(1α,2α,4α,5α,7α,8α)-9-(Phenylsulfonyl)-3,6-dioxa-9-azatetracyclo<6.1.0.0^2,4.0^5,7>nonan

Base Information

• Chemical Name: (1α,2α,4α,5α,7α,8α)-9-(Phenylsulfonyl)-3,6-dioxa-9-azatetracyclo<6.1.0.0^2,4.0^5,7>nonan
• CAS No.: 76670-69-4
• Molecular Formula: C₁₂H₁₁NO₄S
• Molecular Weight: 265.29

Synonyms:(1α,2α,4α,5α,7α,8α)-9-(Phenylsulfonyl)-3,6-dioxa-9-azatetracyclo<6.1.0.0^2,4.0^5,7>nonan

Chemical Property of (1α,2α,4α,5α,7α,8α)-9-(Phenylsulfonyl)-3,6-dioxa-9-azatetracyclo<6.1.0.0^2,4.0^5,7>nonan

Chemical Property:

Purity/Quality:

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Technology Process of (1α,2α,4α,5α,7α,8α)-9-(Phenylsulfonyl)-3,6-dioxa-9-azatetracyclo<6.1.0.0^2,4.0^5,7>nonan

There total 5 articles about (1α,2α,4α,5α,7α,8α)-9-(Phenylsulfonyl)-3,6-dioxa-9-azatetracyclo<6.1.0.0^2,4.0^5,7>nonan 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: 70.0%

(1S,2S,4S,5S,6R,7R)-8-Benzenesulfonyl-5-bromo-3-oxa-8-aza-tricyclo[5.1.0.02,4]octan-6-ol (76670-67-2,112346-57-3) → (1α,2α,4α,5α,7α,8α)-9-(Phenylsulfonyl)-3,6-dioxa-9-azatetracyclo<6.1.0.02,4.05,7>nonan (76670-69-4)

Guidance literature:

With 1,1-bis-(4-chloro-phenyl)-2-nitro-butane; In tetrahydrofuran; other bases : K-t-butylate , sodium glycolate;

DOI:10.1016/S0040-4039(00)78718-1

Reference yield: 65.0%

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) → (1α,2α,4α,5α,7α,8α)-9-(Phenylsulfonyl)-3,6-dioxa-9-azatetracyclo<6.1.0.02,4.05,7>nonan (76670-69-4)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; at 20 ℃; for 2h;

Reference yield:

chloramine-B (127-52-6) → (1α,2α,4α,5α,7α,8α)-9-(Phenylsulfonyl)-3,6-dioxa-9-azatetracyclo<6.1.0.02,4.05,7>nonan (76670-69-4)

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: 65 percent / tert-BuOK / tetrahydrofuran / 2 h / 20 °C

With tert.-butylhydroperoxide; osmium(VIII) oxide; potassium tert-butylate; N-benzyl-N,N,N-triethylammonium chloride; In tetrahydrofuran; chloroform; tert-butyl alcohol;

upstream raw materials:

(1S,2S,4S,5S,6R,7R)-8-Benzenesulfonyl-5-bromo-3-oxa-8-aza-tricyclo[5.1.0.0^2,4]octan-6-ol

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

Downstream raw materials:

(Z,Z,Z)-7-(Phenylsulfonyl)-7H-1,4,7-dioxazonin

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