Technology Process of N-isovaleroyl-Phe-Nva <(2S,3R,4R,5R,6R)-1-cyclohexyl-3,4:6,7-di-O-isopropylidene-3,4,5,6,7-pentahydroxyhept-2-yl>amide
There total 16 articles about N-isovaleroyl-Phe-Nva <(2S,3R,4R,5R,6R)-1-cyclohexyl-3,4:6,7-di-O-isopropylidene-3,4,5,6,7-pentahydroxyhept-2-yl>amide 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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138606-67-4,138664-65-0
N-isovaleroyl-Phe-Nva <(2S,3R,4R,5R,6S)-1-cyclohexyl-3,4:6,7-di-O-isopropylidene-3,4,5,6,7-pentahydroxyhept-2-yl>amide
- Guidance literature:
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Multi-step reaction with 5 steps
1: 1.) Mg / 1.) Et2O, 2.) Et2O, reflux, 30 min
2: 55 percent / TiCl4 / toluene / 12 h
3: 97 percent / LiAlH4 / tetrahydrofuran / 24 h / 25 °C
4: 98 percent / ammonium formate / 10percent Pd/C / methanol / 1.5 h / Heating
5: 1.) pivaloyl chloride, N-ethylpiperidine, Et3N / 1.) CH2Cl2, RT, 10 min, 2.) CH2Cl2, RT, 20 h
With
1-ethyl-piperidine; lithium aluminium tetrahydride; ammonium formate; pivaloyl chloride; titanium tetrachloride; magnesium; triethylamine;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; toluene;
DOI:10.1021/jm00081a019
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7757-38-2,14131-84-1,23262-78-4,27108-13-0,33823-04-0,34685-42-2,57819-52-0,78039-08-4,78039-12-0,78964-16-6,94842-76-9,149342-31-4
2,3,5,6-di-O-isopropylidene-D-mannofuranose
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138606-67-4,138664-65-0
N-isovaleroyl-Phe-Nva <(2S,3R,4R,5R,6R)-1-cyclohexyl-3,4:6,7-di-O-isopropylidene-3,4,5,6,7-pentahydroxyhept-2-yl>amide
- Guidance literature:
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Multi-step reaction with 4 steps
1: 4-toluenesulfonic acid / 24 h / Heating
2: 1.) Li / 1.) Et2O, -10 deg C, 6 h, 2.) Et2O, RT, 1 h
3: 85 percent / ammonium formate / 10percent Pd/C / methanol / 20 h / Ambient temperature
4: 1.) pivaloyl chloride, N-ethylpiperidine, Et3N / 1.) CH2Cl2, RT, 10 min, 2.) CH2Cl2, RT, 20 h
With
1-ethyl-piperidine; ammonium formate; pivaloyl chloride; lithium; toluene-4-sulfonic acid; triethylamine;
palladium on activated charcoal;
In
methanol;
DOI:10.1021/jm00081a019
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138606-67-4,138664-65-0
N-isovaleroyl-Phe-Nva <(2R,3R,4R,5R,6S)-1-cyclohexyl-3,4:6,7-di-O-isopropylidene-3,4,5,6,7-pentahydroxyhept-2-yl>amide
- Guidance literature:
-
Multi-step reaction with 5 steps
1: 1.) Mg / 1.) Et2O, 2.) Et2O, reflux, 30 min
2: 55 percent / TiCl4 / toluene / 12 h
3: 97 percent / LiAlH4 / tetrahydrofuran / 24 h / 25 °C
4: 98 percent / ammonium formate / 10percent Pd/C / methanol / 1.5 h / Heating
5: 1.) pivaloyl chloride, N-ethylpiperidine, Et3N / 1.) CH2Cl2, RT, 10 min, 2.) CH2Cl2, RT, 20 h
With
1-ethyl-piperidine; lithium aluminium tetrahydride; ammonium formate; pivaloyl chloride; titanium tetrachloride; magnesium; triethylamine;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; toluene;
DOI:10.1021/jm00081a019
