Technology Process of (R)-2-Benzyloxy-3-[(3aR,4S,6R,6aS)-6-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-propionaldehyde
There total 5 articles about (R)-2-Benzyloxy-3-[(3aR,4S,6R,6aS)-6-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-propionaldehyde which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 2 steps
1: 92 percent / NaH / dimethylformamide / 1 h / Ambient temperature
2: 1.) MeOTf, 2.) NaBH4, 3.) CuCl2, CuO / 1.) CH3CN, r.t., 10 min, 2.) MeOH, 0 deg C, 10 min, 3.) CH3CN/H2O, r.t., 10 min
With
sodium tetrahydroborate; sodium hydride; methyl trifluoromethanesulfonate; copper(II) oxide; copper dichloride;
In
N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(00)79321-X
- Guidance literature:
-
Multi-step reaction with 2 steps
1: 92 percent / NaH / dimethylformamide / 1 h / Ambient temperature
2: 1.) MeOTf, 2.) NaBH4, 3.) CuCl2, CuO / 1.) CH3CN, r.t., 10 min, 2.) MeOH, 0 deg C, 10 min, 3.) CH3CN/H2O, r.t., 10 min
With
sodium tetrahydroborate; sodium hydride; methyl trifluoromethanesulfonate; copper(II) oxide; copper dichloride;
In
N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(00)79321-X
- Guidance literature:
-
Multi-step reaction with 3 steps
1: 33 percent Turnov. / LiAl(tBuO)3H / tetrahydrofuran / 5 h / -75 - -35 °C / diastereoselectivity of reduction with various metal hydride
2: 92 percent / NaH / dimethylformamide / 1 h / Ambient temperature
3: 1.) MeOTf, 2.) NaBH4, 3.) CuCl2, CuO / 1.) CH3CN, r.t., 10 min, 2.) MeOH, 0 deg C, 10 min, 3.) CH3CN/H2O, r.t., 10 min
With
sodium tetrahydroborate; sodium hydride; lithium tri-t-butoxyaluminum hydride; methyl trifluoromethanesulfonate; copper(II) oxide; copper dichloride;
In
tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(00)79321-X