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dl-(1β,5β)-2-(phenylsulfonyl)-3-hydroxy-6β,7β-epoxy-2-azabicyclo<3.3.0>octane

Base Information Edit
  • Chemical Name:dl-(1β,5β)-2-(phenylsulfonyl)-3-hydroxy-6β,7β-epoxy-2-azabicyclo<3.3.0>octane
  • CAS No.:113007-96-8
  • Molecular Formula:C13H15NO4S
  • Molecular Weight:281.332
  • Hs Code.:
  • Mol file:113007-96-8.mol
dl-(1β,5β)-2-(phenylsulfonyl)-3-hydroxy-6β,7β-epoxy-2-azabicyclo<3.3.0>octane

Synonyms:dl-(1β,5β)-2-(phenylsulfonyl)-3-hydroxy-6β,7β-epoxy-2-azabicyclo<3.3.0>octane

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Chemical Property of dl-(1β,5β)-2-(phenylsulfonyl)-3-hydroxy-6β,7β-epoxy-2-azabicyclo<3.3.0>octane Edit
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Technology Process of dl-(1β,5β)-2-(phenylsulfonyl)-3-hydroxy-6β,7β-epoxy-2-azabicyclo<3.3.0>octane

There total 18 articles about dl-(1β,5β)-2-(phenylsulfonyl)-3-hydroxy-6β,7β-epoxy-2-azabicyclo<3.3.0>octane 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:
Guidance literature:
With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; for 3h; Ambient temperature;
DOI:10.1021/jm00163a038
Guidance literature:
Multi-step reaction with 10 steps
1: 96 percent / Et3N, 4-(dimethylamino)pyridine / CH2Cl2 / 20 h / Ambient temperature
2: 40.9 percent / Ph3P, diethyl azodicarboxylate / tetrahydrofuran / 0.25 h / Ambient temperature
3: 95 percent / Na2CO3 / tetrahydrofuran; H2O / 5 h / Heating
4: Et3N / CH2Cl2 / 0.5 h / 0 °C
5: NaN3 / dimethylformamide / 5 h / 75 °C
6: 1.) Ph3P, 2.) H2O / 1.) RT, 15 h, 2.) a.) 45 deg C, 2 h, b.) reflux, 1 h
7: Et3N / CH2Cl2 / 0.5 h / 0 °C
8: 1 N aq. HCl / tetrahydrofuran; methanol / 2 h / 45 °C
9: 64 percent / oxalyl chloride/DMSO / CH2Cl2 / 0.25 h / -60 °C
10: 27 percent / 80percent 3-chloroperbenzoic acid / CH2Cl2 / 3 h / Ambient temperature
With hydrogenchloride; dmap; sodium azide; oxalyl dichloride; water; sodium carbonate; dimethyl sulfoxide; triethylamine; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/jm00163a038
Guidance literature:
Multi-step reaction with 10 steps
1: 96 percent / Et3N, 4-(dimethylamino)pyridine / CH2Cl2 / 20 h / Ambient temperature
2: 40.9 percent / Ph3P, diethyl azodicarboxylate / tetrahydrofuran / 0.25 h / Ambient temperature
3: 95 percent / Na2CO3 / tetrahydrofuran; H2O / 5 h / Heating
4: Et3N / CH2Cl2 / 0.5 h / 0 °C
5: NaN3 / dimethylformamide / 5 h / 75 °C
6: 1.) Ph3P, 2.) H2O / 1.) RT, 15 h, 2.) a.) 45 deg C, 2 h, b.) reflux, 1 h
7: Et3N / CH2Cl2 / 0.5 h / 0 °C
8: 1 N aq. HCl / tetrahydrofuran; methanol / 2 h / 45 °C
9: 83 percent / 80percent 3-chloroperbenzoic acid / CH2Cl2 / 4 h / 0 °C
10: 1.) oxalyl chloride/DMSO, 2.) Et3N / 1.) CH2Cl2, -60 deg C, 15 min, 2.) RT, 1 h
With hydrogenchloride; dmap; sodium azide; oxalyl dichloride; water; sodium carbonate; dimethyl sulfoxide; triethylamine; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/jm00163a038
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