Home Cart 0 Sign in  
X

[ CAS No. 41014-93-1 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
3d Animation Molecule Structure of 41014-93-1
Chemical Structure| 41014-93-1
Chemical Structure| 41014-93-1
Structure of 41014-93-1 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 41014-93-1 ]

Related Doc. of [ 41014-93-1 ]

Alternatived Products of [ 41014-93-1 ]

Product Details of [ 41014-93-1 ]

CAS No. :41014-93-1 MDL No. :MFCD11975325
Formula : C5H10O3 Boiling Point : -
Linear Structure Formula :- InChI Key :JRHWHSJDIILJAT-BYPYZUCNSA-N
M.W : 118.13 Pubchem ID :6950703
Synonyms :

Calculated chemistry of [ 41014-93-1 ]

Physicochemical Properties

Num. heavy atoms : 8
Num. arom. heavy atoms : 0
Fraction Csp3 : 0.8
Num. rotatable bonds : 3
Num. H-bond acceptors : 3.0
Num. H-bond donors : 2.0
Molar Refractivity : 29.08
TPSA : 57.53 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : No
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -6.7 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.11
Log Po/w (XLOGP3) : 0.45
Log Po/w (WLOGP) : 0.23
Log Po/w (MLOGP) : 0.01
Log Po/w (SILICOS-IT) : -0.13
Consensus Log Po/w : 0.33

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 1.0
Bioavailability Score : 0.56

Water Solubility

Log S (ESOL) : -0.66
Solubility : 26.0 mg/ml ; 0.22 mol/l
Class : Very soluble
Log S (Ali) : -1.23
Solubility : 7.02 mg/ml ; 0.0594 mol/l
Class : Very soluble
Log S (SILICOS-IT) : 0.13
Solubility : 159.0 mg/ml ; 1.34 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.54

Safety of [ 41014-93-1 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P280-P305+P351+P338-P310 UN#:N/A
Hazard Statements:H302-H315-H319-H332-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 41014-93-1 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 41014-93-1 ]

[ 41014-93-1 ] Synthesis Path-Downstream   1~50

  • 3
  • [ 41014-93-1 ]
  • [ 29117-54-2 ]
YieldReaction ConditionsOperation in experiment
With lithium aluminium tetrahydride In diethyl ether
  • 4
  • [ 41014-93-1 ]
  • [ 29117-54-2 ]
  • [ 108340-61-0 ]
YieldReaction ConditionsOperation in experiment
66% With lithium aluminium tetrahydride In diethyl ether 1.) 0 deg C, then 3 h rt.; Yields of byproduct given;
  • 5
  • [ 41014-93-1 ]
  • [ 100-39-0 ]
  • (S)-(-)-benzyl 2-hydroxypentanoate [ No CAS ]
YieldReaction ConditionsOperation in experiment
69% With tetra-(n-butyl)ammonium iodide; potassium carbonate In acetone for 24h; Heating;
With potassium carbonate In N,N-dimethyl-formamide for 14h; Ambient temperature;
  • 6
  • [ 13022-83-8 ]
  • [ 41014-93-1 ]
YieldReaction ConditionsOperation in experiment
94% With potassium hydroxide; mercaptoethyl alcohol; sodium formate; 2-amino-2-hydroxymethyl-1,3-propanediol In water for 72h;
  • 7
  • (S)-2-Hydroxy-pentanoic acid (1R,2S,3R,4S)-1,7,7-trimethyl-3-(naphthalene-1-sulfonylamino)-bicyclo[2.2.1]hept-2-yl ester [ No CAS ]
  • [ 41014-93-1 ]
YieldReaction ConditionsOperation in experiment
89% With lithium hydroxide In tetrahydrofuran; water for 1h; Ambient temperature;
  • 8
  • [ 1821-02-9 ]
  • [ 41014-93-1 ]
YieldReaction ConditionsOperation in experiment
89% With NAD; hydrogen In hydrogenchloride for 35h; Ambient temperature;
With fructose 1,6-bisphosphate trisodium; nicotinamide adenine dinucleotide red. form; R171Y mutant In water at 25℃; other mutant enzyme;
Multi-step reaction with 2 steps 1.1: tetrahydrofuran / 0 °C 1.2: tetrahydrofuran / 12 h / 20 °C 2.1: H2O2; aq. NaOH / tetrahydrofuran
Multi-step reaction with 6 steps 1: Cl2CHOCH3 / CH2Cl2 / 1.) room temperature, 20 min, 2.) 50-55 deg C, 30 min 2: Et3N, DMAP / CH2Cl2 / 6 h / Ambient temperature 3: 92 percent / TFA / CH2Cl2 / 78 h / Heating 4: 99 percent / H2 / Pd/C / ethyl acetate / 2585.7 Torr 5: 59 percent / Na, liquid NH3 / tetrahydrofuran / 0.01 h 6: 1M H2SO4 / Heating
Multi-step reaction with 6 steps 1: Cl2CHOCH3 / CH2Cl2 / 1.) room temperature, 20 min, 2.) 50-55 deg C, 30 min 2: Et3N, DMAP / CH2Cl2 / 6 h / Ambient temperature 3: TiCl4 / -40 °C 4: 99 percent / H2 / Pd/C / ethyl acetate / 2585.7 Torr 5: 59 percent / Na, liquid NH3 / tetrahydrofuran / 0.01 h 6: 1M H2SO4 / Heating

  • 9
  • [ 157733-17-0 ]
  • [ 41014-93-1 ]
YieldReaction ConditionsOperation in experiment
65% With hydrogenchloride In tetrahydrofuran for 24h; Ambient temperature;
  • 10
  • [ 219598-66-0 ]
  • [ 41014-93-1 ]
YieldReaction ConditionsOperation in experiment
74% With sulfuric acid In water at 90℃; for 0.5h;
  • 11
  • [ 1821-02-9 ]
  • [ 24809-83-4 ]
  • [ 41014-93-1 ]
YieldReaction ConditionsOperation in experiment
With diisopinocampheylborane In tetrahydrofuran at 20℃; for 6h; Title compound not separated from byproducts.;
  • 12
  • 5-Propyl-2-((1R,2S,3R,5R)-2,6,6-trimethyl-bicyclo[3.1.1]hept-3-yl)-[1,3,2]dioxaborolan-4-one [ No CAS ]
  • [ 24809-83-4 ]
  • [ 41014-93-1 ]
YieldReaction ConditionsOperation in experiment
With sodium hydroxide; dihydrogen peroxide In tetrahydrofuran Title compound not separated from byproducts.;
  • 13
  • [ 41014-93-1 ]
  • [ 76513-69-4 ]
  • [ 526198-28-7 ]
YieldReaction ConditionsOperation in experiment
70% With N-ethyl-N,N-diisopropylamine
  • 14
  • [ 41014-93-1 ]
  • [ 589-15-1 ]
  • (S)-2-(4-Bromo-benzyloxy)-pentanoic acid [ No CAS ]
YieldReaction ConditionsOperation in experiment
Stage #1: 2-(S)-hydroxyvaleric acid With sodium hydride In N,N-dimethyl-formamide Stage #2: 1-bromomethyl-4-bromobenzene In N,N-dimethyl-formamide at 20℃;
  • 15
  • [ 41014-93-1 ]
  • [ 905835-75-8 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1.1: NaH / dimethylformamide 1.2: dimethylformamide / 20 °C 2.1: diethyl ether
  • 16
  • [ 41014-93-1 ]
  • [ 905835-85-0 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1.1: NaH / dimethylformamide 1.2: dimethylformamide / 20 °C 2.1: diethyl ether 3.1: 70 percent / K2CO3; Pd(PPh3)4 / toluene / 7 h / 80 °C
  • 17
  • [ 41014-93-1 ]
  • (S)-2-(4'-Chloro-biphenyl-4-ylmethoxy)-pentanoic acid [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1.1: NaH / dimethylformamide 1.2: dimethylformamide / 20 °C 2.1: diethyl ether 3.1: 70 percent / K2CO3; Pd(PPh3)4 / toluene / 7 h / 80 °C 4.1: 50 percent / aq. NaOH / tetrahydrofuran / 20 °C
  • 18
  • [ 41014-93-1 ]
  • [ 526198-16-3 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: 70 percent / Huning's base 2: 95 percent / 1-cyclohexyl-3-(2-morpholinoethyl)carbodiimide; DMAP / CH2Cl2 3: 90 percent / MgBr2*Et2O / -20 °C
  • 19
  • [ 41014-93-1 ]
  • [ 526198-29-8 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 70 percent / Huning's base 2: 95 percent / 1-cyclohexyl-3-(2-morpholinoethyl)carbodiimide; DMAP / CH2Cl2
  • 20
  • [ 41014-93-1 ]
  • (Z)-(2S,6S,8S,9R)-6,8,9-Trihydroxy-12-methyl-2-propyl-1-oxa-4-aza-cyclooctacos-12-ene-3,28-dione [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 6 steps 1: 70 percent / Huning's base 2: 95 percent / 1-cyclohexyl-3-(2-morpholinoethyl)carbodiimide; DMAP / CH2Cl2 3: 90 percent / MgBr2*Et2O / -20 °C 4: 95 percent / 1-cyclohexyl-3-(2-morpholinoethyl)carbodiimide / CH2Cl2 5: 55 percent / [(CF3)2MeCO]2Mo(=CHCMe2Ph)=N-2,6-(iPr)2C6H3 / benzene / 15 h / 60 °C 6: aq. HClO4 / methanol; tetrahydrofuran
  • 21
  • [ 41014-93-1 ]
  • (E)-(2S,6S,8S,9R)-6,8,9-Trihydroxy-12-methyl-2-propyl-1-oxa-4-aza-cyclooctacos-12-ene-3,28-dione [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 6 steps 1: 70 percent / Huning's base 2: 95 percent / 1-cyclohexyl-3-(2-morpholinoethyl)carbodiimide; DMAP / CH2Cl2 3: 90 percent / MgBr2*Et2O / -20 °C 4: 95 percent / 1-cyclohexyl-3-(2-morpholinoethyl)carbodiimide / CH2Cl2 5: 55 percent / [(CF3)2MeCO]2Mo(=CHCMe2Ph)=N-2,6-(iPr)2C6H3 / benzene / 15 h / 60 °C 6: aq. HClO4 / methanol; tetrahydrofuran
  • 22
  • [ 41014-93-1 ]
  • (E)-(3aS,5S,9S,29aR)-5-Methoxymethoxy-2,2,27-trimethyl-9-propyl-3a,4,5,6,7,12,13,14,15,16,17,18,19,20,21,22,23,24,25,28,29,29a-docosahydro-1,3,10-trioxa-7-aza-cyclopentacyclooctacosene-8,11-dione [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1: 70 percent / Huning's base 2: 95 percent / 1-cyclohexyl-3-(2-morpholinoethyl)carbodiimide; DMAP / CH2Cl2 3: 90 percent / MgBr2*Et2O / -20 °C 4: 95 percent / 1-cyclohexyl-3-(2-morpholinoethyl)carbodiimide / CH2Cl2 5: 55 percent / [(CF3)2MeCO]2Mo(=CHCMe2Ph)=N-2,6-(iPr)2C6H3 / benzene / 15 h / 60 °C
  • 23
  • [ 41014-93-1 ]
  • (E)-(2S,6R,7S,8R,9S,10R)-6,7,8,9,10-Pentahydroxy-2-propyl-1-oxa-4-aza-cyclooctacos-12-ene-3,28-dione [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 6 steps 1: 70 percent / Huning's base 2: 95 percent / 1-cyclohexyl-3-(2-morpholinoethyl)carbodiimide; DMAP / CH2Cl2 3: 90 percent / MgBr2*Et2O / -20 °C 4: 1-cyclohexyl-3-(2-morpholinoethyl)carbodiimide / CH2Cl2 / 1 h / 20 °C 5: 90 percent / (Cy3P)2Cl2Ru=CHPh / CH2Cl2 / 18 h / 20 °C 6: 64 percent / aq. AcOH / 60 °C
  • 24
  • [ 207223-17-4 ]
  • [ 41014-93-1 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: 62 percent / Et3N, DMAP / CH2Cl2 / 6 h / Ambient temperature 2: 87 percent / HCl / tetrahydrofuran; H2O / 3 h / Ambient temperature 3: KBH4 / methanol / 10 h / 0 °C 4: 74 percent / H2SO4 / H2O / 0.5 h / 90 °C
Multi-step reaction with 5 steps 1: Et3N, DMAP / CH2Cl2 / 6 h / Ambient temperature 2: 92 percent / TFA / CH2Cl2 / 78 h / Heating 3: 99 percent / H2 / Pd/C / ethyl acetate / 2585.7 Torr 4: 59 percent / Na, liquid NH3 / tetrahydrofuran / 0.01 h 5: 1M H2SO4 / Heating
Multi-step reaction with 5 steps 1: Et3N, DMAP / CH2Cl2 / 6 h / Ambient temperature 2: TiCl4 / -40 °C 3: 99 percent / H2 / Pd/C / ethyl acetate / 2585.7 Torr 4: 59 percent / Na, liquid NH3 / tetrahydrofuran / 0.01 h 5: 1M H2SO4 / Heating
  • 25
  • [ 207223-31-2 ]
  • [ 41014-93-1 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: 99 percent / H2 / Pd/C / ethyl acetate / 2585.7 Torr 2: 59 percent / Na, liquid NH3 / tetrahydrofuran / 0.01 h 3: 1M H2SO4 / Heating
  • 26
  • [ 207223-39-0 ]
  • [ 41014-93-1 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 59 percent / Na, liquid NH3 / tetrahydrofuran / 0.01 h 2: 1M H2SO4 / Heating
  • 27
  • [ 207223-21-0 ]
  • [ 41014-93-1 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: 92 percent / TFA / CH2Cl2 / 78 h / Heating 2: 99 percent / H2 / Pd/C / ethyl acetate / 2585.7 Torr 3: 59 percent / Na, liquid NH3 / tetrahydrofuran / 0.01 h 4: 1M H2SO4 / Heating
Multi-step reaction with 4 steps 1: TiCl4 / -40 °C 2: 99 percent / H2 / Pd/C / ethyl acetate / 2585.7 Torr 3: 59 percent / Na, liquid NH3 / tetrahydrofuran / 0.01 h 4: 1M H2SO4 / Heating
  • 28
  • [ 41014-93-1 ]
  • (2S)-2-(((ethyloxy)(3-phenylpropyl)phosphoryl)oxy)pentanoic acid benzyl ester [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: K2CO3 / dimethylformamide / 14 h / Ambient temperature 2: N,N'-dicyclohexylcarbodiimide, 4-(dimethylamino)pyridine / tetrahydrofuran / 2 h / 0 °C 3: NaIO4 / dioxane; H2O / 3 h / Ambient temperature 4: K2CO3 / dimethylformamide / 14 h / Ambient temperature
  • 29
  • [ 41014-93-1 ]
  • (S)-2-Oxo-2-(3-phenyl-propyl)-5-propyl-2λ5-[1,3,2]dioxaphospholan-4-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1: K2CO3 / dimethylformamide / 14 h / Ambient temperature 2: N,N'-dicyclohexylcarbodiimide, 4-(dimethylamino)pyridine / tetrahydrofuran / 2 h / 0 °C 3: NaIO4 / dioxane; H2O / 3 h / Ambient temperature 4: 96 percent / 1 N LiOH / dioxane / 1 h / Ambient temperature 5: 1,1'-carbonyldiimidazole / tetrahydrofuran / 1 h / 0 °C
  • 30
  • [ 41014-93-1 ]
  • [ 152830-20-1 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: K2CO3 / dimethylformamide / 14 h / Ambient temperature 2: N,N'-dicyclohexylcarbodiimide, 4-(dimethylamino)pyridine / tetrahydrofuran / 2 h / 0 °C 3: NaIO4 / dioxane; H2O / 3 h / Ambient temperature 4: 96 percent / 1 N LiOH / dioxane / 1 h / Ambient temperature
  • 31
  • [ 41014-93-1 ]
  • (S)-2-(3-Phenyl-propylphosphinoyloxy)-pentanoic acid benzyl ester [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: K2CO3 / dimethylformamide / 14 h / Ambient temperature 2: N,N'-dicyclohexylcarbodiimide, 4-(dimethylamino)pyridine / tetrahydrofuran / 2 h / 0 °C
  • 32
  • [ 41014-93-1 ]
  • [ 152830-12-1 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: K2CO3 / dimethylformamide / 14 h / Ambient temperature 2: N,N'-dicyclohexylcarbodiimide, 4-(dimethylamino)pyridine / tetrahydrofuran / 2 h / 0 °C 3: NaIO4 / dioxane; H2O / 3 h / Ambient temperature
  • 33
  • [ 41014-93-1 ]
  • (2R,4S,5S)-N-butyl-6-cyclohexyl-4-hydroxy-2-methyl-5-((2S)-2-(((3-phenylpropyl)hydroxyphosphoryl)oxy)pentanamido)hexanamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 6 steps 1: K2CO3 / dimethylformamide / 14 h / Ambient temperature 2: N,N'-dicyclohexylcarbodiimide, 4-(dimethylamino)pyridine / tetrahydrofuran / 2 h / 0 °C 3: NaIO4 / dioxane; H2O / 3 h / Ambient temperature 4: 96 percent / 1 N LiOH / dioxane / 1 h / Ambient temperature 5: 1,1'-carbonyldiimidazole / tetrahydrofuran / 1 h / 0 °C 6: Et3N / tetrahydrofuran / 0 °C
  • 34
  • [ 41014-93-1 ]
  • [ 113686-29-6 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: diethyl ether 2: 3-(dimethylamino)propylamine / CCl4; benzene
Multi-step reaction with 2 steps 1: tetrahydrofuran / 0 °C 2: 4-dimethylaminopyridine
  • 35
  • [ 41014-93-1 ]
  • (2S,3R,5S)-5-Propyl-2-(3,4,5-trimethoxy-phenyl)-tetrahydro-furan-3-ol [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 16 steps 1: 66 percent / LAH / diethyl ether / 1.) 0 deg C, then 3 h rt. 2: 1.) HBr; 2.) 50percent aq. KOH / 1.) AcOH, 1h; 2.) 120 deg C 3: aq. ethanol / 19 h / Heating 5: 83 percent / imidazole / dimethylformamide / 15 h / Ambient temperature 6: 95 percent / lithium borohydride, lithium triethylborohydride / diethyl ether; tetrahydrofuran / 3 h / Heating 7: pyridine / 3 h / 0 - 5 °C 8: 88 percent / NaI, NaHCO3 / acetone / 2 h / Heating 9: 86 percent / n-BuLi / tetrahydrofuran; hexane / 2 h / -20 °C 10: sodium acetate, bromine / 2 h / Ambient temperature 11: NaOH / methanol / 1 h / Ambient temperature 12: triethylamine / tetrahydrofuran / 2 h / 0 °C 13: DBU / benzene / 2 h / Heating 14: 81 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 20 h / Ambient temperature 15: 1.) m-CPBA; 2.) BF3*Et2O / 1.) CH2Cl2, 0 deg C, then rt.; 2.) 30 min, rt. 16: n-BuLi / tetrahydrofuran; hexane / 1 h / -60 °C
Multi-step reaction with 16 steps 1: 66 percent / LAH / diethyl ether / 1.) 0 deg C, then 3 h rt. 2: 1.) HBr; 2.) 50percent aq. KOH / 1.) AcOH, 1h; 2.) 120 deg C 3: aq. ethanol / 19 h / Heating 5: 83 percent / imidazole / dimethylformamide / 15 h / Ambient temperature 6: 95 percent / lithium borohydride, lithium triethylborohydride / diethyl ether; tetrahydrofuran / 3 h / Heating 7: pyridine / 3 h / 0 - 5 °C 8: 88 percent / NaI, NaHCO3 / acetone / 2 h / Heating 9: 86 percent / n-BuLi / tetrahydrofuran; hexane / 2 h / -20 °C 10: sodium acetate, bromine / 2 h / Ambient temperature 11: NaOH / methanol / 1 h / Ambient temperature 12: triethylamine / tetrahydrofuran / 2 h / 0 °C 13: DBU / benzene / 2 h / Heating 14: 81 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 20 h / Ambient temperature 15: 1.) m-CPBA; 2.) BF3*Et2O / 1.) CH2Cl2, 0 deg C, then rt.; 2.) 30 min, rt. 16: n-BuLi, CO2 / tetrahydrofuran; hexane / 1 h / -60 °C
  • 36
  • [ 41014-93-1 ]
  • (2S,3aS,9bS)-6-Hydroxy-7,8-dimethoxy-2-propyl-2,3,3a,9b-tetrahydro-furo[3,2-c]isochromen-5-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 18 steps 1: 66 percent / LAH / diethyl ether / 1.) 0 deg C, then 3 h rt. 2: 1.) HBr; 2.) 50percent aq. KOH / 1.) AcOH, 1h; 2.) 120 deg C 3: aq. ethanol / 19 h / Heating 5: 83 percent / imidazole / dimethylformamide / 15 h / Ambient temperature 6: 95 percent / lithium borohydride, lithium triethylborohydride / diethyl ether; tetrahydrofuran / 3 h / Heating 7: pyridine / 3 h / 0 - 5 °C 8: 88 percent / NaI, NaHCO3 / acetone / 2 h / Heating 9: 86 percent / n-BuLi / tetrahydrofuran; hexane / 2 h / -20 °C 10: sodium acetate, bromine / 2 h / Ambient temperature 11: NaOH / methanol / 1 h / Ambient temperature 12: triethylamine / tetrahydrofuran / 2 h / 0 °C 13: DBU / benzene / 2 h / Heating 14: 81 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 20 h / Ambient temperature 15: 1.) m-CPBA; 2.) BF3*Et2O / 1.) CH2Cl2, 0 deg C, then rt.; 2.) 30 min, rt. 16: n-BuLi / tetrahydrofuran; hexane / 1 h / -60 °C 17: Ph3P, diethyl azodicarboxylate / tetrahydrofuran / 3 h / Ambient temperature 18: boron tribromide / CH2Cl2 / 0.5 h / -20 °C
Multi-step reaction with 18 steps 1: 66 percent / LAH / diethyl ether / 1.) 0 deg C, then 3 h rt. 2: 1.) HBr; 2.) 50percent aq. KOH / 1.) AcOH, 1h; 2.) 120 deg C 3: aq. ethanol / 19 h / Heating 5: 83 percent / imidazole / dimethylformamide / 15 h / Ambient temperature 6: 95 percent / lithium borohydride, lithium triethylborohydride / diethyl ether; tetrahydrofuran / 3 h / Heating 7: pyridine / 3 h / 0 - 5 °C 8: 88 percent / NaI, NaHCO3 / acetone / 2 h / Heating 9: 86 percent / n-BuLi / tetrahydrofuran; hexane / 2 h / -20 °C 10: sodium acetate, bromine / 2 h / Ambient temperature 11: NaOH / methanol / 1 h / Ambient temperature 12: triethylamine / tetrahydrofuran / 2 h / 0 °C 13: DBU / benzene / 2 h / Heating 14: 81 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 20 h / Ambient temperature 15: 1.) m-CPBA; 2.) BF3*Et2O / 1.) CH2Cl2, 0 deg C, then rt.; 2.) 30 min, rt. 16: n-BuLi, CO2 / tetrahydrofuran; hexane / 1 h / -60 °C 17: Ph3P, diethyl azodicarboxylate / tetrahydrofuran / 3 h / Ambient temperature 18: boron tribromide / CH2Cl2 / 0.5 h / -20 °C
  • 37
  • [ 41014-93-1 ]
  • (2S,3aR,9bR)-2,3,3a,9b-tetrahydro-6-hydroxy-7,8-dimethoxy-2-propyl-5H-furo(3,2-c)(2)benzopyran-5-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 18 steps 1: 66 percent / LAH / diethyl ether / 1.) 0 deg C, then 3 h rt. 2: 1.) HBr; 2.) 50percent aq. KOH / 1.) AcOH, 1h; 2.) 120 deg C 3: aq. ethanol / 19 h / Heating 5: 83 percent / imidazole / dimethylformamide / 15 h / Ambient temperature 6: 95 percent / lithium borohydride, lithium triethylborohydride / diethyl ether; tetrahydrofuran / 3 h / Heating 7: pyridine / 3 h / 0 - 5 °C 8: 88 percent / NaI, NaHCO3 / acetone / 2 h / Heating 9: 86 percent / n-BuLi / tetrahydrofuran; hexane / 2 h / -20 °C 10: sodium acetate, bromine / 2 h / Ambient temperature 11: NaOH / methanol / 1 h / Ambient temperature 12: triethylamine / tetrahydrofuran / 2 h / 0 °C 13: DBU / benzene / 2 h / Heating 14: 81 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 20 h / Ambient temperature 15: 1.) m-CPBA; 2.) BF3*Et2O / 1.) CH2Cl2, 0 deg C, then rt.; 2.) 30 min, rt. 16: n-BuLi / tetrahydrofuran; hexane / 1 h / -60 °C 17: Ph3P, diethyl azodicarboxylate / tetrahydrofuran / 3 h / Ambient temperature 18: 71 percent / boron tribromide / CH2Cl2 / 0.5 h / -20 °C
Multi-step reaction with 18 steps 1: 66 percent / LAH / diethyl ether / 1.) 0 deg C, then 3 h rt. 2: 1.) HBr; 2.) 50percent aq. KOH / 1.) AcOH, 1h; 2.) 120 deg C 3: aq. ethanol / 19 h / Heating 5: 83 percent / imidazole / dimethylformamide / 15 h / Ambient temperature 6: 95 percent / lithium borohydride, lithium triethylborohydride / diethyl ether; tetrahydrofuran / 3 h / Heating 7: pyridine / 3 h / 0 - 5 °C 8: 88 percent / NaI, NaHCO3 / acetone / 2 h / Heating 9: 86 percent / n-BuLi / tetrahydrofuran; hexane / 2 h / -20 °C 10: sodium acetate, bromine / 2 h / Ambient temperature 11: NaOH / methanol / 1 h / Ambient temperature 12: triethylamine / tetrahydrofuran / 2 h / 0 °C 13: DBU / benzene / 2 h / Heating 14: 81 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 20 h / Ambient temperature 15: 1.) m-CPBA; 2.) BF3*Et2O / 1.) CH2Cl2, 0 deg C, then rt.; 2.) 30 min, rt. 16: n-BuLi, CO2 / tetrahydrofuran; hexane / 1 h / -60 °C 17: Ph3P, diethyl azodicarboxylate / tetrahydrofuran / 3 h / Ambient temperature 18: 71 percent / boron tribromide / CH2Cl2 / 0.5 h / -20 °C
  • 38
  • [ 41014-93-1 ]
  • (2S,3aS,9bS)-2,3,3a,9b,-tetrahydro-6,7,8-trimethoxy-2-propyl-5H-furol(3,2-c)(2)benzopyran-5-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 17 steps 1: 66 percent / LAH / diethyl ether / 1.) 0 deg C, then 3 h rt. 2: 1.) HBr; 2.) 50percent aq. KOH / 1.) AcOH, 1h; 2.) 120 deg C 3: aq. ethanol / 19 h / Heating 5: 83 percent / imidazole / dimethylformamide / 15 h / Ambient temperature 6: 95 percent / lithium borohydride, lithium triethylborohydride / diethyl ether; tetrahydrofuran / 3 h / Heating 7: pyridine / 3 h / 0 - 5 °C 8: 88 percent / NaI, NaHCO3 / acetone / 2 h / Heating 9: 86 percent / n-BuLi / tetrahydrofuran; hexane / 2 h / -20 °C 10: sodium acetate, bromine / 2 h / Ambient temperature 11: NaOH / methanol / 1 h / Ambient temperature 12: triethylamine / tetrahydrofuran / 2 h / 0 °C 13: DBU / benzene / 2 h / Heating 14: 81 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 20 h / Ambient temperature 15: 1.) m-CPBA; 2.) BF3*Et2O / 1.) CH2Cl2, 0 deg C, then rt.; 2.) 30 min, rt. 16: n-BuLi / tetrahydrofuran; hexane / 1 h / -60 °C 17: Ph3P, diethyl azodicarboxylate / tetrahydrofuran / 3 h / Ambient temperature
Multi-step reaction with 17 steps 1: 66 percent / LAH / diethyl ether / 1.) 0 deg C, then 3 h rt. 2: 1.) HBr; 2.) 50percent aq. KOH / 1.) AcOH, 1h; 2.) 120 deg C 3: aq. ethanol / 19 h / Heating 5: 83 percent / imidazole / dimethylformamide / 15 h / Ambient temperature 6: 95 percent / lithium borohydride, lithium triethylborohydride / diethyl ether; tetrahydrofuran / 3 h / Heating 7: pyridine / 3 h / 0 - 5 °C 8: 88 percent / NaI, NaHCO3 / acetone / 2 h / Heating 9: 86 percent / n-BuLi / tetrahydrofuran; hexane / 2 h / -20 °C 10: sodium acetate, bromine / 2 h / Ambient temperature 11: NaOH / methanol / 1 h / Ambient temperature 12: triethylamine / tetrahydrofuran / 2 h / 0 °C 13: DBU / benzene / 2 h / Heating 14: 81 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 20 h / Ambient temperature 15: 1.) m-CPBA; 2.) BF3*Et2O / 1.) CH2Cl2, 0 deg C, then rt.; 2.) 30 min, rt. 16: n-BuLi, CO2 / tetrahydrofuran; hexane / 1 h / -60 °C 17: Ph3P, diethyl azodicarboxylate / tetrahydrofuran / 3 h / Ambient temperature
  • 39
  • [ 41014-93-1 ]
  • [ 30270-61-2 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 17 steps 1: 66 percent / LAH / diethyl ether / 1.) 0 deg C, then 3 h rt. 2: 1.) HBr; 2.) 50percent aq. KOH / 1.) AcOH, 1h; 2.) 120 deg C 3: aq. ethanol / 19 h / Heating 5: 83 percent / imidazole / dimethylformamide / 15 h / Ambient temperature 6: 95 percent / lithium borohydride, lithium triethylborohydride / diethyl ether; tetrahydrofuran / 3 h / Heating 7: pyridine / 3 h / 0 - 5 °C 8: 88 percent / NaI, NaHCO3 / acetone / 2 h / Heating 9: 86 percent / n-BuLi / tetrahydrofuran; hexane / 2 h / -20 °C 10: sodium acetate, bromine / 2 h / Ambient temperature 11: NaOH / methanol / 1 h / Ambient temperature 12: triethylamine / tetrahydrofuran / 2 h / 0 °C 13: DBU / benzene / 2 h / Heating 14: 81 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 20 h / Ambient temperature 15: 1.) m-CPBA; 2.) BF3*Et2O / 1.) CH2Cl2, 0 deg C, then rt.; 2.) 30 min, rt. 16: n-BuLi / tetrahydrofuran; hexane / 1 h / -60 °C 17: Ph3P, diethyl azodicarboxylate / tetrahydrofuran / 3 h / Ambient temperature
Multi-step reaction with 17 steps 1: 66 percent / LAH / diethyl ether / 1.) 0 deg C, then 3 h rt. 2: 1.) HBr; 2.) 50percent aq. KOH / 1.) AcOH, 1h; 2.) 120 deg C 3: aq. ethanol / 19 h / Heating 5: 83 percent / imidazole / dimethylformamide / 15 h / Ambient temperature 6: 95 percent / lithium borohydride, lithium triethylborohydride / diethyl ether; tetrahydrofuran / 3 h / Heating 7: pyridine / 3 h / 0 - 5 °C 8: 88 percent / NaI, NaHCO3 / acetone / 2 h / Heating 9: 86 percent / n-BuLi / tetrahydrofuran; hexane / 2 h / -20 °C 10: sodium acetate, bromine / 2 h / Ambient temperature 11: NaOH / methanol / 1 h / Ambient temperature 12: triethylamine / tetrahydrofuran / 2 h / 0 °C 13: DBU / benzene / 2 h / Heating 14: 81 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 20 h / Ambient temperature 15: 1.) m-CPBA; 2.) BF3*Et2O / 1.) CH2Cl2, 0 deg C, then rt.; 2.) 30 min, rt. 16: n-BuLi, CO2 / tetrahydrofuran; hexane / 1 h / -60 °C 17: Ph3P, diethyl azodicarboxylate / tetrahydrofuran / 3 h / Ambient temperature
  • 40
  • [ 41014-93-1 ]
  • 6-((2S,3R,5S)-3-Hydroxy-5-propyl-tetrahydro-furan-2-yl)-2,3,4-trimethoxy-benzoic acid [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 16 steps 1: 66 percent / LAH / diethyl ether / 1.) 0 deg C, then 3 h rt. 2: 1.) HBr; 2.) 50percent aq. KOH / 1.) AcOH, 1h; 2.) 120 deg C 3: aq. ethanol / 19 h / Heating 5: 83 percent / imidazole / dimethylformamide / 15 h / Ambient temperature 6: 95 percent / lithium borohydride, lithium triethylborohydride / diethyl ether; tetrahydrofuran / 3 h / Heating 7: pyridine / 3 h / 0 - 5 °C 8: 88 percent / NaI, NaHCO3 / acetone / 2 h / Heating 9: 86 percent / n-BuLi / tetrahydrofuran; hexane / 2 h / -20 °C 10: sodium acetate, bromine / 2 h / Ambient temperature 11: NaOH / methanol / 1 h / Ambient temperature 12: triethylamine / tetrahydrofuran / 2 h / 0 °C 13: DBU / benzene / 2 h / Heating 14: 81 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 20 h / Ambient temperature 15: 1.) m-CPBA; 2.) BF3*Et2O / 1.) CH2Cl2, 0 deg C, then rt.; 2.) 30 min, rt. 16: n-BuLi / tetrahydrofuran; hexane / 1 h / -60 °C
Multi-step reaction with 16 steps 1: 66 percent / LAH / diethyl ether / 1.) 0 deg C, then 3 h rt. 2: 1.) HBr; 2.) 50percent aq. KOH / 1.) AcOH, 1h; 2.) 120 deg C 3: aq. ethanol / 19 h / Heating 5: 83 percent / imidazole / dimethylformamide / 15 h / Ambient temperature 6: 95 percent / lithium borohydride, lithium triethylborohydride / diethyl ether; tetrahydrofuran / 3 h / Heating 7: pyridine / 3 h / 0 - 5 °C 8: 88 percent / NaI, NaHCO3 / acetone / 2 h / Heating 9: 86 percent / n-BuLi / tetrahydrofuran; hexane / 2 h / -20 °C 10: sodium acetate, bromine / 2 h / Ambient temperature 11: NaOH / methanol / 1 h / Ambient temperature 12: triethylamine / tetrahydrofuran / 2 h / 0 °C 13: DBU / benzene / 2 h / Heating 14: 81 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 20 h / Ambient temperature 15: 1.) m-CPBA; 2.) BF3*Et2O / 1.) CH2Cl2, 0 deg C, then rt.; 2.) 30 min, rt. 16: n-BuLi, CO2 / tetrahydrofuran; hexane / 1 h / -60 °C
  • 41
  • [ 123-91-1 ]
  • [ 41014-93-1 ]
YieldReaction ConditionsOperation in experiment
1 61 g of S-α-hydroxyvaleric acid are obtained in the form of a light-yellow oil which still contains approximately 20% dioxan.
  • 42
  • [ 41014-93-1 ]
  • ethyl 5-ethyl-1-(6-(3-((3-ethyl-4-(piperidin-4-yl)phenyl)amino)-2,3-dihydro-1H-inden-4-yl)pyridin-2-yl)-1H-pyrazole-4-carboxylate [ No CAS ]
  • ethyl 5-ethyl-1-(6-((3S)-3-((3-ethyl-4-(1-((2S)-2-hydroxypentanoyl)piperidin-4-yl)phenyl)amino)-2,3-dihydro-1H-inden-4-yl)pyridin-2-yl)-1H-pyrazole-4-carboxylate [ No CAS ]
  • ethyl 5-ethyl-1-(6-((3R)-3-((3-ethyl-4-(1-((2S)-2-hydroxypentanoyl)piperidin-4-yl)phenyl)amino)-2,3-dihydro-1H-inden-4-yl)pyridin-2-yl)-1H-pyrazole-4-carboxylate [ No CAS ]
YieldReaction ConditionsOperation in experiment
With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide for 2h; 49.49.A.a; 49.49.A.b Example 49-A. b). Ethyl 5-ethyl-1 -(6-(3-((3-ethyl-4-(1 -((S)-2-hydroxypentanoyl)piperidin-4- yl)phenyl)amino)-2,3-dihydro-1 H-inden-4-yl)pyridin-2-yl)-1 H-pyrazole-4-carboxylate (diastereomer-1) and ethyl 5-ethyl-1 -(6-(3-((3-ethyl-4-(1 -((S)-2-hydroxypentanoyl)piperidin- 4-yl)phenyl)amino)-2,3-dihydro-1 H-inden-4-yl)pyridin-2-yl)-1 H-pyrazole-4-carboxylate (diastereomer-2). General procedure: Example 45-C. a) (±)-Ethyl 1 -(6-(3-((4-(1 -(cyclobutanecarbonyl)piperidin-4-yl)-2- methylphenyl)amino)-2,3-dihydro-1 H-inden-4-yl)pyridin-2-yl)-5-methyl-1 H-pyrazole-4- carboxylate; HATU (94 mg, 0.246 mmol) was added to a solution of (±)-ethyl 5-methyl-1 -(6-(3- ((2-methyl-4-(piperidin-4-yl)phenyl)amino)-2,3-dihydro 4-carboxylate (120 mg, 0.224 mmol), DIPEA (1 17 μΙ_, 0.672 mmol), and cyclobutanecarboxylic acid (18.32 μΙ_, 0.220 mmol) in DMF (2.2 ml_). The mixture was then stirred for 2 h, and then diluted with H20/brine (ca. 1/1) and EtOAc. The bi-layer was then separated. The aqueous layer was then extracted with EtOAc. The combined organic layers were washed with brine, dried, and concentrated to firnish the title compound. MS (ESI+) m/z 618.5 (M+H).; Example 49. Example 49-A. a). Ethyl 5-ethyl-1 -(6-(3-((3-ethyl-4-(1 -((S)-2-hydroxypentanoyl)piperidin-4- yl)phenyl)amino)-2,3-dihydro- H-pyrazole-4-carboxylate; The title compound was synthesized analogously to the preparation of ethyl 5-ethyl-1 -(6- (3-((3-ethyl-4-(1 -((S)-2-hydroxypropanoyl)piperidin-4-yl)phenyl)amino)-2,3-dihydro-1 H-inden-4- yl)pyridin-2-yl)-1 H-pyrazole-4-carboxylate (Example 48-B. a)) but using (S)-2-hydroxypentanoic acid in the place of L-(+)-lactic acid. MS (ESI+) m/z 664.4 (M+H).; Resolution of the diastereomers of ethyl 5-ethyl-1 -(6-(3-((3-ethyl-4-(1 -((S)-2- hydroxypentanoyl)piperidin-4-yl)phenyl)amino)-2,3-dihydro-1 H-inden-4-yl)pyridin-2-yl)-1 H- pyrazole-4-carboxylate was achieved by chiral HPLC using CHIRALPAK IA column with 65% hexane with 0.1 % DEA in EtOH to give ethyl 5-ethyl-1 -(6-(3-((3-ethyl-4-(1 -((S)-2- hydroxypentanoyl)piperidin-4-yl)phenyl)amino)-2,3-dihydro-1 H-inden-4-yl)pyridin-2-yl)-1 H- pyrazole-4-carboxylate (diastereomer-1) (tr = 7.5 min) and ethyl 5-ethyl-1 -(6-(3-((3-ethyl-4-(1 - ((S)-2-hydroxypentanoyl)piperidin-4-yl)phenyl)amino)-2,3-dihydro-1H-inden-4-y 1H-pyrazole-4-carboxylate (diastereomer-2) (tr = 10.2 min).
  • 43
  • [ 617-31-2 ]
  • [ 41014-93-1 ]
  • [ 1821-02-9 ]
YieldReaction ConditionsOperation in experiment
> 99 % ee With D-lactate oxidase from Gluconobacter oxydans 621H; oxygen; catalase In aq. buffer at 30℃; for 12h; Resolution of racemate; Enzymatic reaction; enantioselective reaction;
  • 44
  • [ 41014-93-1 ]
  • [ 1263377-68-9 ]
  • (S)-5-bromo-N-ethyl-2-(2-hydroxypentanamido)benzamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
100% Stage #1: (2S)-2-hydroxypentanoic acid With O-(7-azabenzotriazol-1-yl)-n,n,n',n'-tetramethyluronium hexafluoro-phosphate In N,N-dimethyl-formamide for 0.166667h; Inert atmosphere; Stage #2: 2-amino-5-bromo-N-ethylbenzamide With triethylamine In N,N-dimethyl-formamide at 20℃; Inert atmosphere;
  • 45
  • [ 41014-93-1 ]
  • 6-bromo-3-ethyl-2-((R)-1-((S)-3-methylpiperazin-1-yl)butyl)quinazolin-4(3H)-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1.1: O-(7-azabenzotriazol-1-yl)-n,n,n',n'-tetramethyluronium hexafluoro-phosphate / N,N-dimethyl-formamide / 0.17 h / Inert atmosphere 1.2: 20 °C / Inert atmosphere 2.1: iodine / dichloromethane / 0.33 h 2.2: 16 h / 50 °C 3.1: N,N,N-tributylbutan-1-aminium fluoride / tetrahydrofuran / 0.5 h / 0 °C 4.1: 2,6-dimethylpyridine; trifluoromethylsulfonic anhydride / dichloromethane / 2 h / -78 °C 4.2: 2 h / -78 - 20 °C
  • 46
  • [ 41014-93-1 ]
  • 6-bromo-3-ethyl-2-((R)-1-((S)-3-ethylpiperazin-1-yl)butyl)quinazolin-4(3H)-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1.1: O-(7-azabenzotriazol-1-yl)-n,n,n',n'-tetramethyluronium hexafluoro-phosphate / N,N-dimethyl-formamide / 0.17 h / Inert atmosphere 1.2: 20 °C / Inert atmosphere 2.1: iodine / dichloromethane / 0.33 h 2.2: 16 h / 50 °C 3.1: N,N,N-tributylbutan-1-aminium fluoride / tetrahydrofuran / 0.5 h / 0 °C 4.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.08 h / -78 °C 5.1: acetonitrile / 24 h / 80 °C
  • 47
  • [ 41014-93-1 ]
  • (R)-6-bromo-2-(1-(3,3-dimethylpiperazin-1-yl)butyl)-3-ethylquinazolin-4(3H)-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1.1: O-(7-azabenzotriazol-1-yl)-n,n,n',n'-tetramethyluronium hexafluoro-phosphate / N,N-dimethyl-formamide / 0.17 h / Inert atmosphere 1.2: 20 °C / Inert atmosphere 2.1: iodine / dichloromethane / 0.33 h 2.2: 16 h / 50 °C 3.1: N,N,N-tributylbutan-1-aminium fluoride / tetrahydrofuran / 0.5 h / 0 °C 4.1: 2,6-dimethylpyridine; trifluoromethylsulfonic anhydride / dichloromethane / 2 h / -78 °C 4.2: 2 h / -78 - 20 °C
  • 48
  • [ 41014-93-1 ]
  • (S)-6-bromo-3-ethyl-2-(1-hydroxybutyl)quinazolin-4(3H)-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1.1: O-(7-azabenzotriazol-1-yl)-n,n,n',n'-tetramethyluronium hexafluoro-phosphate / N,N-dimethyl-formamide / 0.17 h / Inert atmosphere 1.2: 20 °C / Inert atmosphere 2.1: iodine / dichloromethane / 0.33 h 2.2: 16 h / 50 °C 3.1: N,N,N-tributylbutan-1-aminium fluoride / tetrahydrofuran / 0.5 h / 0 °C
  • 49
  • [ 41014-93-1 ]
  • C17H27BrN2O3Si [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1.1: O-(7-azabenzotriazol-1-yl)-n,n,n',n'-tetramethyluronium hexafluoro-phosphate / N,N-dimethyl-formamide / 0.17 h / Inert atmosphere 1.2: 20 °C / Inert atmosphere 2.1: iodine / dichloromethane / 0.33 h 2.2: 16 h / 50 °C
  • 50
  • [ 41014-93-1 ]
  • (S)-1-(6-bromo-3-ethyl-4-oxo-3,4-dihydroquinazolin-2-yl)butyl methanesulfonate [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1.1: O-(7-azabenzotriazol-1-yl)-n,n,n',n'-tetramethyluronium hexafluoro-phosphate / N,N-dimethyl-formamide / 0.17 h / Inert atmosphere 1.2: 20 °C / Inert atmosphere 2.1: iodine / dichloromethane / 0.33 h 2.2: 16 h / 50 °C 3.1: N,N,N-tributylbutan-1-aminium fluoride / tetrahydrofuran / 0.5 h / 0 °C 4.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.08 h / -78 °C
Same Skeleton Products
Historical Records

Related Functional Groups of
[ 41014-93-1 ]

Aliphatic Chain Hydrocarbons

Chemical Structure| 3347-90-8

[ 3347-90-8 ]

(S)-2-Hydroxybutanoic acid

Similarity: 0.95

Chemical Structure| 13748-90-8

[ 13748-90-8 ]

(S)-2-Hydroxy-4-methylpentanoic acid

Similarity: 0.92

Chemical Structure| 20312-37-2

[ 20312-37-2 ]

(R)-2-Hydroxy-4-methylpentanoic acid

Similarity: 0.92

Chemical Structure| 299-28-5

[ 299-28-5 ]

Calcium (2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanoate

Similarity: 0.88

Chemical Structure| 527-07-1

[ 527-07-1 ]

Sodium (2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanoate

Similarity: 0.88

Alcohols

Chemical Structure| 3347-90-8

[ 3347-90-8 ]

(S)-2-Hydroxybutanoic acid

Similarity: 0.95

Chemical Structure| 13748-90-8

[ 13748-90-8 ]

(S)-2-Hydroxy-4-methylpentanoic acid

Similarity: 0.92

Chemical Structure| 20312-37-2

[ 20312-37-2 ]

(R)-2-Hydroxy-4-methylpentanoic acid

Similarity: 0.92

Chemical Structure| 299-28-5

[ 299-28-5 ]

Calcium (2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanoate

Similarity: 0.88

Chemical Structure| 527-07-1

[ 527-07-1 ]

Sodium (2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanoate

Similarity: 0.88

Carboxylic Acids

Chemical Structure| 3347-90-8

[ 3347-90-8 ]

(S)-2-Hydroxybutanoic acid

Similarity: 0.95

Chemical Structure| 13748-90-8

[ 13748-90-8 ]

(S)-2-Hydroxy-4-methylpentanoic acid

Similarity: 0.92

Chemical Structure| 20312-37-2

[ 20312-37-2 ]

(R)-2-Hydroxy-4-methylpentanoic acid

Similarity: 0.92

Chemical Structure| 133-37-9

[ 133-37-9 ]

(2R,3R)-rel-2,3-Dihydroxysuccinic acid

Similarity: 0.88

Chemical Structure| 87-69-4

[ 87-69-4 ]

(2R,3R)-2,3-Dihydroxysuccinic acid

Similarity: 0.88