Technology Process of Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-5-acetylamino-6-((1R,2S,3S)-4-allyloxy-2,3-bis-benzyloxy-1-benzyloxymethyl-butoxy)-tetrahydro-pyran-4-yl ester
There total 7 articles about Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-5-acetylamino-6-((1R,2S,3S)-4-allyloxy-2,3-bis-benzyloxy-1-benzyloxymethyl-butoxy)-tetrahydro-pyran-4-yl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 6 steps
1: pyridine
2: 82 percent / 33percent hydrobromic acid / CH2Cl2; acetic acid / 0.5 h / 0 °C
3: 87 percent / acetic acid / 0.75 h / Ambient temperature
4: 83 percent / 5 Angstroem molecular sieves / trimethylsilyl triflate / CH2Cl2 / 16 h / -35 °C
5: dimethyl malonate / Pd(PPh3)4 / tetrahydrofuran / 24 h / Ambient temperature
6: pyridine
With
pyridine; 5A molecular sieve; hydrogen bromide; malonic acid dimethyl ester;
tetrakis(triphenylphosphine) palladium(0); trimethylsilyl trifluoromethanesulfonate;
In
tetrahydrofuran; dichloromethane; acetic acid;
- Guidance literature:
-
Multi-step reaction with 7 steps
1: 1.) NaOMe; 2.) Et3N / 1.) MeOH, r.t., 10 min; 2.) MeOH, r.t., 3 h
2: pyridine
3: 82 percent / 33percent hydrobromic acid / CH2Cl2; acetic acid / 0.5 h / 0 °C
4: 87 percent / acetic acid / 0.75 h / Ambient temperature
5: 83 percent / 5 Angstroem molecular sieves / trimethylsilyl triflate / CH2Cl2 / 16 h / -35 °C
6: dimethyl malonate / Pd(PPh3)4 / tetrahydrofuran / 24 h / Ambient temperature
7: pyridine
With
pyridine; 5A molecular sieve; hydrogen bromide; sodium methylate; triethylamine; malonic acid dimethyl ester;
tetrakis(triphenylphosphine) palladium(0); trimethylsilyl trifluoromethanesulfonate;
In
tetrahydrofuran; dichloromethane; acetic acid;
- Guidance literature:
-
Multi-step reaction with 4 steps
1: 87 percent / acetic acid / 0.75 h / Ambient temperature
2: 83 percent / 5 Angstroem molecular sieves / trimethylsilyl triflate / CH2Cl2 / 16 h / -35 °C
3: dimethyl malonate / Pd(PPh3)4 / tetrahydrofuran / 24 h / Ambient temperature
4: pyridine
With
pyridine; 5A molecular sieve; malonic acid dimethyl ester;
tetrakis(triphenylphosphine) palladium(0); trimethylsilyl trifluoromethanesulfonate;
In
tetrahydrofuran; dichloromethane; acetic acid;