Technology Process of 5-[(1R,2S,4S,5R)-2-(3-Azido-propyl)-2-benzenesulfonyl-4,5-diisopropoxy-cyclopentyl]-6-vinyl-benzo[1,3]dioxole
There total 8 articles about 5-[(1R,2S,4S,5R)-2-(3-Azido-propyl)-2-benzenesulfonyl-4,5-diisopropoxy-cyclopentyl]-6-vinyl-benzo[1,3]dioxole which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 3 steps
1: 84 percent / Fe(0), Br2 / acetic acid
2: 86 percent / 5N aq. NaOH / benzene / 48 h
3: 1.) t-BuLi, 2.) HMPA / 1.) pentane, ether, -78 deg C, 20 min, 2.) THF, from -78 deg C to 25 deg C
With
N,N,N,N,N,N-hexamethylphosphoric triamide; sodium hydroxide; bromine; tert.-butyl lithium; iron;
In
acetic acid; benzene;
DOI:10.1021/jo00380a019
- Guidance literature:
-
Multi-step reaction with 2 steps
1: 86 percent / 5N aq. NaOH / benzene / 48 h
2: 1.) t-BuLi, 2.) HMPA / 1.) pentane, ether, -78 deg C, 20 min, 2.) THF, from -78 deg C to 25 deg C
With
N,N,N,N,N,N-hexamethylphosphoric triamide; sodium hydroxide; tert.-butyl lithium;
In
benzene;
DOI:10.1021/jo00380a019
- Guidance literature:
-
Multi-step reaction with 5 steps
1: m-chloroperoxybenzoic acid (MCPBA) / CH2Cl2 / 16 h / 25 °C
2: 81.7 percent / tetraethylammonium acetate, sodium acetate, 90percent tert-butyl peroxide, osmium tetroxide / H2O; acetone / 72 h / Ambient temperature
3: p-toluenesulfonic acid / CH2Cl2 / 2 h / 25 °C
4: Et3N, diazabicycloundecene (DBU) / CH2Cl2 / 16 h / 25 °C
5: 1.) t-BuLi, 2.) HMPA / 1.) pentane, ether, -78 deg C, 20 min, 2.) THF, from -78 deg C to 25 deg C
With
N,N,N,N,N,N-hexamethylphosphoric triamide; osmium(VIII) oxide; di-tert-butyl peroxide; tetraethylammonium acetate; tert.-butyl lithium; sodium acetate; toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; 3-chloro-benzenecarboperoxoic acid;
In
dichloromethane; water; acetone;
DOI:10.1021/jo00380a019
