Technology Process of (1'S,6R,3aR,6aR)-6-[2'-t-butyldiphenylsilyloxy-1'-(4-methoxybenzyloxy)ethyl]-3a-(4-methoxybenzyloxymethyl)-2-phenyl-6,6a-dihydro-3aH-furo[3,4-d]oxazol-4-one
There total 15 articles about (1'S,6R,3aR,6aR)-6-[2'-t-butyldiphenylsilyloxy-1'-(4-methoxybenzyloxy)ethyl]-3a-(4-methoxybenzyloxymethyl)-2-phenyl-6,6a-dihydro-3aH-furo[3,4-d]oxazol-4-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:
-
With
pyridine; dmap; trifluoromethanesulfonic acid anhydride;
In
1,2-dichloro-ethane;
at 83 ℃;
for 1h;
DOI:10.1021/ja0118338
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: 98 percent / imidazole
2.1: 67 percent / PCC; Cellite / CH2Cl2
3.1: 99 percent / FeCl3 / CH2Cl2 / 0 °C / 0.5 Torr
4.1: NaH / tetrahydrofuran / 25 °C / Irradiation
4.2: (η3-C3H5PdCl)2; (R,R)-1,2-(o-PPh2-C6H4-CO-NH)2-cyclohexane / tetrahydrofuran / 25 °C
4.3: 68 percent / tetrahydrofuran / 3 h / 0 °C
5.1: 96 percent / (+)-camphorsulfonic acid / diethyl ether / 72 h / 25 °C
6.1: 94 percent / aq. OsO4; NMO / CH2Cl2 / 12 h / 25 °C
7.1: 78 percent / peracetic acid; sodium bromide; sodium acetate / acetic acid / 2.5 h / 25 - 60 °C
8.1: 96 percent / (+)-camphorsulfonic acid / CH2Cl2 / 18 h / 25 °C
9.1: 98 percent / K2CO3 / methanol; diethyl ether / 0.5 h / 0 °C
10.1: 94 percent / trifluoromethanesulfonic anhydride; 4-DMAP; pyridine / 1,2-dichloro-ethane / 1 h / 83 °C
With
pyridine; 1H-imidazole; peracetic acid; dmap; osmium(VIII) oxide; N-methyl-2-indolinone; sodium acetate; silica gel; iron(III) chloride; sodium hydride; potassium carbonate; (+)-10-camphorsulfonic acid; trifluoromethanesulfonic acid anhydride; pyridinium chlorochromate; sodium bromide;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; acetic acid; 1,2-dichloro-ethane;
7.1: modified Fleming oxidation;
DOI:10.1021/ja0118338
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: 61 percent / tetrahydrofuran / 3 h / -78 - 0 °C
2.1: 94 percent / LiOH / tetrahydrofuran; H2O / 8 h / 25 °C
3.1: 97 percent / DCC / tetrahydrofuran / 12 h / 25 °C
4.1: NaH / tetrahydrofuran / 25 °C / Irradiation
4.2: (η3-C3H5PdCl)2; (R,R)-1,2-(o-PPh2-C6H4-CO-NH)2-cyclohexane / tetrahydrofuran / 25 °C
4.3: 68 percent / tetrahydrofuran / 3 h / 0 °C
5.1: 96 percent / (+)-camphorsulfonic acid / diethyl ether / 72 h / 25 °C
6.1: 94 percent / aq. OsO4; NMO / CH2Cl2 / 12 h / 25 °C
7.1: 78 percent / peracetic acid; sodium bromide; sodium acetate / acetic acid / 2.5 h / 25 - 60 °C
8.1: 96 percent / (+)-camphorsulfonic acid / CH2Cl2 / 18 h / 25 °C
9.1: 98 percent / K2CO3 / methanol; diethyl ether / 0.5 h / 0 °C
10.1: 94 percent / trifluoromethanesulfonic anhydride; 4-DMAP; pyridine / 1,2-dichloro-ethane / 1 h / 83 °C
With
pyridine; peracetic acid; dmap; lithium hydroxide; osmium(VIII) oxide; N-methyl-2-indolinone; sodium acetate; sodium hydride; potassium carbonate; (+)-10-camphorsulfonic acid; trifluoromethanesulfonic acid anhydride; dicyclohexyl-carbodiimide; sodium bromide;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; acetic acid; 1,2-dichloro-ethane;
7.1: modified Fleming oxidation;
DOI:10.1021/ja0118338
![N-[(3S,4S,5S)-5-[(S)-2-(tert-Butyl-diphenyl-silanyloxy)-1-(4-methoxy-benzyloxy)-ethyl]-4-hydroxy-3-(4-methoxy-benzyloxymethyl)-2-oxo-tetrahydro-furan-3-yl]-benzamide](/Databaselist/images/loading.webp)
