Technology Process of N-Cbz-L-3-carboxy-1,2,3,4-tetrahydroisoquinoline-O-Boc-threonine-OSEM
There total 2 articles about N-Cbz-L-3-carboxy-1,2,3,4-tetrahydroisoquinoline-O-Boc-threonine-OSEM which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 2 steps
1: 97 percent / NaHCO3 / H2O / 1.5 h / 20 °C
2: 89 percent / Et3N; DMAP; isopropenyl chloroformate / CH2Cl2 / 1 h / 0 °C
With
dmap; Isopropenyl chloroformate; sodium hydrogencarbonate; triethylamine;
In
dichloromethane; water;
DOI:10.1021/jo0105991
- Guidance literature:
-
Multi-step reaction with 2 steps
1: 97 percent / NaHCO3 / H2O / 1.5 h / 20 °C
2: 89 percent / Et3N; DMAP; isopropenyl chloroformate / CH2Cl2 / 1 h / 0 °C
With
dmap; Isopropenyl chloroformate; sodium hydrogencarbonate; triethylamine;
In
dichloromethane; water;
DOI:10.1021/jo0105991
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: 86 percent / H2 / Pd/C / methanol; ethyl acetate / 3 h / 2068.65 Torr
2.1: BOP-Cl; NMM / CH2Cl2 / 0.5 h / -15 °C
2.2: 60 percent / NMM / CH2Cl2 / 6 h / 0 °C
3.1: 100 percent / MgBr2*Et2O / CH2Cl2 / 4.5 h / -20 - 0 °C
4.1: 47 percent / NMM; isopropenyl chloroformate / CH2Cl2 / 4 h / -15 - 20 °C
5.1: 83 percent / aq. AcOH / tetrahydrofuran / 16 h
6.1: Dess-Martin periodinane / CH2Cl2 / 2 h
With
4-methyl-morpholine; Isopropenyl chloroformate; hydrogen; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; Dess-Martin periodane; acetic acid; magnesium bromide;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; dichloromethane; ethyl acetate;
6.1: Dess-Martin oxidation;
DOI:10.1021/jo0105991