopropa[a]naphthalene 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:

2,2-Dimethyl-6-phenylsulfanyl-2H-chromene (185316-61-4) → (S,S)-6-benzenesulfonyl-2,2-dimethyl-1a,7b-dihydro-2H-1,3-dioxa-cyclopropa[a]naphthalene (927412-76-8)

Guidance literature:

With sodium hydroxide; sodium dihydrogenphosphate; Jacobson catalyst; In dichloromethane; at 0 ℃; for 4h; pH=11 - 12;

Reference yield:

2,2-dimethyl-6-phenyl-sulfonyl-2H-chromene (126856-29-9) → (S,S)-6-benzenesulfonyl-2,2-dimethyl-1a,7b-dihydro-2H-1,3-dioxa-cyclopropa[a]naphthalene (927412-76-8)

Guidance literature:

With sodium hypochlorite; 4-Phenylpyridine 1-oxide; Jacobsen's catalyst; In water; at 0 ℃; for 18h; pH=11.3;

DOI:10.1021/jm990196h

Reference yield: 41.0%

5-chloro-3-hydroxy-1,2-benzoisoxazole (24603-63-2) + (S,S)-6-benzenesulfonyl-2,2-dimethyl-1a,7b-dihydro-2H-1,3-dioxa-cyclopropa[a]naphthalene (927412-76-8) → 2-((3S,4R)-6-benzenesulfonyl-3-hydroxy-2,2-dimethylchroman-4-yl)-5-chlorobenzo[d]isoxazol-3-one

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 70 ℃; for 4h;

DOI:10.1016/j.bmc.2008.11.055

upstream raw materials:

2,2-dimethyl-6-phenyl-sulfonyl-2H-chromene

2,2-Dimethyl-6-phenylsulfanyl-2H-chromene

Downstream raw materials:

(3S,4R)-4-Amino-6-benzenesulfonyl-2,2-dimethyl-chroman-3-ol

(3S,4R)-6-benzenesulfonyl-4-(5-chlorobenzo[d]isoxazol-3-ylamino)-2,2-dimethylchroman-3-ol

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