Technology Process of 3,5-O-benzylidene-1-O-[tert-butyl(dimethyl)silyl]-2,4,7,8-tetradeoxy-2,4,8-trimethyl-6-C-methyl-6-O-(triethylsilyl)-L-threo-L-ido-nonitol
There total 9 articles about 3,5-O-benzylidene-1-O-[tert-butyl(dimethyl)silyl]-2,4,7,8-tetradeoxy-2,4,8-trimethyl-6-C-methyl-6-O-(triethylsilyl)-L-threo-L-ido-nonitol which
guide to synthetic route it.
The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:
synthetic route:
- Guidance literature:
-
With
phosphate buffer; 2,3-dicyano-5,6-dichloro-p-benzoquinone;
In
dichloromethane;
at 0 ℃;
for 2h;
pH=7;
DOI:10.1002/anie.200500172
- Guidance literature:
-
Multi-step reaction with 8 steps
1: 1.20 g / EtMgBr / CH2Cl2; diethyl ether; propan-2-ol / 0 - 20 °C
2: 82 percent / TPAP; NMO; 4 Angstroem molecular sieves / CH2Cl2 / 2 h / 20 °C
3: 64 percent / t-BuLi; MgBr2 / diethyl ether; pentane; various solvents / 1 h / -78 °C
4: 93 percent / 2,6-lutidine / CH2Cl2 / 1 h / 0 °C
5: 89 percent / Raney-Ni; boric acid; H2 / methanol; H2O / 2 h / 20 °C
6: 60 percent / Zn(BH4)2 / diethyl ether; CH2Cl2 / -78 - -30 °C
7: 87 percent / CSA / toluene / 1.5 h / 20 °C / 7.5 Torr
8: 85 percent / DDQ; aq. phosphate buffer / CH2Cl2 / 2 h / 0 °C / pH 7
With
2,6-dimethylpyridine; N-methyl-2-indolinone; phosphate buffer; tetrapropylammonium perruthennate; zinc(II) tetrahydroborate; 4 A molecular sieve; camphor-10-sulfonic acid; ethylmagnesium bromide; hydrogen; tert.-butyl lithium; boric acid; nickel; 2,3-dicyano-5,6-dichloro-p-benzoquinone; magnesium bromide;
In
methanol; diethyl ether; dichloromethane; various solvents; water; isopropyl alcohol; toluene; pentane;
DOI:10.1002/anie.200500172
- Guidance literature:
-
Multi-step reaction with 6 steps
1: 64 percent / t-BuLi; MgBr2 / diethyl ether; pentane; various solvents / 1 h / -78 °C
2: 93 percent / 2,6-lutidine / CH2Cl2 / 1 h / 0 °C
3: 89 percent / Raney-Ni; boric acid; H2 / methanol; H2O / 2 h / 20 °C
4: 60 percent / Zn(BH4)2 / diethyl ether; CH2Cl2 / -78 - -30 °C
5: 87 percent / CSA / toluene / 1.5 h / 20 °C / 7.5 Torr
6: 85 percent / DDQ; aq. phosphate buffer / CH2Cl2 / 2 h / 0 °C / pH 7
With
2,6-dimethylpyridine; phosphate buffer; zinc(II) tetrahydroborate; camphor-10-sulfonic acid; hydrogen; tert.-butyl lithium; boric acid; nickel; 2,3-dicyano-5,6-dichloro-p-benzoquinone; magnesium bromide;
In
methanol; diethyl ether; dichloromethane; various solvents; water; toluene; pentane;
DOI:10.1002/anie.200500172