DL-(1α,2α,4α,5β,6α,7α)-6-Brom-3-(phenylsulfonyl)-8-oxa-3-azatricyclo<5.1.0.0^2,4>octan-5-ol-acetat

Base Information

• Chemical Name: DL-(1α,2α,4α,5β,6α,7α)-6-Brom-3-(phenylsulfonyl)-8-oxa-3-azatricyclo<5.1.0.0^2,4>octan-5-ol-acetat
• CAS No.: 112297-25-3
• Molecular Formula: C₁₄H₁₄BrNO₅S
• Molecular Weight: 388.239

Synonyms:DL-(1α,2α,4α,5β,6α,7α)-6-Brom-3-(phenylsulfonyl)-8-oxa-3-azatricyclo<5.1.0.0^2,4>octan-5-ol-acetat

Chemical Property of DL-(1α,2α,4α,5β,6α,7α)-6-Brom-3-(phenylsulfonyl)-8-oxa-3-azatricyclo<5.1.0.0^2,4>octan-5-ol-acetat

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of DL-(1α,2α,4α,5β,6α,7α)-6-Brom-3-(phenylsulfonyl)-8-oxa-3-azatricyclo<5.1.0.0^2,4>octan-5-ol-acetat

There total 3 articles about DL-(1α,2α,4α,5β,6α,7α)-6-Brom-3-(phenylsulfonyl)-8-oxa-3-azatricyclo<5.1.0.0^2,4>octan-5-ol-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: 90.0%

acetic anhydride (108-24-7) + DL-(1α,2α,4α,5β,6α,7α)-6-Brom-3-(phenylsulfonyl)-8-oxa-3-azatricyclo<5.1.0.02,4>octan-5-ol (112346-57-3) → DL-(1α,2α,4α,5β,6α,7α)-6-Brom-3-(phenylsulfonyl)-8-oxa-3-azatricyclo<5.1.0.02,4>octan-5-ol-acetat (112297-25-3)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 20 ℃; for 1h;

Reference yield:

chloramine-B (127-52-6) → DL-(1α,2α,4α,5β,6α,7α)-6-Brom-3-(phenylsulfonyl)-8-oxa-3-azatricyclo<5.1.0.02,4>octan-5-ol-acetat (112297-25-3)

Guidance literature:

Multi-step reaction with 2 steps

1: OsO₄, tert-BuOOH, BnzEt₃N⁽¹⁺⁾Cl^(1-) / CHCl₃; 2-methyl-propan-2-ol / 24 h / 60 °C

2: 90 percent / NEt₃, 4-(dimethylamino)pyridine / CH₂Cl₂ / 1 h / 20 °C

With tert.-butylhydroperoxide; dmap; osmium(VIII) oxide; N-benzyl-N,N,N-triethylammonium chloride; triethylamine; In dichloromethane; chloroform; tert-butyl alcohol;

Reference yield:

(1α,2α,5α,6α)-2,5-Dibrom-7-oxabicyclo<4.1.0>hept-3-en (39573-55-2) → DL-(1α,2α,4α,5β,6α,7α)-6-Brom-3-(phenylsulfonyl)-8-oxa-3-azatricyclo<5.1.0.02,4>octan-5-ol-acetat (112297-25-3)

Guidance literature:

Multi-step reaction with 2 steps

1: OsO₄, tert-BuOOH, BnzEt₃N⁽¹⁺⁾Cl^(1-) / CHCl₃; 2-methyl-propan-2-ol / 24 h / 60 °C

2: 90 percent / NEt₃, 4-(dimethylamino)pyridine / CH₂Cl₂ / 1 h / 20 °C

With tert.-butylhydroperoxide; dmap; osmium(VIII) oxide; N-benzyl-N,N,N-triethylammonium chloride; triethylamine; In dichloromethane; chloroform; tert-butyl alcohol;

upstream raw materials:

acetic anhydride

DL-(1α,2α,4α,5β,6α,7α)-6-Brom-3-(phenylsulfonyl)-8-oxa-3-azatricyclo<5.1.0.0^2,4>octan-5-ol

chloramine-B

(1α,2α,5α,6α)-2,5-Dibrom-7-oxabicyclo<4.1.0>hept-3-en

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