Technology Process of 3-<1'-<<1'(S),2'(R),3'(S),4'(R)>-3',4'--1'-methoxy-2'-<(tert-butyldimethylsilyl)oxy>pentyl>>-6,8,9-tris<(benzyloxy)methoxy>-1,2,3,4-tetrahydro-1(2H)-anthracenone
There total 20 articles about 3-<1'-<<1'(S),2'(R),3'(S),4'(R)>-3',4'--1'-methoxy-2'-<(tert-butyldimethylsilyl)oxy>pentyl>>-6,8,9-tris<(benzyloxy)methoxy>-1,2,3,4-tetrahydro-1(2H)-anthracenone 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:
-
Multi-step reaction with 8 steps
1: NaH / dimethylformamide
2: LiAlH4 / tetrahydrofuran
3: NBS / CHCl3 / Heating
4: n-BuLi, sec-BuLi / tetrahydrofuran / -78 °C
5: 1.) LDA, 2.) CH3SO2Cl, Et3N / 1.) THF, -78 degC
6: 1.) NaH, 2.) 9-BBN, 3.) H2O2, NaOH, 4.) (COCl)2 / 1.) DMF, 2.) THF, 4.) DMSO
7: 1.) KMnO4, 5percent KH2PO4 / 1.) t-BuOH
8: 1.) KO-t-Bu, 2.) 0.4M NaOH / 1.) C6H6, 23 degC, 2.) aq. EtOH, reflux
With
sodium hydroxide; potassium permanganate; potassium dihydrogenphosphate; N-Bromosuccinimide; lithium aluminium tetrahydride; 9-borabicyclo[3.3.1]nonane dimer; n-butyllithium; oxalyl dichloride; potassium tert-butylate; dihydrogen peroxide; sec.-butyllithium; sodium hydride; methanesulfonyl chloride; triethylamine; lithium diisopropyl amide;
In
tetrahydrofuran; chloroform; N,N-dimethyl-formamide;
DOI:10.1021/ja00258a077
- Guidance literature:
-
With
sodium hydroxide;
In
ethanol;
for 2h;
Yield given;
Heating;
DOI:10.1021/ja00190a036
- Guidance literature:
-
Multi-step reaction with 8 steps
1: NaH / dimethylformamide
2: LiAlH4 / tetrahydrofuran
3: NBS / CHCl3 / Heating
4: n-BuLi, sec-BuLi / tetrahydrofuran / -78 °C
5: 1.) LDA, 2.) CH3SO2Cl, Et3N / 1.) THF, -78 degC
6: 1.) NaH, 2.) 9-BBN, 3.) H2O2, NaOH, 4.) (COCl)2 / 1.) DMF, 2.) THF, 4.) DMSO
7: 1.) KMnO4, 5percent KH2PO4 / 1.) t-BuOH
8: 1.) KO-t-Bu, 2.) 0.4M NaOH / 1.) C6H6, 23 degC, 2.) aq. EtOH, reflux
With
sodium hydroxide; potassium permanganate; potassium dihydrogenphosphate; N-Bromosuccinimide; lithium aluminium tetrahydride; 9-borabicyclo[3.3.1]nonane dimer; n-butyllithium; oxalyl dichloride; potassium tert-butylate; dihydrogen peroxide; sec.-butyllithium; sodium hydride; methanesulfonyl chloride; triethylamine; lithium diisopropyl amide;
In
tetrahydrofuran; chloroform; N,N-dimethyl-formamide;
DOI:10.1021/ja00258a077