Technology Process of di-tert-butyl [(2R,4S,E)-4-methyl-1-phenylhept-5-en-2-yl]iminodicarbonate
There total 5 articles about di-tert-butyl [(2R,4S,E)-4-methyl-1-phenylhept-5-en-2-yl]iminodicarbonate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
tert-butyl [(2R,4S,E)-4-methyl-1-phenylhept-5-en-2-yl]carbamate;
With
n-butyllithium;
In
tetrahydrofuran; hexane;
at -78 ℃;
for 0.5h;
di-tert-butyl dicarbonate;
In
tetrahydrofuran; hexane;
at -78 - 60 ℃;
Further stages;
DOI:10.1021/jo301693d
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: Novozym 435, an immobilized Candida antarctica lipase (6 weight percent) / 24 h / 20 °C / Enzymatic reaction
1.2: 0 - 20 °C
2.1: N-ethyl-N,N-diisopropylamine; n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 - 20 °C / Schlenk technique; Inert atmosphere
2.2: 3 h / -78 - 60 °C / Schlenk technique; Inert atmosphere
3.1: dicyclohexyl-carbodiimide; dmap / dichloromethane / 0 - 20 °C / Darkness
4.1: 2-methylpropan-2-thiol; triethyl borane / tetrahydrofuran; hexane / 1.5 h / 0 - 20 °C / Darkness
5.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C
5.2: -78 - 60 °C
With
dmap; n-butyllithium; triethyl borane; 2-methylpropan-2-thiol; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide;
In
tetrahydrofuran; hexane; dichloromethane;
2.2: |Claisen-Ireland Rearrangement / 4.1: |Barton Decarboxylation;
DOI:10.1021/jo301693d
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: N-ethyl-N,N-diisopropylamine; n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 - 20 °C / Schlenk technique; Inert atmosphere
1.2: 3 h / -78 - 60 °C / Schlenk technique; Inert atmosphere
2.1: dicyclohexyl-carbodiimide; dmap / dichloromethane / 0 - 20 °C / Darkness
3.1: 2-methylpropan-2-thiol; triethyl borane / tetrahydrofuran; hexane / 1.5 h / 0 - 20 °C / Darkness
4.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C
4.2: -78 - 60 °C
With
dmap; n-butyllithium; triethyl borane; 2-methylpropan-2-thiol; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide;
In
tetrahydrofuran; hexane; dichloromethane;
1.2: |Claisen-Ireland Rearrangement / 3.1: |Barton Decarboxylation;
DOI:10.1021/jo301693d
