Technology Process of (1R,3S,4S,6S,8S)-4-(tert-butyldimethylsilyloxy)-8-(4-methoxybenzyloxy)-1,3,6,9,9-pentamethyl-2-oxodecyl benzoate
There total 10 articles about (1R,3S,4S,6S,8S)-4-(tert-butyldimethylsilyloxy)-8-(4-methoxybenzyloxy)-1,3,6,9,9-pentamethyl-2-oxodecyl benzoate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 8 steps
1: tetrahydrofuran / 0.5 h / 0 °C
2: pyridine; DMAP / 24 h / 50 °C
3: PdCl2(CH3CN)2 / tetrahydrofuran / 2 h / 20 °C
4: 3.29 g / K2CO3 / methanol / 1.5 h / 0 °C
5: 100 percent / H2 / Ru(OAc)2[(S)-binap] / methanol / 24 h / 50 °C
6: 96 percent / oxalyl chloride; DMSO; Et3N / CH2Cl2 / -78 - 0 °C
7: (c-hex)2BCl; Me2NEt / diethyl ether / 15 h / -78 - -20 °C
8: 894 mg / 2,6-lutidine / CH2Cl2 / 0.5 h / 0 °C
With
pyridine; 2,6-dimethylpyridine; dmap; oxalyl dichloride; N,N-dimethyl-ethanamine; dicyclohexylboron chloride; hydrogen; potassium carbonate; dimethyl sulfoxide; triethylamine;
dichloro bis(acetonitrile) palladium(II); Ru(OCOCH3)2{(S)-2,2'-bis(diphenylphosphino)-1,1'-dinaphthyl)};
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane;
6: Swern oxidation / 7: aldol reaction;
DOI:10.1021/ol052907d
- Guidance literature:
-
Multi-step reaction with 7 steps
1: pyridine; DMAP / 24 h / 50 °C
2: PdCl2(CH3CN)2 / tetrahydrofuran / 2 h / 20 °C
3: 3.29 g / K2CO3 / methanol / 1.5 h / 0 °C
4: 100 percent / H2 / Ru(OAc)2[(S)-binap] / methanol / 24 h / 50 °C
5: 96 percent / oxalyl chloride; DMSO; Et3N / CH2Cl2 / -78 - 0 °C
6: (c-hex)2BCl; Me2NEt / diethyl ether / 15 h / -78 - -20 °C
7: 894 mg / 2,6-lutidine / CH2Cl2 / 0.5 h / 0 °C
With
pyridine; 2,6-dimethylpyridine; dmap; oxalyl dichloride; N,N-dimethyl-ethanamine; dicyclohexylboron chloride; hydrogen; potassium carbonate; dimethyl sulfoxide; triethylamine;
dichloro bis(acetonitrile) palladium(II); Ru(OCOCH3)2{(S)-2,2'-bis(diphenylphosphino)-1,1'-dinaphthyl)};
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane;
5: Swern oxidation / 6: aldol reaction;
DOI:10.1021/ol052907d
- Guidance literature:
-
Multi-step reaction with 4 steps
1: 100 percent / H2 / Ru(OAc)2[(S)-binap] / methanol / 24 h / 50 °C
2: 96 percent / oxalyl chloride; DMSO; Et3N / CH2Cl2 / -78 - 0 °C
3: (c-hex)2BCl; Me2NEt / diethyl ether / 15 h / -78 - -20 °C
4: 894 mg / 2,6-lutidine / CH2Cl2 / 0.5 h / 0 °C
With
2,6-dimethylpyridine; oxalyl dichloride; N,N-dimethyl-ethanamine; dicyclohexylboron chloride; hydrogen; dimethyl sulfoxide; triethylamine;
Ru(OCOCH3)2{(S)-2,2'-bis(diphenylphosphino)-1,1'-dinaphthyl)};
In
methanol; diethyl ether; dichloromethane;
2: Swern oxidation / 3: aldol reaction;
DOI:10.1021/ol052907d
