Technology Process of (2S,3R)-1-(4-methoxybenzyloxy)undec-5-yne-2,3-diol
There total 5 articles about (2S,3R)-1-(4-methoxybenzyloxy)undec-5-yne-2,3-diol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(Z)-1-methoxy-4-[(undec-2-en-5-ynyloxy)methyl]benzene;
With
AD-mix α;
In
water; tert-butyl alcohol;
at 0 ℃;
for 1h;
Inert atmosphere;
With
methanesulfonamide;
In
water; tert-butyl alcohol;
at 0 - 20 ℃;
stereoselective reaction;
Inert atmosphere;
DOI:10.1002/ejoc.201001378
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: carbon tetrabromide; triphenylphosphine / dichloromethane / 0 - 20 °C / Inert atmosphere
2.1: copper(l) iodide; potassium carbonate; sodium iodide / N,N-dimethyl-formamide / 20 °C / Inert atmosphere
3.1: AD-mix α / water; tert-butyl alcohol / 1 h / 0 °C / Inert atmosphere
3.2: 0 - 20 °C / Inert atmosphere
With
copper(l) iodide; carbon tetrabromide; AD-mix α; potassium carbonate; triphenylphosphine; sodium iodide;
In
dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol;
1.1: Appel reaction / 3.1: Sharpless dihydroxylation / 3.2: Sharpless dihydroxylation;
DOI:10.1002/ejoc.201001378
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: (R)-10-camphorsulfonic acid / dichloromethane / 0 - 20 °C / Inert atmosphere
2.1: carbon tetrabromide; triphenylphosphine / dichloromethane / 0 - 20 °C / Inert atmosphere
3.1: copper(l) iodide; potassium carbonate; sodium iodide / N,N-dimethyl-formamide / 20 °C / Inert atmosphere
4.1: AD-mix α / water; tert-butyl alcohol / 1 h / 0 °C / Inert atmosphere
4.2: 0 - 20 °C / Inert atmosphere
With
copper(l) iodide; carbon tetrabromide; AD-mix α; (R)-10-camphorsulfonic acid; potassium carbonate; triphenylphosphine; sodium iodide;
In
dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol;
2.1: Appel reaction / 4.1: Sharpless dihydroxylation / 4.2: Sharpless dihydroxylation;
DOI:10.1002/ejoc.201001378