Technology Process of (2R,6S)-2-(tert-butyloxycarbonylaminomethyl)-6-(2-oxo-2-phenylethyl)tetrahydro-2H-pyran
There total 3 articles about (2R,6S)-2-(tert-butyloxycarbonylaminomethyl)-6-(2-oxo-2-phenylethyl)tetrahydro-2H-pyran which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
di-tert-butyl dicarbonate; C14H19NO2;
With
dmap; triethylamine;
In
dichloromethane;
at 20 ℃;
for 6h;
With
pyridinium chlorochromate;
In
dichloromethane;
at 20 ℃;
for 3h;
Molecular sieve;
DOI:10.1021/ol400900h
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: copper(II) acetate monohydrate; 4-methyl-N-[(1R)-2-{[(1S,2S)-2-{[(2R)-2-(4-methylbenzenesulfonamido)-2-phenylethyl]amino}-1,2-diphenylethy]amino}-1-phenylethyl]benzene-1-sulfonamido / ethanol / 60 h / 20 °C / Inert atmosphere
2.1: (1S)-10-camphorsulfonic acid / ethanol / 12 h / 20 °C / Inert atmosphere
3.1: hydrogen; palladium 10% on activated carbon / methanol / 16 h / 20 °C
4.1: triethylamine; dmap / dichloromethane / 6 h / 20 °C
4.2: 3 h / 20 °C / Molecular sieve
With
dmap; 4-methyl-N-[(1R)-2-{[(1S,2S)-2-{[(2R)-2-(4-methylbenzenesulfonamido)-2-phenylethyl]amino}-1,2-diphenylethy]amino}-1-phenylethyl]benzene-1-sulfonamido; palladium 10% on activated carbon; (1S)-10-camphorsulfonic acid; hydrogen; copper(II) acetate monohydrate; triethylamine;
In
methanol; ethanol; dichloromethane;
1.1: |Henry Nitro Aldol Condensation / 2.1: |Michael Addition;
DOI:10.1021/ol400900h
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: (1S)-10-camphorsulfonic acid / ethanol / 12 h / 20 °C / Inert atmosphere
2.1: hydrogen; palladium 10% on activated carbon / methanol / 16 h / 20 °C
3.1: triethylamine; dmap / dichloromethane / 6 h / 20 °C
3.2: 3 h / 20 °C / Molecular sieve
With
dmap; palladium 10% on activated carbon; (1S)-10-camphorsulfonic acid; hydrogen; triethylamine;
In
methanol; ethanol; dichloromethane;
1.1: |Michael Addition;
DOI:10.1021/ol400900h
