Technology Process of 1-(trimethylsilyl)-3(R*,S*)-methoxy-4(S)-(benzyloxy)-1-pentyne
There total 1 articles about 1-(trimethylsilyl)-3(R*,S*)-methoxy-4(S)-(benzyloxy)-1-pentyne which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
n-butyllithium;
Yield given. Multistep reaction;
1.) THF, hexane, -78 deg C, 10 min, 2.) -78 deg C, 10 min, 3.) rt 18 - 48 h;
DOI:10.1021/jo952092u
- Guidance literature:
-
Multi-step reaction with 2 steps
1: 1.) octacarbonyldicobalt, 2.) Bu2BOTf, diisopropylethylamine, 3.) ceric ammonium nitrate / 1) Et2O, 40 min; 2) CH2Cl2, -78 deg C, 30 min, 0 deg C, 30 min; 3) acetone, rt, 40 min
2: 81 percent / aq. LiOH, aq. H2O2 / tetrahydrofuran / 1) 0 deg C, 1 h; 2) rt, 2 h
With
lithium hydroxide; dicobalt octacarbonyl; ammonium cerium(IV) nitrate; di-n-butylboryl trifluoromethanesulfonate; dihydrogen peroxide; N-ethyl-N,N-diisopropylamine;
In
tetrahydrofuran;
DOI:10.1021/jo970288j
- Guidance literature:
-
Multi-step reaction with 4 steps
1: 1.) octacarbonyldicobalt, 2.) Bu2BOTf, diisopropylethylamine, 3.) ceric ammonium nitrate / 1) Et2O, 40 min; 2) CH2Cl2, -78 deg C, 30 min, 0 deg C, 30 min; 3) acetone, rt, 40 min
2: 81 percent / aq. LiOH, aq. H2O2 / tetrahydrofuran / 1) 0 deg C, 1 h; 2) rt, 2 h
3: 87 percent / EDCI / tetrahydrofuran / 72 h / Ambient temperature
4: 76 percent / n-Bu4NF / tetrahydrofuran / 2 h / Heating
With
lithium hydroxide; dicobalt octacarbonyl; ammonium cerium(IV) nitrate; di-n-butylboryl trifluoromethanesulfonate; tetrabutyl ammonium fluoride; dihydrogen peroxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine;
In
tetrahydrofuran;
DOI:10.1021/jo970288j
