Technology Process of 3-(benzyloxy)-2,5-bis(benzoylamino)-6-[(2S)-2,3-dihydroxypropyl]benzonitrile
There total 11 articles about 3-(benzyloxy)-2,5-bis(benzoylamino)-6-[(2S)-2,3-dihydroxypropyl]benzonitrile 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
osmium(VIII) oxide; methanesulfonamide; potassium carbonate; 1,4-bis(9-O-dihydroquinidine)phthalazine; potassium hexacyanoferrate(III);
In
tetrahydrofuran; water;
for 16h;
Yield given. Yields of byproduct given. Title compound not separated from byproducts;
DOI:10.1021/ja953777e
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: 100 percent / NBS
2.1: 95 percent
3.1: 100 percent / Al-Hg
4.1: 96 percent
5.1: 84 percent / Pb(OAc)4 / 4 h / 25 °C
6.1: BF3*Et2O / CH2Cl2 / 0.5 h / -20 °C
6.2: 89 percent / CH2Cl2 / 3 h / -20 °C
7.1: K3Fe(CN)6; K2CO3; (DHQ)2-PHAL / OsO4 / tetrahydrofuran; H2O; toluene / 16 h / 0 °C
With
lead(IV) acetate; N-Bromosuccinimide; (DHQ)2-PHAL; aluminium amalgam; boron trifluoride diethyl etherate; potassium carbonate; potassium hexacyanoferrate(III);
osmium(VIII) oxide;
In
tetrahydrofuran; dichloromethane; water; toluene;
1.1: Bromination / 2.1: Substitution / 3.1: Reduction / 4.1: Acylation / 5.1: Oxidation / 6.1: Addition / 6.2: Addition / 7.1: hydroxylation;
DOI:10.1021/ja962431g
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: 95 percent
2.1: 100 percent / Al-Hg
3.1: 96 percent
4.1: 84 percent / Pb(OAc)4 / 4 h / 25 °C
5.1: BF3*Et2O / CH2Cl2 / 0.5 h / -20 °C
5.2: 89 percent / CH2Cl2 / 3 h / -20 °C
6.1: K3Fe(CN)6; K2CO3; (DHQ)2-PHAL / OsO4 / tetrahydrofuran; H2O; toluene / 16 h / 0 °C
With
lead(IV) acetate; (DHQ)2-PHAL; aluminium amalgam; boron trifluoride diethyl etherate; potassium carbonate; potassium hexacyanoferrate(III);
osmium(VIII) oxide;
In
tetrahydrofuran; dichloromethane; water; toluene;
1.1: Substitution / 2.1: Reduction / 3.1: Acylation / 4.1: Oxidation / 5.1: Addition / 5.2: Addition / 6.1: hydroxylation;
DOI:10.1021/ja962431g