Technology Process of (3S,4S)-1-benzenesulfonyl-7-methoxymethoxy-5-oxo-(3,4)-[N-(9-phenylfluoren-9-yl)aziridino]-1,2,3,4,5,6-hexahydrobenzo[b]azocine-9-carbaldehyde
There total 9 articles about (3S,4S)-1-benzenesulfonyl-7-methoxymethoxy-5-oxo-(3,4)-[N-(9-phenylfluoren-9-yl)aziridino]-1,2,3,4,5,6-hexahydrobenzo[b]azocine-9-carbaldehyde which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(3S,4S)-1-benzenesulfonyl-5-hydroxy-7-methoxymethoxy-(3,4)-[N-(9-phenylfluoren-9-yl)aziridino]-1,2,3,4,5,6-hexahydrobenzo[1,2-b]azocin-9-methanol;
With
oxalyl dichloride; dimethyl sulfoxide;
In
dichloromethane;
at -78 ℃;
for 3h;
With
triethylamine;
In
dichloromethane;
at -78 ℃;
for 0.166667h;
Further stages.;
DOI:10.1021/jo0206521
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: 75 percent / thionyl chloride / benzene / 3 h / Heating
2.1: 76 percent / pyridine / 14 h / 65 °C
3.1: 72 percent / KHMDS / tetrahydrofuran / 2 h / -20 - 3 °C
4.1: 97 percent / LiAlH4 / tetrahydrofuran / 0.33 h
5.1: oxalyl chloride; DMSO / CH2Cl2 / 3 h / -78 °C
5.2: 94 percent / triethylamine / CH2Cl2 / 0.17 h / -78 °C
With
pyridine; lithium aluminium tetrahydride; thionyl chloride; oxalyl dichloride; potassium hexamethylsilazane; dimethyl sulfoxide;
In
tetrahydrofuran; dichloromethane; benzene;
5.1: Swern oxidation;
DOI:10.1021/jo0206521
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: H2 / 10percent Pd/C / methanol / 20 °C
2.1: K3PO4; Pb(NO3)2 / acetonitrile / 36 h / 20 °C
2.2: 16.26 g / hydrochloric acid / methanol; H2O / 1 h / Heating
3.1: 76 percent / pyridine / 14 h / 65 °C
4.1: 72 percent / KHMDS / tetrahydrofuran / 2 h / -20 - 3 °C
5.1: 97 percent / LiAlH4 / tetrahydrofuran / 0.33 h
6.1: oxalyl chloride; DMSO / CH2Cl2 / 3 h / -78 °C
6.2: 94 percent / triethylamine / CH2Cl2 / 0.17 h / -78 °C
With
pyridine; potassium phosphate; lithium aluminium tetrahydride; lead(II) nitrate; oxalyl dichloride; hydrogen; potassium hexamethylsilazane; dimethyl sulfoxide;
10percent Pd/C;
In
tetrahydrofuran; methanol; dichloromethane; acetonitrile;
6.1: Swern oxidation;
DOI:10.1021/jo0206521