Technology Process of (3S,4S,5S,6S,7S)-6-(benzyloxy)-3,5-dimethyl-4-hydroxy-7,8-(isopropylidenedioxy)oct-1-ene
There total 9 articles about (3S,4S,5S,6S,7S)-6-(benzyloxy)-3,5-dimethyl-4-hydroxy-7,8-(isopropylidenedioxy)oct-1-ene 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 7 steps
1: 1.) O3, 2.) Me2S / 1.) CH2Cl2
2: LiAlH4 / tetrahydrofuran
3: Pb(OAc)4
4: 1.) 4 Angstroem molecular sieves / 1.) toluene, 30 min, 2.) toluene, a) -78 deg C, 2 h, b) RT, 15 h
5: 89 percent / NaH / dimethylformamide / 2 h / Ambient temperature
6: 1.) O3, 2.) Me2S / 1.) MeOH, -78 deg C, 30 min, 2.) MeOH, RT
7: 1.) 4 Angstroem molecular sieves, 3.) NaBH4
With
lead(IV) acetate; sodium tetrahydroborate; lithium aluminium tetrahydride; dimethylsulfide; 4 A molecular sieve; sodium hydride; ozone;
In
tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1021/ja00059a024
- Guidance literature:
-
Multi-step reaction with 5 steps
1: Pb(OAc)4
2: 1.) 4 Angstroem molecular sieves / 1.) toluene, 30 min, 2.) toluene, a) -78 deg C, 2 h, b) RT, 15 h
3: 89 percent / NaH / dimethylformamide / 2 h / Ambient temperature
4: 1.) O3, 2.) Me2S / 1.) MeOH, -78 deg C, 30 min, 2.) MeOH, RT
5: 1.) 4 Angstroem molecular sieves, 3.) NaBH4
With
lead(IV) acetate; sodium tetrahydroborate; dimethylsulfide; 4 A molecular sieve; sodium hydride; ozone;
In
N,N-dimethyl-formamide;
DOI:10.1021/ja00059a024
- Guidance literature:
-
Multi-step reaction with 6 steps
1: LiAlH4 / tetrahydrofuran
2: Pb(OAc)4
3: 1.) 4 Angstroem molecular sieves / 1.) toluene, 30 min, 2.) toluene, a) -78 deg C, 2 h, b) RT, 15 h
4: 89 percent / NaH / dimethylformamide / 2 h / Ambient temperature
5: 1.) O3, 2.) Me2S / 1.) MeOH, -78 deg C, 30 min, 2.) MeOH, RT
6: 1.) 4 Angstroem molecular sieves, 3.) NaBH4
With
lead(IV) acetate; sodium tetrahydroborate; lithium aluminium tetrahydride; dimethylsulfide; 4 A molecular sieve; sodium hydride; ozone;
In
tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1021/ja00059a024