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

Base Information

• Chemical Name: DL-(1α,2α,4α,5β,6α,7α)-5-<(4-Methylphenylsulfonyl)amino>-8-(4-methylphenylsulfonyl)-3-oxa-8-azatricyclo<5.1.0.0^2,4>octan-2-ol-methansulfonat
• CAS No.: 112297-47-9
• Molecular Formula: C₂₁H₂₄N₂O₈S₃
• Molecular Weight: 528.628

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

Chemical Property of DL-(1α,2α,4α,5β,6α,7α)-5-<(4-Methylphenylsulfonyl)amino>-8-(4-methylphenylsulfonyl)-3-oxa-8-azatricyclo<5.1.0.0^2,4>octan-2-ol-methansulfonat

Chemical Property:

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Technology Process of DL-(1α,2α,4α,5β,6α,7α)-5-<(4-Methylphenylsulfonyl)amino>-8-(4-methylphenylsulfonyl)-3-oxa-8-azatricyclo<5.1.0.0^2,4>octan-2-ol-methansulfonat

There total 5 articles about DL-(1α,2α,4α,5β,6α,7α)-5-<(4-Methylphenylsulfonyl)amino>-8-(4-methylphenylsulfonyl)-3-oxa-8-azatricyclo<5.1.0.0^2,4>octan-2-ol-methansulfonat 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%

(1α,2β,3α,4α,5β,6α)-2,5-Bis<(4-methylphenylsulfonyl)amino>-7-oxabicyclo<4.1.0>heptan-3,4-diol-bis(methansulfonat) (112297-46-8) → DL-(1α,2α,4α,5β,6α,7α)-5-<(4-Methylphenylsulfonyl)amino>-8-(4-methylphenylsulfonyl)-3-oxa-8-azatricyclo<5.1.0.02,4>octan-2-ol-methansulfonat (112297-47-9)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; at 25 ℃; for 1h;

Reference yield:

cis-Benzoldioxid (39078-08-5,174690-27-8) → DL-(1α,2α,4α,5β,6α,7α)-5-<(4-Methylphenylsulfonyl)amino>-8-(4-methylphenylsulfonyl)-3-oxa-8-azatricyclo<5.1.0.02,4>octan-2-ol-methansulfonat (112297-47-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 62 percent / ZnSO₄ / methanol / 18 h / Ambient temperature

2: 85 percent / pyridine / 3 h / Ambient temperature

3: 88 percent / trifluoroacetic anhydride, 85percent H₂O₂, K₂HPO₄, KH₂PO₄ / CH₂Cl₂ / 2 h / 0 °C

4: 83 percent / DBU / acetonitrile / 1 h / 25 °C

With dipotassium hydrogenphosphate; potassium dihydrogenphosphate; dihydrogen peroxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; zinc(II) sulfate; trifluoroacetic anhydride; In pyridine; methanol; dichloromethane; acetonitrile;

Reference yield:

chloroamine-T (127-65-1) → DL-(1α,2α,4α,5β,6α,7α)-5-<(4-Methylphenylsulfonyl)amino>-8-(4-methylphenylsulfonyl)-3-oxa-8-azatricyclo<5.1.0.02,4>octan-2-ol-methansulfonat (112297-47-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 62 percent / ZnSO₄ / methanol / 18 h / Ambient temperature

2: 85 percent / pyridine / 3 h / Ambient temperature

3: 88 percent / trifluoroacetic anhydride, 85percent H₂O₂, K₂HPO₄, KH₂PO₄ / CH₂Cl₂ / 2 h / 0 °C

4: 83 percent / DBU / acetonitrile / 1 h / 25 °C

With dipotassium hydrogenphosphate; potassium dihydrogenphosphate; dihydrogen peroxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; zinc(II) sulfate; trifluoroacetic anhydride; In pyridine; methanol; dichloromethane; acetonitrile;

upstream raw materials:

(1α,2β,3α,4α,5β,6α)-2,5-Bis<(4-methylphenylsulfonyl)amino>-7-oxabicyclo<4.1.0>heptan-3,4-diol-bis(methansulfonat)

cis-Benzoldioxid

chloroamine-T

(1α,2α,3β,6β)-3,6-Bis<(4-methylphenylsulfonyl)amino>-4-cyclohexen-1,2-diol

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