Technology Process of (3S,4S)-1-benzenesulfonyl-6-carbamoyloxymethyl-9-diethoxymethyl-7-methoxymethoxy-(3,4)-[N-(9-phenylfluoren-9-yl)aziridino]-1,2,3,4,5,6-hexahydrobenzo[b]azocin-5-ol
There total 14 articles about (3S,4S)-1-benzenesulfonyl-6-carbamoyloxymethyl-9-diethoxymethyl-7-methoxymethoxy-(3,4)-[N-(9-phenylfluoren-9-yl)aziridino]-1,2,3,4,5,6-hexahydrobenzo[b]azocin-5-ol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(3S,4S)-1-benzenesulfonyl-9-diethoxymethyl-6-hydroxymethyl-7-methoxymethoxy-(3,4)-[N-(9-phenylfluoren-9-yl)aziridino]-2,3,4,6-tetrahydro-1H-benzo[b]azocin-5-one; Trichloroacetyl isocyanate;
In
tetrahydrofuran;
at 0 - 20 ℃;
for 0.333333h;
With
sodium tetrahydroborate;
In
ethanol;
at 20 ℃;
for 22h;
Further stages.;
DOI:10.1021/jo0206521
- Guidance literature:
-
Multi-step reaction with 10 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
6.1: 93 percent / p-toluenesulfonic acid / tetrahydrofuran; ethanol / 5 h / 20 °C
7.1: Triton B / dimethylsulfoxide; methanol / 20 °C
7.2: 97 percent / dimethylsulfoxide; methanol / 1.5 h / 65 °C
8.1: 77 percent / tert-butyl hydroperoxide; Triton B / tetrahydrofuran; methanol / 0.33 h / 20 °C
9.1: 90 percent / H2; pyridine / 10percent Pd/C / methanol / 84 h / 3102.97 Torr
10.1: tetrahydrofuran / 0.33 h / 0 - 20 °C
10.2: 80 percent / NaBH4 / ethanol / 22 h / 20 °C
With
pyridine; tert.-butylhydroperoxide; lithium aluminium tetrahydride; thionyl chloride; oxalyl dichloride; hydrogen; N-benzyl-trimethylammonium hydroxide; potassium hexamethylsilazane; toluene-4-sulfonic acid; dimethyl sulfoxide;
10percent Pd/C;
In
tetrahydrofuran; methanol; ethanol; dichloromethane; dimethyl sulfoxide; benzene;
5.1: Swern oxidation;
DOI:10.1021/jo0206521
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: K3PO4; Pb(NO3)2 / acetonitrile / 36 h / 20 °C
1.2: 16.26 g / hydrochloric acid / methanol; H2O / 1 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
6.1: 93 percent / p-toluenesulfonic acid / tetrahydrofuran; ethanol / 5 h / 20 °C
7.1: Triton B / dimethylsulfoxide; methanol / 20 °C
7.2: 97 percent / dimethylsulfoxide; methanol / 1.5 h / 65 °C
8.1: 77 percent / tert-butyl hydroperoxide; Triton B / tetrahydrofuran; methanol / 0.33 h / 20 °C
9.1: 90 percent / H2; pyridine / 10percent Pd/C / methanol / 84 h / 3102.97 Torr
10.1: tetrahydrofuran / 0.33 h / 0 - 20 °C
10.2: 80 percent / NaBH4 / ethanol / 22 h / 20 °C
With
pyridine; tert.-butylhydroperoxide; potassium phosphate; lithium aluminium tetrahydride; lead(II) nitrate; oxalyl dichloride; hydrogen; N-benzyl-trimethylammonium hydroxide; potassium hexamethylsilazane; toluene-4-sulfonic acid; dimethyl sulfoxide;
10percent Pd/C;
In
tetrahydrofuran; methanol; ethanol; dichloromethane; dimethyl sulfoxide; acetonitrile;
5.1: Swern oxidation;
DOI:10.1021/jo0206521
![(3S,4S)-1-benzenesulfonyl-9-diethoxymethyl-6-hydroxymethyl-7-methoxymethoxy-(3,4)-[N-(9-phenylfluoren-9-yl)aziridino]-2,3,4,6-tetrahydro-1H-benzo[b]azocin-5-one](/Databaselist/images/loading.webp)
