Technology Process of Bicyclo[3.1.0]hexane-2,6-dicarboxylic acid, 2-azido-6-fluoro-3-hydroxy-,
6-ethyl 2-(phenylmethyl) ester, (1R,2R,3R,5R,6R)-
There total 7 articles about Bicyclo[3.1.0]hexane-2,6-dicarboxylic acid, 2-azido-6-fluoro-3-hydroxy-,
6-ethyl 2-(phenylmethyl) ester, (1R,2R,3R,5R,6R)- 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:
-
(+)-(1R,1aR,1bS,4aR,5aR)-1-fluoro-3,3-dioxotetrahydro-2,4-dioxa-3λ6-thiacyclopropa[a]pentalene-1,1b-dicarboxylic acid 2-benzyl 6-ethyl ester;
With
sodium azide;
In
water; N,N-dimethyl-formamide;
at 50 ℃;
for 14h;
With
sulfuric acid;
In
diethyl ether;
at 20 ℃;
DOI:10.1021/jm0400294
- Guidance literature:
-
With
sulfuric acid;
In
diethyl ether; water;
at 20 ℃;
for 8h;
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: lithium bis(trimethylsilyl)amide / tetrahydrofuran; hexane / 1 h / -63 - 52 °C
1.2: 175 g / tetrahydrofuran; hexane / 2.5 h
2.1: 12.5 g / diisopropylethylamine; triphenylphosphine; Pd(OAc)2 / dimethylformamide / 20 °C
3.1: 91 percent / aq. N-methylmorpholine N-oxide; OsO4 / acetonitrile / 20 °C
4.1: SOCl2; Et3N / CH2Cl2 / cooling
5.1: 1.15 g / aq. NaIO4; RuCl3 / CCl4; acetonitrile / cooling
6.1: NaN3 / dimethylformamide; H2O / 14 h / 50 °C
6.2: 89 percent / aq. H2SO4 / diethyl ether / 20 °C
With
ruthenium trichloride; palladium diacetate; sodium periodate; osmium(VIII) oxide; thionyl chloride; sodium azide; 4-methylmorpholine N-oxide; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; lithium hexamethyldisilazane;
In
tetrahydrofuran; tetrachloromethane; hexane; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm0400294
![(+)-(1R,1aR,1bS,4aR,5aR)-1-fluoro-3,3-dioxotetrahydro-2,4-dioxa-3λ<sup>6</sup>-thiacyclopropa[a]pentalene-1,1b-dicarboxylic acid 2-benzyl 6-ethyl ester](/Databaselist/images/loading.webp)
