Technology Process of Benzoic acid (2S,3S)-3-benzyloxycarbonylamino-5-(2-methoxy-ethoxymethoxy)-2,3-dihydro-1H-indol-2-ylmethyl ester
There total 9 articles about Benzoic acid (2S,3S)-3-benzyloxycarbonylamino-5-(2-methoxy-ethoxymethoxy)-2,3-dihydro-1H-indol-2-ylmethyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
potassium carbonate;
In
tetrahydrofuran;
at 55 ℃;
for 24h;
DOI:10.1002/anie.200462298
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: NaH / tetrahydrofuran / 0.5 h / 0 °C
1.2: 94 percent / tetrahydrofuran / 6 h / 0 °C
2.1: 79 percent / NaOH; t-butyl hypochlorite; (DHQ)2PHAL / potassium osmate dihydrate / propan-1-ol; H2O / 2 h / 0 °C
3.1: 70 percent / LiBH4 / tetrahydrofuran / 0 - 20 °C
4.1: 88 percent / pyridine / CH2Cl2 / 2 h / -25 °C
5.1: 87 percent / DMAP / CH2Cl2 / 24 h / 20 °C
6.1: H2 / Lindlar catalyst / tetrahydrofuran / atmospheric pressure
7.1: 532 mg / K2CO3 / tetrahydrofuran / 24 h / 55 °C
With
pyridine; dmap; sodium hydroxide; lithium borohydride; Hydroquinone 1,4-phthalazinediyl diether; tert-butylhypochlorite; hydrogen; sodium hydride; potassium carbonate;
potassium osmate(VI); Lindlar's catalyst;
In
tetrahydrofuran; propan-1-ol; dichloromethane; water;
2.1: Sharpless aminohydroxylation;
DOI:10.1002/anie.200462298
- Guidance literature:
-
Multi-step reaction with 6 steps
1: 79 percent / NaOH; t-butyl hypochlorite; (DHQ)2PHAL / potassium osmate dihydrate / propan-1-ol; H2O / 2 h / 0 °C
2: 70 percent / LiBH4 / tetrahydrofuran / 0 - 20 °C
3: 88 percent / pyridine / CH2Cl2 / 2 h / -25 °C
4: 87 percent / DMAP / CH2Cl2 / 24 h / 20 °C
5: H2 / Lindlar catalyst / tetrahydrofuran / atmospheric pressure
6: 532 mg / K2CO3 / tetrahydrofuran / 24 h / 55 °C
With
pyridine; dmap; sodium hydroxide; lithium borohydride; Hydroquinone 1,4-phthalazinediyl diether; tert-butylhypochlorite; hydrogen; potassium carbonate;
potassium osmate(VI); Lindlar's catalyst;
In
tetrahydrofuran; propan-1-ol; dichloromethane; water;
1: Sharpless aminohydroxylation;
DOI:10.1002/anie.200462298