Technology Process of Methanesulfonic acid (R)-8-benzyloxycarbonylamino-4-methylene-tetradecyl ester
There total 6 articles about Methanesulfonic acid (R)-8-benzyloxycarbonylamino-4-methylene-tetradecyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(1-hexyl-but-3-enyl)-carbamic acid benzyl ester;
With
9-borabicyclo[3.3.1]nonane dimer; water;
In
tetrahydrofuran;
at 23 ℃;
for 1.66667h;
Methanesulfonic acid 4-iodo-pent-4-enyl ester;
With
triphenyl-arsane; water; caesium carbonate;
dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2;
In
tetrahydrofuran; N,N-dimethyl-formamide;
at 20 ℃;
for 4h;
Further stages.;
DOI:10.1021/ol0163171
- Guidance literature:
-
Multi-step reaction with 2 steps
1.1: TMSCl; NaI / acetonitrile; H2O / 2 h / 20 °C
1.2: 36 percent / Et3N / CH2Cl2 / 1 h / 20 °C
2.1: 9-BBN-H; water / tetrahydrofuran / 1.67 h / 23 °C
2.2: 64 percent / water; AsPh3; Cs2CO3 / Pd(dppf)Cl2:CH2Cl2 / dimethylformamide; tetrahydrofuran / 4 h / 20 °C
With
9-borabicyclo[3.3.1]nonane dimer; chloro-trimethyl-silane; water; sodium iodide;
In
tetrahydrofuran; water; acetonitrile;
2.1: B-alkyl Suzuki coupling / 2.2: B-alkyl Suzuki coupling;
DOI:10.1021/ol0163171
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: 90 percent / Et3N / CH2Cl2 / 2 h / 20 °C
2.1: 97 percent / NaN3 / hexamethylphosphoric acid triamide / 2 h / 40 °C
3.1: LAH / diethyl ether / 0.5 h / 20 °C
4.1: 0.446 g / K2CO3 / tetrahydrofuran / 3 h / 20 °C
5.1: 9-BBN-H; water / tetrahydrofuran / 1.67 h / 23 °C
5.2: 64 percent / water; AsPh3; Cs2CO3 / Pd(dppf)Cl2:CH2Cl2 / dimethylformamide; tetrahydrofuran / 4 h / 20 °C
With
lithium aluminium tetrahydride; 9-borabicyclo[3.3.1]nonane dimer; sodium azide; water; potassium carbonate; triethylamine;
In
tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; dichloromethane;
5.1: B-alkyl Suzuki coupling / 5.2: B-alkyl Suzuki coupling;
DOI:10.1021/ol0163171
