Technology Process of (3R,5R,6S)-7-benzyloxy-6-benzyloxycarbonylamino-3,5-bis(tert-butyl-dimethylsilanyloxy)-heptanoic acid methyl ester
There total 11 articles about (3R,5R,6S)-7-benzyloxy-6-benzyloxycarbonylamino-3,5-bis(tert-butyl-dimethylsilanyloxy)-heptanoic acid methyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
2,6-dimethylpyridine;
In
dichloromethane;
at -20 ℃;
for 1.5h;
DOI:10.1002/anie.200453909
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: tetrahydrofuran / 2 h / 0 - 20 °C
2.1: MgCl2 / tetrahydrofuran / 5 h / Heating
2.2: 34.2 g / tetrahydrofuran / 16 h / 20 °C
3.1: 48 percent / NaBH4 / methanol; diethyl ether / 6 h / -60 °C
4.1: 78 percent / 2,6-lutidine / CH2Cl2 / -20 - 20 °C
5.1: 54 percent / aq. NaOH / tetrahydrofuran; methanol / 4 h / 0 - 20 °C
6.1: tetrahydrofuran / 1 h / 0 °C
7.1: MgCl2 / tetrahydrofuran / 5 h / Heating
7.2: 3.38 g / tetrahydrofuran / 16 h / 20 °C
8.1: 1.28 g / TBAF / tetrahydrofuran / 3.5 h / 0 - 20 °C
9.1: Me4NBH(OAc)3; AcOH / acetonitrile / cooling
10.1: 166.8 mg / 2,6-lutidine / CH2Cl2 / 1.5 h / -20 °C
With
2,6-dimethylpyridine; sodium hydroxide; sodium tetrahydroborate; tetrabutyl ammonium fluoride; acetic acid; magnesium chloride; tetramethylammonium triacetoxyborohydride;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; acetonitrile;
2.2: Claisen condensation / 7.2: Claisen condensation;
DOI:10.1002/anie.200453909
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: MgCl2 / tetrahydrofuran / 5 h / Heating
1.2: 34.2 g / tetrahydrofuran / 16 h / 20 °C
2.1: 48 percent / NaBH4 / methanol; diethyl ether / 6 h / -60 °C
3.1: 78 percent / 2,6-lutidine / CH2Cl2 / -20 - 20 °C
4.1: 54 percent / aq. NaOH / tetrahydrofuran; methanol / 4 h / 0 - 20 °C
5.1: tetrahydrofuran / 1 h / 0 °C
6.1: MgCl2 / tetrahydrofuran / 5 h / Heating
6.2: 3.38 g / tetrahydrofuran / 16 h / 20 °C
7.1: 1.28 g / TBAF / tetrahydrofuran / 3.5 h / 0 - 20 °C
8.1: Me4NBH(OAc)3; AcOH / acetonitrile / cooling
9.1: 166.8 mg / 2,6-lutidine / CH2Cl2 / 1.5 h / -20 °C
With
2,6-dimethylpyridine; sodium hydroxide; sodium tetrahydroborate; tetrabutyl ammonium fluoride; acetic acid; magnesium chloride; tetramethylammonium triacetoxyborohydride;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; acetonitrile;
1.2: Claisen condensation / 6.2: Claisen condensation;
DOI:10.1002/anie.200453909
