Technology Process of (4R,8R,11S,18S)-4-benzyl-18-[(2S)-butan-2-yl]-11-methyl-6,13-dioxa-20-thia-3,10,17,22,23,24-hexaazatetracyclo[17.2.1.1~5,8~.1~12,15~]tetracosa-1(21),5(24),12(23),14,19(22)-pentaene-2,9,16-trione
There total 27 articles about (4R,8R,11S,18S)-4-benzyl-18-[(2S)-butan-2-yl]-11-methyl-6,13-dioxa-20-thia-3,10,17,22,23,24-hexaazatetracyclo[17.2.1.1~5,8~.1~12,15~]tetracosa-1(21),5(24),12(23),14,19(22)-pentaene-2,9,16-trione 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:
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![(4S,11R,14R,17S)-11-Benzyl-4-((R)-sec-butyl)-14-hydroxymethyl-17-methyl-19-oxa-6-thia-3,10,13,16,21,22-hexaaza-tricyclo[16.2.1.1<sup>5,8</sup>]docosa-1<sup>(20)</sup>,5<sup>(22)</sup>,7,18<sup>(21)</sup>-tetraene-2,9,12,15-tetraone](/Databaselist/images/loading.webp)
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(4S,11R,14R,17S)-11-Benzyl-4-((R)-sec-butyl)-14-hydroxymethyl-17-methyl-19-oxa-6-thia-3,10,13,16,21,22-hexaaza-tricyclo[16.2.1.15,8]docosa-1(20),5(22),7,18(21)-tetraene-2,9,12,15-tetraone
- Guidance literature:
-
With
Burgess Reagent;
In
tetrahydrofuran;
at 66 ℃;
for 0.5h;
DOI:10.1016/S0040-4039(98)00404-3
- Guidance literature:
-
Multi-step reaction with 12 steps
1: 98 percent / DCC, HOBt, NMM / CH2Cl2 / 18 h / 0 - 20 °C
2: imidazole / dimethylformamide / 18 h / 0 °C
3: Lawessons's reagent / benzene / 18 h / 80 °C
4: TBAF / tetrahydrofuran / 1.5 h / Ambient temperature
5: 66 percent / Burgess' reagent / tetrahydrofuran / 0.5 h / 66 °C
6: 94 percent / BrCCl3, DBU / CH2Cl2 / 18 h / 0 - 20 °C
8: EDC, HOBt / tetrahydrofuran / 18 h / 0 - 20 °C
9: LiOH / H2O; tetrahydrofuran / 1.5 h / Ambient temperature
10: TFA / CH2Cl2 / 1 h / Ambient temperature
11: 55 percent / dipenylphosphoryl azide, Hunig's base / tetrahydrofuran / 96 h / high dilution
12: 50 percent / Burgess' reagent / tetrahydrofuran / 0.5 h / 67 °C
With
Lawessons reagent; 4-methyl-morpholine; 1H-imidazole; lithium hydroxide; Burgess Reagent; Bromotrichloromethane; diphenyl phosphoryl azide; tetrabutyl ammonium fluoride; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; 1,8-diazabicyclo[5.4.0]undec-7-ene; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid;
In
tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; benzene;
DOI:10.1016/S0040-4039(98)00404-3
