Technology Process of 1H-Azepine-1-carboxylic acid,
6-ethyl-2-ethynylhexahydro-4-[(phenylmethoxy)methyl]-,
1,1-dimethylethyl ester, (4R,6R)-
There total 11 articles about 1H-Azepine-1-carboxylic acid,
6-ethyl-2-ethynylhexahydro-4-[(phenylmethoxy)methyl]-,
1,1-dimethylethyl ester, (4R,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:
-
(4R,6R)-4-Benzyloxymethyl-6-ethyl-2-methoxy-azepane-1-carboxylic acid tert-butyl ester; trimethylsilylacetylene;
With
n-butyllithium; dimethylaluminum chloride;
In
dichloromethane;
at -78 - 0 ℃;
With
tetrabutyl ammonium fluoride;
DOI:10.1016/S0040-4039(01)01538-6
- Guidance literature:
-
Multi-step reaction with 11 steps
1.1: 93 percent / OsO4; 4-methylmorpholine N-oxide
2.1: 57 percent / Irradiation
3.1: 99 percent / H2 / PtO2 / ethyl acetate
4.1: NaIO4
4.2: NaBH4
5.1: Et3N
6.1: NaN3 / dimethylformamide / 80 °C
7.1: 95 percent / H2; NH3 / Pd-C / methanol
8.1: 84 percent / NaH / tetrahydrofuran
9.1: 100 percent / t-BuLi / -78 °C
10.1: LiEt3BH / -78 °C
10.2: 78 percent / HCl
11.1: BuLi; Me2AlCl / CH2Cl2 / -78 - 0 °C
11.2: 75 percent / TBAF
With
sodium periodate; osmium(VIII) oxide; n-butyllithium; sodium azide; ammonia; hydrogen; tert.-butyl lithium; dimethylaluminum chloride; sodium hydride; lithium triethylborohydride; 4-methylmorpholine N-oxide; triethylamine;
platinum(IV) oxide; palladium on activated charcoal;
In
tetrahydrofuran; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(01)01538-6
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: Et3N
2.1: NaN3 / dimethylformamide / 80 °C
3.1: 95 percent / H2; NH3 / Pd-C / methanol
4.1: 84 percent / NaH / tetrahydrofuran
5.1: 100 percent / t-BuLi / -78 °C
6.1: LiEt3BH / -78 °C
6.2: 78 percent / HCl
7.1: BuLi; Me2AlCl / CH2Cl2 / -78 - 0 °C
7.2: 75 percent / TBAF
With
n-butyllithium; sodium azide; ammonia; hydrogen; tert.-butyl lithium; dimethylaluminum chloride; sodium hydride; lithium triethylborohydride; triethylamine;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(01)01538-6
