Technology Process of (3R,5R)-1-(4-hydroxyphenyl)-7-phenylheptane-3,5-diol
There total 22 articles about (3R,5R)-1-(4-hydroxyphenyl)-7-phenylheptane-3,5-diol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
palladium on activated charcoal; hydrogen;
In
methanol;
for 2h;
under 760.051 Torr;
DOI:10.1002/hlca.201200165
- Guidance literature:
-
Multi-step reaction with 11 steps
1.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C / Inert atmosphere
1.2: 3 h / -78 °C
2.1: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / 0 °C / Reflux
3.1: titanium(IV) isopropylate; L-(+)-diisopropyl tartrate / dichloromethane / 0.5 h / -20 °C / Molecular sieve
3.2: 5 h / -20 °C
4.1: titanium(IV) isopropylate; D-(-)-diisopropyl tartrate / dichloromethane / 0.5 h / -20 °C / Molecular sieve
4.2: 6 h / -20 °C
5.1: sodium bis(2-methoxyethoxy)aluminium dihydride / tetrahydrofuran; toluene / 2 h / 0 - 20 °C / Inert atmosphere
6.1: toluene-4-sulfonic acid / dichloromethane / 0.5 h / 20 °C
7.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane; water / 2 h / 20 °C
8.1: dimethyl sulfoxide; oxalyl dichloride / dichloromethane / 1.5 h / -78 °C
8.2: 0 °C
9.1: n-butyllithium / tetrahydrofuran; hexane / 20 °C / Inert atmosphere
9.2: 4 h / 20 °C
10.1: toluene-4-sulfonic acid / methanol / 3 h
11.1: palladium on activated charcoal; hydrogen / methanol / 2 h / 760.05 Torr
With
titanium(IV) isopropylate; lithium aluminium tetrahydride; n-butyllithium; oxalyl dichloride; L-(+)-diisopropyl tartrate; palladium on activated charcoal; hydrogen; D-(-)-diisopropyl tartrate; toluene-4-sulfonic acid; dimethyl sulfoxide; sodium bis(2-methoxyethoxy)aluminium dihydride; 2,3-dicyano-5,6-dichloro-p-benzoquinone;
In
tetrahydrofuran; methanol; hexane; dichloromethane; water; toluene;
3.1: |Sharpless Asymmetric Epoxidation / 3.2: |Sharpless Asymmetric Epoxidation / 4.1: |Sharpless Asymmetric Epoxidation / 4.2: |Sharpless Asymmetric Epoxidation / 8.1: |Swern Oxidation / 8.2: |Swern Oxidation / 9.2: |Wittig Olefination;
DOI:10.1002/hlca.201200165
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: titanium(IV) isopropylate; L-(+)-diisopropyl tartrate / dichloromethane / 0.5 h / -20 °C / Molecular sieve
1.2: 5 h / -20 °C
2.1: titanium(IV) isopropylate; D-(-)-diisopropyl tartrate / dichloromethane / 0.5 h / -20 °C / Molecular sieve
2.2: 6 h / -20 °C
3.1: sodium bis(2-methoxyethoxy)aluminium dihydride / tetrahydrofuran; toluene / 2 h / 0 - 20 °C / Inert atmosphere
4.1: toluene-4-sulfonic acid / dichloromethane / 0.5 h / 20 °C
5.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane; water / 2 h / 20 °C
6.1: dimethyl sulfoxide; oxalyl dichloride / dichloromethane / 1.5 h / -78 °C
6.2: 0 °C
7.1: n-butyllithium / tetrahydrofuran; hexane / 20 °C / Inert atmosphere
7.2: 4 h / 20 °C
8.1: toluene-4-sulfonic acid / methanol / 3 h
9.1: palladium on activated charcoal; hydrogen / methanol / 2 h / 760.05 Torr
With
titanium(IV) isopropylate; n-butyllithium; oxalyl dichloride; L-(+)-diisopropyl tartrate; palladium on activated charcoal; hydrogen; D-(-)-diisopropyl tartrate; toluene-4-sulfonic acid; dimethyl sulfoxide; sodium bis(2-methoxyethoxy)aluminium dihydride; 2,3-dicyano-5,6-dichloro-p-benzoquinone;
In
tetrahydrofuran; methanol; hexane; dichloromethane; water; toluene;
1.1: |Sharpless Asymmetric Epoxidation / 1.2: |Sharpless Asymmetric Epoxidation / 2.1: |Sharpless Asymmetric Epoxidation / 2.2: |Sharpless Asymmetric Epoxidation / 6.1: |Swern Oxidation / 6.2: |Swern Oxidation / 7.2: |Wittig Olefination;
DOI:10.1002/hlca.201200165
