Technology Process of (4R,6R,7R)-6,9-Bis-benzyloxy-1-{(2S,6S)-6-[(E)-5-(tert-butyl-diphenyl-silanyloxy)-pent-1-enyl]-2-methoxy-5,6-dihydro-2H-pyran-2-yl}-4-methyl-7-triethylsilanyloxy-nonan-3-one
There total 18 articles about (4R,6R,7R)-6,9-Bis-benzyloxy-1-{(2S,6S)-6-[(E)-5-(tert-butyl-diphenyl-silanyloxy)-pent-1-enyl]-2-methoxy-5,6-dihydro-2H-pyran-2-yl}-4-methyl-7-triethylsilanyloxy-nonan-3-one 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:
-
(4R,6R,7R)-2-Benzenesulfonyl-6,9-bis-benzyloxy-1-{(2S,6S)-6-[(E)-5-(tert-butyl-diphenyl-silanyloxy)-pent-1-enyl]-2-methoxy-5,6-dihydro-2H-pyran-2-yl}-4-methyl-7-triethylsilanyloxy-nonan-3-one;
With
disodium hydrogenphosphate;
In
tetrahydrofuran; methanol;
for 0.0833333h;
With
sodium amalgam;
In
tetrahydrofuran; methanol;
for 1h;
DOI:10.1039/b410092a
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: 88 percent / imidazole; DMAP / dimethylformamide / 18 h / 20 °C
2.1: 99 percent / LiBH4; MeOH / tetrahydrofuran / 4 h / 0 °C
3.1: 82 percent / DMAP; Et3N / CH2Cl2 / 2.75 h / -78 - 20 °C
4.1: NaH / dimethylformamide / 2.5 h / -50 - 20 °C
4.2: 24 percent / TBAF / tetrahydrofuran / 1 h
5.1: 99 percent / Et3N; DMAP / CH2Cl2 / 0.75 h / 0 °C
6.1: 89 percent / LiBH4; aq. NH4Cl / tetrahydrofuran / 3 h / 20 °C
7.1: 95 percent / TPAP; NMO; 4-Angstroem molecular sieves / CH2Cl2 / 0.5 h / 20 °C
8.1: LDA / tetrahydrofuran / 0.42 h / -78 °C
8.2: tetrahydrofuran / 0.42 h
9.1: 114 mg / NMO; TPAP; 4 Angstroem molecular sieves / CH2Cl2 / 4 h
10.1: Na2HPO4 / tetrahydrofuran; methanol / 0.08 h
10.2: Na/Hg / methanol; tetrahydrofuran / 1 h
With
1H-imidazole; methanol; dmap; disodium hydrogenphosphate; lithium borohydride; N-methyl-2-indolinone; tetrapropylammonium perruthennate; 4 A molecular sieve; sodium hydride; ammonium chloride; triethylamine; lithium diisopropyl amide;
In
tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
8.2: Julia coupling;
DOI:10.1039/b410092a
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: 99 percent / LiBH4; MeOH / tetrahydrofuran / 4 h / 0 °C
2.1: 82 percent / DMAP; Et3N / CH2Cl2 / 2.75 h / -78 - 20 °C
3.1: NaH / dimethylformamide / 2.5 h / -50 - 20 °C
3.2: 24 percent / TBAF / tetrahydrofuran / 1 h
4.1: 99 percent / Et3N; DMAP / CH2Cl2 / 0.75 h / 0 °C
5.1: 89 percent / LiBH4; aq. NH4Cl / tetrahydrofuran / 3 h / 20 °C
6.1: 95 percent / TPAP; NMO; 4-Angstroem molecular sieves / CH2Cl2 / 0.5 h / 20 °C
7.1: LDA / tetrahydrofuran / 0.42 h / -78 °C
7.2: tetrahydrofuran / 0.42 h
8.1: 114 mg / NMO; TPAP; 4 Angstroem molecular sieves / CH2Cl2 / 4 h
9.1: Na2HPO4 / tetrahydrofuran; methanol / 0.08 h
9.2: Na/Hg / methanol; tetrahydrofuran / 1 h
With
methanol; dmap; disodium hydrogenphosphate; lithium borohydride; N-methyl-2-indolinone; tetrapropylammonium perruthennate; 4 A molecular sieve; sodium hydride; ammonium chloride; triethylamine; lithium diisopropyl amide;
In
tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
7.2: Julia coupling;
DOI:10.1039/b410092a
![(4R,6R,7R)-2-Benzenesulfonyl-6,9-bis-benzyloxy-1-{(2S,6S)-6-[(E)-5-(tert-butyl-diphenyl-silanyloxy)-pent-1-enyl]-2-methoxy-5,6-dihydro-2H-pyran-2-yl}-4-methyl-7-triethylsilanyloxy-nonan-3-one](/Databaselist/images/loading.webp)
