Technology Process of (2R,7R)-2,7-bis[(tert-butoxycarbonyl)amino]octanedioic acid
There total 1 articles about (2R,7R)-2,7-bis[(tert-butoxycarbonyl)amino]octanedioic acid which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 5 steps
1: sodium hydroxide / 1,4-dioxane / 18 h / 20 °C / Cooling with ice
2: dmap; dicyclohexyl-carbodiimide / dichloromethane / 12 h / 20 °C / Cooling with ice
3: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 11 h / Reflux; Inert atmosphere
4: hydrogen / ethanol / 15 h / 20 °C / 15001.5 Torr / Autoclave
5: sodium hydroxide / ethanol / 21 h / 20 °C
With
tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; dmap; hydrogen; dicyclohexyl-carbodiimide; sodium hydroxide;
In
1,4-dioxane; ethanol; dichloromethane;
DOI:10.1021/acs.jmedchem.6b00309
- Guidance literature:
-
(2R,7R)-2,7-bis[(tert-butoxycarbonyl)amino]octanedioic acid;
With
benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine;
In
N,N-dimethyl-formamide;
at 20 ℃;
for 0.0833333h;
H-Tyr(tBu)-Arg(Pbf)-Leu-Arg(Pbf)-Tyr(tBu)-NH2;
In
N,N-dimethyl-formamide;
at 35 ℃;
for 16h;
DOI:10.1021/acs.jmedchem.6b00309
- Guidance literature:
-
C70H102N11O13PolS2; (2R,7R)-2,7-bis[(tert-butoxycarbonyl)amino]octanedioic acid;
With
((6-chloro-1H-benzo[d][1,2,3]triazol-1-yl)oxy)tri(pyrrolidin-1-yl)phosphoniumhexafluoro-phosphate (V); N-ethyl-N,N-diisopropylamine;
In
N,N-dimethyl-formamide;
at 20 ℃;
Rink amide resin
Automated synthesizer;
With
methyl-phenyl-thioether; water; ethane-1,2-dithiol; trifluoroacetic acid; phenol;
at 20 ℃;
for 3h;
Rink amide resin
DOI:10.1021/acs.jmedchem.6b00310