DL-(1α,2β,4β,5α,6β,7α)-8-(4-Methylphenylsulfonyl)-6-O-(methylsulfonyl)-3-oxa-8-azatricyclo<5.1.0.0^2,4>octan-5,6-diol-5-acetat

Base Information

• Chemical Name: DL-(1α,2β,4β,5α,6β,7α)-8-(4-Methylphenylsulfonyl)-6-O-(methylsulfonyl)-3-oxa-8-azatricyclo<5.1.0.0^2,4>octan-5,6-diol-5-acetat
• CAS No.: 112297-40-2
• Molecular Formula: C₁₆H₁₉NO₈S₂
• Molecular Weight: 417.461

Synonyms:DL-(1α,2β,4β,5α,6β,7α)-8-(4-Methylphenylsulfonyl)-6-O-(methylsulfonyl)-3-oxa-8-azatricyclo<5.1.0.0^2,4>octan-5,6-diol-5-acetat

Chemical Property of DL-(1α,2β,4β,5α,6β,7α)-8-(4-Methylphenylsulfonyl)-6-O-(methylsulfonyl)-3-oxa-8-azatricyclo<5.1.0.0^2,4>octan-5,6-diol-5-acetat

Chemical Property:

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Technology Process of DL-(1α,2β,4β,5α,6β,7α)-8-(4-Methylphenylsulfonyl)-6-O-(methylsulfonyl)-3-oxa-8-azatricyclo<5.1.0.0^2,4>octan-5,6-diol-5-acetat

There total 1 articles about DL-(1α,2β,4β,5α,6β,7α)-8-(4-Methylphenylsulfonyl)-6-O-(methylsulfonyl)-3-oxa-8-azatricyclo<5.1.0.0^2,4>octan-5,6-diol-5-acetat 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: 81.0%

DL-(1α,2β,3α,6α)-2-O-(Methylsulfonyl)-7-(4-methylphenylsulfonyl)-7-azabicyclo<4.1.0>hept-4-en-2,3-diol-3-acetat (87160-97-2) → DL-(1α,2β,4β,5α,6β,7α)-8-(4-Methylphenylsulfonyl)-6-O-(methylsulfonyl)-3-oxa-8-azatricyclo<5.1.0.02,4>octan-5,6-diol-5-acetat (112297-40-2)

Guidance literature:

With dipotassium hydrogenphosphate; dihydrogen peroxide; trifluoroacetic anhydride; In dichloromethane; at 0 ℃;

Reference yield: 81.0%

DL-(1α,2β,4β,5α,6β,7α)-8-(4-Methylphenylsulfonyl)-6-O-(methylsulfonyl)-3-oxa-8-azatricyclo<5.1.0.02,4>octan-5,6-diol-5-acetat (112297-40-2) → DL-(1α,2β,4β,5α,6β,7α)-8-(4-Methylphenylsulfonyl)-3-oxa-8-azatricyclo<5.1.0.02,4>octan-5,6-diol-6-methansulfonat (112297-41-3)

Guidance literature:

With potassium carbonate; In methanol; for 2h; Ambient temperature;

Reference yield:

DL-(1α,2β,4β,5α,6β,7α)-8-(4-Methylphenylsulfonyl)-6-O-(methylsulfonyl)-3-oxa-8-azatricyclo<5.1.0.02,4>octan-5,6-diol-5-acetat (112297-40-2) → (1α,2β,4β,5β,7β,8α)-9-(4-Methylphenylsulfonyl)-3,6-dioxa-9-azatetracyclo<6.1.0.02,405,7>nonan (112419-20-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 81 percent / K₂CO₃ / methanol / 2 h / Ambient temperature

2: 67 percent / 1M tert-BuOK / tetrahydrofuran; 2-methyl-propan-2-ol / Ambient temperature

With potassium tert-butylate; potassium carbonate; In tetrahydrofuran; methanol; tert-butyl alcohol;

upstream raw materials:

DL-(1α,2β,3α,6α)-2-O-(Methylsulfonyl)-7-(4-methylphenylsulfonyl)-7-azabicyclo<4.1.0>hept-4-en-2,3-diol-3-acetat

Downstream raw materials:

DL-(1α,2β,4β,5α,6β,7α)-8-(4-Methylphenylsulfonyl)-3-oxa-8-azatricyclo<5.1.0.0^2,4>octan-5,6-diol-6-methansulfonat

(1α,2β,4β,5β,7β,8α)-9-(4-Methylphenylsulfonyl)-3,6-dioxa-9-azatetracyclo<6.1.0.0^2,40^5,7>nonan

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