Technology Process of (3S)-8-(benzyloxy)oct-1-en-3-ol
There total 8 articles about (3S)-8-(benzyloxy)oct-1-en-3-ol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 - 20 °C
1.2: 20 °C
2.1: triethylamine; oxalyl dichloride; dimethyl sulfoxide / dichloromethane / -78 °C
3.1: benzene / 0.5 h / Reflux
4.1: diisobutylaluminium hydride / tetrahydrofuran; toluene / 0.5 h / -10 - 0 °C
5.1: titanium(IV) isopropylate; diethyl (2S,3S)-tartrate / dichloromethane / 0.5 h / -30 °C / Molecular sieve
5.2: 4 h / -30 °C / Molecular sieve
6.1: 1H-imidazole; triphenylphosphine; iodine / tetrahydrofuran / 1.08 h / 0 - 20 °C
7.1: zinc / methanol / 6 h / Reflux
With
1H-imidazole; titanium(IV) isopropylate; oxalyl dichloride; diethyl (2S,3S)-tartrate; iodine; sodium hydride; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; triphenylphosphine; zinc;
In
tetrahydrofuran; methanol; dichloromethane; toluene; mineral oil; benzene;
2.1: |Swern Oxidation / 3.1: |Wittig Olefination / 5.1: |Sharpless Asymmetric Epoxidation / 5.2: |Sharpless Asymmetric Epoxidation;
DOI:10.1002/hlca.201300223
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 - 20 °C
1.2: 20 °C
2.1: triethylamine; oxalyl dichloride; dimethyl sulfoxide / dichloromethane / -78 °C
3.1: benzene / 0.5 h / Reflux
4.1: diisobutylaluminium hydride / tetrahydrofuran; toluene / 0.5 h / -10 - 0 °C
5.1: titanium(IV) isopropylate; diethyl (2S,3S)-tartrate / dichloromethane / 0.5 h / -30 °C / Molecular sieve
5.2: 4 h / -30 °C / Molecular sieve
6.1: 1H-imidazole; triphenylphosphine; iodine / tetrahydrofuran / 1.08 h / 0 - 20 °C
7.1: zinc / methanol / 6 h / Reflux
With
1H-imidazole; titanium(IV) isopropylate; oxalyl dichloride; diethyl (2S,3S)-tartrate; iodine; sodium hydride; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; triphenylphosphine; zinc;
In
tetrahydrofuran; methanol; dichloromethane; toluene; mineral oil; benzene;
2.1: |Swern Oxidation / 3.1: |Wittig Olefination / 5.1: |Sharpless Asymmetric Epoxidation / 5.2: |Sharpless Asymmetric Epoxidation;
DOI:10.1002/hlca.201300223
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: diisobutylaluminium hydride / tetrahydrofuran; toluene / 0.5 h / -10 - 0 °C
2.1: titanium(IV) isopropylate; diethyl (2S,3S)-tartrate / dichloromethane / 0.5 h / -30 °C / Molecular sieve
2.2: 4 h / -30 °C / Molecular sieve
3.1: 1H-imidazole; triphenylphosphine; iodine / tetrahydrofuran / 1.08 h / 0 - 20 °C
4.1: zinc / methanol / 6 h / Reflux
With
1H-imidazole; titanium(IV) isopropylate; diethyl (2S,3S)-tartrate; iodine; diisobutylaluminium hydride; triphenylphosphine; zinc;
In
tetrahydrofuran; methanol; dichloromethane; toluene;
2.1: |Sharpless Asymmetric Epoxidation / 2.2: |Sharpless Asymmetric Epoxidation;
DOI:10.1002/hlca.201300223