Technology Process of (3R,5S)-3,5-Bis-benzyloxy-6-oxo-hexanoic acid methyl ester
There total 8 articles about (3R,5S)-3,5-Bis-benzyloxy-6-oxo-hexanoic acid methyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
oxalyl dichloride; dimethyl sulfoxide; triethylamine;
In
dichloromethane;
at -78 - -45 ℃;
Yield given;
DOI:10.1016/S0957-4166(96)00525-3
- Guidance literature:
-
Multi-step reaction with 6 steps
1: 1.) NaH, pyridine, 2.) TBDMSCl, 3.) NaH, nBu4NI, 4.) TBAF, 5.) PCC/Celite, AcONa
2: lithium (S,S')-α,α'-dimethyldibenzylamide / tetrahydrofuran / -100 °C
3: 1.) O3, 2.) PPh3 / 1.) CH2Cl2, -78 deg C, 2.) CH2Cl2
4: NaBH4 / methanol / Ambient temperature
5: K2CO3 / dimethylformamide / Ambient temperature
6: (COCl)2, DMSO, Et3N / CH2Cl2 / -78 - -45 °C
With
pyridine; sodium tetrahydroborate; oxalyl dichloride; Celite; tetrabutyl ammonium fluoride; sodium acetate; tetra-(n-butyl)ammonium iodide; sodium hydride; potassium carbonate; lithium (S,S)-bis(α-methylbenzyl)amide; ozone; tert-butyldimethylsilyl chloride; dimethyl sulfoxide; triethylamine; triphenylphosphine; pyridinium chlorochromate;
In
tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0957-4166(96)00525-3
- Guidance literature:
-
Multi-step reaction with 6 steps
1: PCC/Celite, AcONa / CH2Cl2 / Ambient temperature
2: lithium (S,S')-α,α'-dimethyldibenzylamide / tetrahydrofuran / -100 °C
3: 1.) O3, 2.) PPh3 / 1.) CH2Cl2, -78 deg C, 2.) CH2Cl2
4: NaBH4 / methanol / Ambient temperature
5: K2CO3 / dimethylformamide / Ambient temperature
6: (COCl)2, DMSO, Et3N / CH2Cl2 / -78 - -45 °C
With
sodium tetrahydroborate; oxalyl dichloride; Celite; sodium acetate; potassium carbonate; lithium (S,S)-bis(α-methylbenzyl)amide; ozone; dimethyl sulfoxide; triethylamine; triphenylphosphine; pyridinium chlorochromate;
In
tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0957-4166(96)00525-3