Technology Process of Benzoic acid (1R,3S,4S,5S)-6-benzyloxy-4-hydroxy-1,3,5-trimethyl-2-oxo-hexyl ester
There total 3 articles about Benzoic acid (1R,3S,4S,5S)-6-benzyloxy-4-hydroxy-1,3,5-trimethyl-2-oxo-hexyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 3 steps
1: H2 / 10percent Pd/C / tetrahydrofuran / 15 h / 20 °C
2: (i-Pr)2NEt, DMAP / tetrahydrofuran / 15 h / 20 °C
3: 1.) dicyclohexylboron chloride, Me2NEt, 3.) 30percent H2O2 / 1.) Et2O, 0 deg C, 2 h, 2.) Et2O, -78 deg C; -20 deg C, 14 h, 3.) Et2O/MeOH/pH7 buffer, 0 deg C, 1 h
With
dmap; N,N-dimethyl-ethanamine; dicyclohexylboron chloride; hydrogen; dihydrogen peroxide; N-ethyl-N,N-diisopropylamine;
palladium on activated charcoal;
In
tetrahydrofuran;
DOI:10.1016/0040-4039(94)88434-X
- Guidance literature:
-
Multi-step reaction with 2 steps
1: (i-Pr)2NEt, DMAP / tetrahydrofuran / 15 h / 20 °C
2: 1.) dicyclohexylboron chloride, Me2NEt, 3.) 30percent H2O2 / 1.) Et2O, 0 deg C, 2 h, 2.) Et2O, -78 deg C; -20 deg C, 14 h, 3.) Et2O/MeOH/pH7 buffer, 0 deg C, 1 h
With
dmap; N,N-dimethyl-ethanamine; dicyclohexylboron chloride; dihydrogen peroxide; N-ethyl-N,N-diisopropylamine;
In
tetrahydrofuran;
DOI:10.1016/0040-4039(94)88434-X
- Guidance literature:
-
With
N,N-dimethyl-ethanamine; dicyclohexylboron chloride; dihydrogen peroxide;
Yield given. Multistep reaction. Yields of byproduct given;
1.) Et2O, 0 deg C, 2 h, 2.) Et2O, -78 deg C; -20 deg C, 14 h, 3.) Et2O/MeOH/pH7 buffer, 0 deg C, 1 h;
DOI:10.1016/0040-4039(94)88434-X
