Technology Process of 3-<1'-<<1'(S),2'(R),3'(S),4'(R)>-3',4'--1'-methoxy-2'-oxopentyl>>-6,8,9-tris<(benzyloxy)methoxy>-1,2,3,4-tetrahydro-1(2H)-anthracenone
There total 23 articles about 3-<1'-<<1'(S),2'(R),3'(S),4'(R)>-3',4'--1'-methoxy-2'-oxopentyl>>-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 10 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
9: 93 percent / Bu4NF / tetrahydrofuran / 23 °C
10: 90 percent / (COCl)2, DMSO
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; tetrabutyl ammonium fluoride; dihydrogen peroxide; sec.-butyllithium; sodium hydride; dimethyl sulfoxide; methanesulfonyl chloride; triethylamine; lithium diisopropyl amide;
In
tetrahydrofuran; chloroform; N,N-dimethyl-formamide;
DOI:10.1021/ja00258a077
- Guidance literature:
-
Multi-step reaction with 10 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
9: 93 percent / Bu4NF / tetrahydrofuran / 23 °C
10: 90 percent / (COCl)2, DMSO
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; tetrabutyl ammonium fluoride; dihydrogen peroxide; sec.-butyllithium; sodium hydride; dimethyl sulfoxide; methanesulfonyl chloride; triethylamine; lithium diisopropyl amide;
In
tetrahydrofuran; chloroform; N,N-dimethyl-formamide;
DOI:10.1021/ja00258a077