Technology Process of (2R,3R,4R,5R)-N1-[(1S,2R)-2-hydroxy-2,3-dihydro-1H-inden-1-yl]-N6-[(2S,4S)-2-(hydroxymethyl)tetrahydrofuran-4-yl]-2,5-dibenzyloxy-3,4-dihydroxyhexanediamide
There total 11 articles about (2R,3R,4R,5R)-N1-[(1S,2R)-2-hydroxy-2,3-dihydro-1H-inden-1-yl]-N6-[(2S,4S)-2-(hydroxymethyl)tetrahydrofuran-4-yl]-2,5-dibenzyloxy-3,4-dihydroxyhexanediamide which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: 96 percent / 1,2-dichloro-ethane / 1.5 h / Heating
2.1: 100 percent / Bu3SnH; AIBN / toluene / 2 h / Heating
3.1: 85 percent / Et3SiH; BF3*OEt2 / CH2Cl2 / 1 h / 0 °C
4.1: diisopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 0.17 h / -5 °C
4.2: 100 percent / diphenyl phosphorazidate / tetrahydrofuran / -5 - 20 °C
5.1: 93 percent / hydrogen / Pd/C / ethyl acetate / 20 °C / atmospheric pressure
6.1: 77 percent / MeOH; sodium / 6 h / 20 °C
7.1: aq. HCl / ethyl acetate / 1 h / 20 °C
8.1: 29 percent / triethylamine / 1,2-dichloro-ethane / 16 h / Heating
With
hydrogenchloride; methanol; triethylsilane; 2,2'-azobis(isobutyronitrile); di-isopropyl azodicarboxylate; boron trifluoride diethyl etherate; hydrogen; tri-n-butyl-tin hydride; sodium; triethylamine; triphenylphosphine;
palladium on activated charcoal;
In
tetrahydrofuran; dichloromethane; ethyl acetate; 1,2-dichloro-ethane; toluene;
2.1: Barton-McCombie reaction / 4.1: Mitsunobu reaction / 4.2: Mitsunobu reaction / 6.1: Zemplen reaction;
DOI:10.1016/S0968-0896(02)00535-7
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: 85 percent / Et3SiH; BF3*OEt2 / CH2Cl2 / 1 h / 0 °C
2.1: diisopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 0.17 h / -5 °C
2.2: 100 percent / diphenyl phosphorazidate / tetrahydrofuran / -5 - 20 °C
3.1: 93 percent / hydrogen / Pd/C / ethyl acetate / 20 °C / atmospheric pressure
4.1: 77 percent / MeOH; sodium / 6 h / 20 °C
5.1: aq. HCl / ethyl acetate / 1 h / 20 °C
6.1: 29 percent / triethylamine / 1,2-dichloro-ethane / 16 h / Heating
With
hydrogenchloride; methanol; triethylsilane; di-isopropyl azodicarboxylate; boron trifluoride diethyl etherate; hydrogen; sodium; triethylamine; triphenylphosphine;
palladium on activated charcoal;
In
tetrahydrofuran; dichloromethane; ethyl acetate; 1,2-dichloro-ethane;
2.1: Mitsunobu reaction / 2.2: Mitsunobu reaction / 4.1: Zemplen reaction;
DOI:10.1016/S0968-0896(02)00535-7
