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

Base Information

• Chemical Name: DL-(1α,2α,3β,5β,6α,7α)-6-<(4-Methylphenylsulfonyl)amino>-4,8-dioxatricyclo<5.1.0.0^3,5>octan-2-ol-methansulfonat
• CAS No.: 112297-39-9
• Molecular Formula: C₁₄H₁₇NO₇S₂
• Molecular Weight: 375.423

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

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

There total 3 articles about DL-(1α,2α,3β,5β,6α,7α)-6-<(4-Methylphenylsulfonyl)amino>-4,8-dioxatricyclo<5.1.0.0^3,5>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: 90.0%

methanesulfonyl chloride (124-63-0) + DL-(1α,2α,3β,5β,6α,7α)-6-<(4-Methylphenylsulfonyl)amino>-4,8-dioxatricyclo<5.1.0.03,5>octan-2-ol (112297-38-8) → DL-(1α,2α,3β,5β,6α,7α)-6-<(4-Methylphenylsulfonyl)amino>-4,8-dioxatricyclo<5.1.0.03,5>octan-2-ol-methansulfonat (112297-39-9)

Guidance literature:

With triethylamine; In dichloromethane; at 0 ℃; for 3h;

Reference yield:

DL-(1α,2α,3β,6β)-2-Brom-6-<(4-methylphenylsulfonyl)amino>-4-cyclohexen-1,3-diol (112346-61-9) → DL-(1α,2α,3β,5β,6α,7α)-6-<(4-Methylphenylsulfonyl)amino>-4,8-dioxatricyclo<5.1.0.03,5>octan-2-ol-methansulfonat (112297-39-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 80 percent / m-chloroperbenzoic acid, K₂HPO₄ / tetrahydrofuran; CH₂Cl₂ / 6 h / Heating

2: 83 percent / 5percent KOH / methanol / 1.) overnight, 0 deg C; 2.) 10 min, reflux

3: 90 percent / NEt₃ / CH₂Cl₂ / 3 h / 0 °C

With potassium hydroxide; dipotassium hydrogenphosphate; triethylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; methanol; dichloromethane;

Reference yield:

DL-(1α,2β,3α,4α,5β,6α)-3-Brom-5-<(4-methylphenylsulfonyl)amino>-7-oxabicyclo<4.1.0>heptan-2,4-diol (112297-34-4) → DL-(1α,2α,3β,5β,6α,7α)-6-<(4-Methylphenylsulfonyl)amino>-4,8-dioxatricyclo<5.1.0.03,5>octan-2-ol-methansulfonat (112297-39-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 83 percent / 5percent KOH / methanol / 1.) overnight, 0 deg C; 2.) 10 min, reflux

2: 90 percent / NEt₃ / CH₂Cl₂ / 3 h / 0 °C

With potassium hydroxide; triethylamine; In methanol; dichloromethane;

upstream raw materials:

methanesulfonyl chloride

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

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

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

Downstream raw materials:

DL-(1α,2α,4α,5β,7β,8α)-9-(4-Methylphenylsulfonyl)-3,6-dioxa-9-azatetracyclo<6.1.0.0^2,40^5.7>nonan

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