Technology Process of ((1S,11R,13R,15R)-15-Benzyloxy-7-methoxymethoxy-9-oxo-10,17-dioxa-tricyclo[11.3.1.03,8]heptadeca-3(8),4,6-trien-11-yl)-acetaldehyde
There total 18 articles about ((1S,11R,13R,15R)-15-Benzyloxy-7-methoxymethoxy-9-oxo-10,17-dioxa-tricyclo[11.3.1.03,8]heptadeca-3(8),4,6-trien-11-yl)-acetaldehyde 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
sodium periodate;
In
tetrahydrofuran;
at 20 ℃;
for 2h;
DOI:10.1021/ja037957x
- Guidance literature:
-
Multi-step reaction with 12 steps
1.1: 93 percent / TfOH / diethyl ether / 4 h / 20 °C
2.1: 95 percent / HCl / methanol / 0.17 h / 20 °C
3.1: 93 percent / PCC / CH2Cl2 / 4 h
4.1: LHMDS / tetrahydrofuran / -78 - 25 °C
4.2: tetrahydrofuran / 18 h / -78 - 25 °C
5.1: 1.19 g / Hg(OAc)2; aq. KI / tetrahydrofuran; H2O / 0.5 h
6.1: 75 percent / diethyl ether / 4 h / -78 °C
7.1: 95 percent / aq. LiOH*H2O / methanol; tetrahydrofuran / 6 h / Heating
8.1: 80 percent / Et3N / acetone / 48 h / 52 °C
9.1: 90 percent / Bu4NI; aq. NaOH / CH2Cl2 / 3 h / 20 °C
10.1: 63 percent / NaH / tetrahydrofuran / 4 h / Heating
11.1: NMO; OsO4 / acetone; H2O; toluene / 4 h / 20 °C
12.1: aq. NaIO4 / tetrahydrofuran / 2 h / 20 °C
With
hydrogenchloride; lithium hydroxide; sodium hydroxide; sodium periodate; osmium(VIII) oxide; N-methyl-2-indolinone; trifluorormethanesulfonic acid; mercury(II) diacetate; tetra-(n-butyl)ammonium iodide; sodium hydride; triethylamine; pyridinium chlorochromate; potassium iodide; lithium hexamethyldisilazane;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; acetone; toluene;
DOI:10.1021/ja037957x
- Guidance literature:
-
Multi-step reaction with 5 steps
1: 80 percent / Et3N / acetone / 48 h / 52 °C
2: 90 percent / Bu4NI; aq. NaOH / CH2Cl2 / 3 h / 20 °C
3: 63 percent / NaH / tetrahydrofuran / 4 h / Heating
4: NMO; OsO4 / acetone; H2O; toluene / 4 h / 20 °C
5: aq. NaIO4 / tetrahydrofuran / 2 h / 20 °C
With
sodium hydroxide; sodium periodate; osmium(VIII) oxide; N-methyl-2-indolinone; tetra-(n-butyl)ammonium iodide; sodium hydride; triethylamine;
In
tetrahydrofuran; dichloromethane; water; acetone; toluene;
DOI:10.1021/ja037957x
![(1S,11S,13R,15R)-15-Benzyloxy-11-(2,3-dihydroxy-propyl)-7-methoxymethoxy-10,17-dioxa-tricyclo[11.3.1.0<sup>3,8</sup>]heptadeca-3<sup>(8)</sup>,4,6-trien-9-one](/Databaselist/images/loading.webp)
