Technology Process of (R)-3-{[(3R,6S)-6-(benzyloxy)-3-isopropylcyclohex-1-enyl]methoxy}-1-diazo-6-(4-methoxybenzyloxy)hexan-2-one
There total 11 articles about (R)-3-{[(3R,6S)-6-(benzyloxy)-3-isopropylcyclohex-1-enyl]methoxy}-1-diazo-6-(4-methoxybenzyloxy)hexan-2-one which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
C30H40O6;
With
triethylamine; isobutyl chloroformate;
In
diethyl ether;
at 20 ℃;
for 2h;
Inert atmosphere;
diazomethane;
In
diethyl ether;
at 0 ℃;
for 1.5h;
Inert atmosphere;
DOI:10.1021/ol201498g
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: cerium(III) chloride heptahydrate / methanol / 0.25 h / 20 °C
1.2: 0.33 h / -78 °C
2.1: camphor-10-sulfonic acid / dichloromethane / 0.67 h / 20 °C / Molecular sieve
3.1: diisobutylaluminium hydride / dichloromethane / -78 - 20 °C / Inert atmosphere
4.1: triethylamine / dichloromethane / -78 - 0 °C / Inert atmosphere
5.1: lithium bromide / tetrahydrofuran / 2.5 h / 20 °C / Inert atmosphere
6.1: sodium hydride / tetrahydrofuran; mineral oil / 20 °C / Inert atmosphere; Reflux
6.2: 15 h / 20 °C
7.1: pyridinium p-toluenesulfonate / tetrahydrofuran; dichloromethane; ethylene glycol / 15 h / Reflux
8.1: sodium periodate / tetrahydrofuran; water
9.1: sodium chlorite; sodium dihydrogenphosphate dihydrate; 2-methyl-but-2-ene / water; tert-butyl alcohol / 0.67 h / 20 °C
10.1: triethylamine; isobutyl chloroformate / diethyl ether / 2 h / 20 °C / Inert atmosphere
10.2: 1.5 h / 0 °C / Inert atmosphere
With
sodium chlorite; sodium periodate; sodium dihydrogenphosphate dihydrate; 2-methyl-but-2-ene; cerium(III) chloride heptahydrate; camphor-10-sulfonic acid; pyridinium p-toluenesulfonate; sodium hydride; diisobutylaluminium hydride; triethylamine; lithium bromide; isobutyl chloroformate;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; ethylene glycol; mineral oil; tert-butyl alcohol;
1.1: Luche reduction / 1.2: Luche reduction;
DOI:10.1021/ol201498g
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: camphor-10-sulfonic acid / dichloromethane / 0.67 h / 20 °C / Molecular sieve
2.1: diisobutylaluminium hydride / dichloromethane / -78 - 20 °C / Inert atmosphere
3.1: triethylamine / dichloromethane / -78 - 0 °C / Inert atmosphere
4.1: lithium bromide / tetrahydrofuran / 2.5 h / 20 °C / Inert atmosphere
5.1: sodium hydride / tetrahydrofuran; mineral oil / 20 °C / Inert atmosphere; Reflux
5.2: 15 h / 20 °C
6.1: pyridinium p-toluenesulfonate / tetrahydrofuran; dichloromethane; ethylene glycol / 15 h / Reflux
7.1: sodium periodate / tetrahydrofuran; water
8.1: sodium chlorite; sodium dihydrogenphosphate dihydrate; 2-methyl-but-2-ene / water; tert-butyl alcohol / 0.67 h / 20 °C
9.1: triethylamine; isobutyl chloroformate / diethyl ether / 2 h / 20 °C / Inert atmosphere
9.2: 1.5 h / 0 °C / Inert atmosphere
With
sodium chlorite; sodium periodate; sodium dihydrogenphosphate dihydrate; 2-methyl-but-2-ene; camphor-10-sulfonic acid; pyridinium p-toluenesulfonate; sodium hydride; diisobutylaluminium hydride; triethylamine; lithium bromide; isobutyl chloroformate;
In
tetrahydrofuran; diethyl ether; dichloromethane; water; ethylene glycol; mineral oil; tert-butyl alcohol;
DOI:10.1021/ol201498g
