Technology Process of {(2R,3R,4S)-4-Benzyloxy-2-[(Z)-3-((2R,4S,4aR,6R,7R,8aR)-7-benzyloxy-6-benzyloxymethyl-4-chloro-octahydro-pyrano[3,2-b]pyran-2-yl)-allyl]-tetrahydro-pyran-3-yloxy}-tert-butyl-dimethyl-silane
There total 32 articles about {(2R,3R,4S)-4-Benzyloxy-2-[(Z)-3-((2R,4S,4aR,6R,7R,8aR)-7-benzyloxy-6-benzyloxymethyl-4-chloro-octahydro-pyrano[3,2-b]pyran-2-yl)-allyl]-tetrahydro-pyran-3-yloxy}-tert-butyl-dimethyl-silane which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 9 steps
1: 2,6-lutidine / CH2Cl2 / -78 °C
2: n-BuLi / tetrahydrofuran; hexamethylphosphoric acid triamide / -78 °C
3: 100 percent / K2CO3 / methanol / 20 °C
4: n-BuLi / tetrahydrofuran; hexamethylphosphoric acid triamide / -78 °C
5: Et3SiH; BF3*OEt2 / CH2Cl2 / -30 °C
6: H2 / Lindlar catalyst / methanol / 20 °C
7: DDQ / CH2Cl2; aq. phosphate buffer / 20 °C / pH 7.0
8: PPh3; CCl4 / Heating
With
2,6-dimethylpyridine; triethylsilane; tetrachloromethane; n-butyllithium; boron trifluoride diethyl etherate; hydrogen; potassium carbonate; triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone;
Lindlar's catalyst;
In
tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; phosphate buffer; dichloromethane;
DOI:10.1016/S0040-4039(01)01067-X
- Guidance literature:
-
Multi-step reaction with 13 steps
1: (COCl)2; DMSO; Et3N / CH2Cl2 / -78 - 0 °C
2: L-selectride / tetrahydrofuran / -78 °C
3: NaH / dimethylformamide / 0 - 20 °C
4: p-TsOH / methanol / 20 °C
5: 2,6-lutidine / CH2Cl2 / -78 °C
6: n-BuLi / tetrahydrofuran; hexamethylphosphoric acid triamide / -78 °C
7: 100 percent / K2CO3 / methanol / 20 °C
8: n-BuLi / tetrahydrofuran; hexamethylphosphoric acid triamide / -78 °C
9: Et3SiH; BF3*OEt2 / CH2Cl2 / -30 °C
10: H2 / Lindlar catalyst / methanol / 20 °C
11: DDQ / CH2Cl2; aq. phosphate buffer / 20 °C / pH 7.0
12: PPh3; CCl4 / Heating
With
2,6-dimethylpyridine; triethylsilane; tetrachloromethane; n-butyllithium; oxalyl dichloride; boron trifluoride diethyl etherate; hydrogen; L-Selectride; sodium hydride; potassium carbonate; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone;
Lindlar's catalyst;
In
tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; phosphate buffer; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(01)01067-X
- Guidance literature:
-
Multi-step reaction with 14 steps
1: 100 percent / PPTS / dimethylformamide / 20 °C
2: (COCl)2; DMSO; Et3N / CH2Cl2 / -78 - 0 °C
3: L-selectride / tetrahydrofuran / -78 °C
4: NaH / dimethylformamide / 0 - 20 °C
5: p-TsOH / methanol / 20 °C
6: 2,6-lutidine / CH2Cl2 / -78 °C
7: n-BuLi / tetrahydrofuran; hexamethylphosphoric acid triamide / -78 °C
8: 100 percent / K2CO3 / methanol / 20 °C
9: n-BuLi / tetrahydrofuran; hexamethylphosphoric acid triamide / -78 °C
10: Et3SiH; BF3*OEt2 / CH2Cl2 / -30 °C
11: H2 / Lindlar catalyst / methanol / 20 °C
12: DDQ / CH2Cl2; aq. phosphate buffer / 20 °C / pH 7.0
13: PPh3; CCl4 / Heating
With
2,6-dimethylpyridine; triethylsilane; tetrachloromethane; n-butyllithium; oxalyl dichloride; boron trifluoride diethyl etherate; hydrogen; pyridinium p-toluenesulfonate; L-Selectride; sodium hydride; potassium carbonate; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone;
Lindlar's catalyst;
In
tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; phosphate buffer; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(01)01067-X
