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[ CAS No. 1245646-10-9 ] {[proInfo.proName]}

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3d Animation Molecule Structure of 1245646-10-9
Chemical Structure| 1245646-10-9
Chemical Structure| 1245646-10-9
Structure of 1245646-10-9 * Storage: {[proInfo.prStorage]}
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Product Details of [ 1245646-10-9 ]

CAS No. :1245646-10-9 MDL No. :MFCD16659601
Formula : C10H17NO4 Boiling Point : -
Linear Structure Formula :- InChI Key :KCUXWAQHQHPYFT-UHFFFAOYSA-N
M.W : 215.25 Pubchem ID :56965728
Synonyms :

Calculated chemistry of [ 1245646-10-9 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 15
Num. arom. heavy atoms : 0
Fraction Csp3 : 0.8
Num. rotatable bonds : 3
Num. H-bond acceptors : 4.0
Num. H-bond donors : 1.0
Molar Refractivity : 57.95
TPSA : 66.84 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) : -7.37 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.75
Log Po/w (XLOGP3) : 0.34
Log Po/w (WLOGP) : 0.52
Log Po/w (MLOGP) : 0.33
Log Po/w (SILICOS-IT) : 0.27
Consensus Log Po/w : 0.64

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 0.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -1.19
Solubility : 13.9 mg/ml ; 0.0645 mol/l
Class : Very soluble
Log S (Ali) : -1.31
Solubility : 10.6 mg/ml ; 0.0492 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -0.59
Solubility : 54.7 mg/ml ; 0.254 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 2.66

Safety of [ 1245646-10-9 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P280-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H332-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 1245646-10-9 ]

* 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 [ 1245646-10-9 ]

[ 1245646-10-9 ] Synthesis Path-Downstream   1~22

  • 1
  • [ 1245646-10-9 ]
  • [ CAS Unavailable ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene / dichloromethane / 20 °C 2: diphenyl hydrogen phosphate; 3,5-diethyl 1,4-dihydropyridine-3,5-dicarboxylate / dichloromethane / 8 h / 15 °C
  • 2
  • [ 1245646-10-9 ]
  • [ CAS Unavailable ]
  • [ CAS Unavailable ]
  • [ 1456872-21-1 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene / dichloromethane / 20 °C 2: diphenyl hydrogen phosphate; 3,5-diethyl 1,4-dihydropyridine-3,5-dicarboxylate / dichloromethane / 9.5 h / 15 °C
  • 3
  • [ 1245646-10-9 ]
  • [ 845267-78-9 ]
YieldReaction ConditionsOperation in experiment
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene In dichloromethane at 20℃;
  • 4
  • [ 1245646-10-9 ]
  • [ 124-63-0 ]
  • [ 1776066-46-6 ]
YieldReaction ConditionsOperation in experiment
66% With dmap; triethylamine In dichloromethane at 20℃; for 1h; 72.1 Step 1. tert-butyl 4-(methylsulfonyloxy)-2-oxopiperidine-l-carboxylate Step 1. tert-butyl 4-(methylsulfonyloxy)-2-oxopiperidine-l-carboxylate [0622] A 100-mL round-bottom flask was charged with a solution of tert-butyl 4-hydroxy-2- oxopiperidine- 1 -carboxylate (l .OOg, 4.65 mmol) in dichloromethane (30 mL). Triethylamine (1.03 mL, 7.42 mmol) and 4-dimethylaminopyridine (0.057 g, 0.47 mmol) were added, and the mixture was cooled to 0 °C. Methanesulfonyl chloride (0.47 mL, 6.05 mmol) was added dropwise and the resulting solution stirred for 1 h at room temperature. The reaction mixture was washed with water (2 x 10 mL) and 0.1 M aqueous HC1 solution (2 x 10 mL), dried over anhydrous sodium sulfate, filtered, and concentrated under vacuum to afford tert-butyl 4-(methylsulfonyloxy)-2-oxopiperidine- 1 -carboxylate (0. 900 g, 66%) as a brown solid. MS (ESI, pos. ion) m/z 294[M+H]+.
With N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; 38I.1 Step 1 : tert-butyl 4-((methylsulfonyl)oxy)-2-oxopiperidine-l -carboxylate In a 40 mL vial with pressure relief cap, under an atmosphere of nitrogen gas, tert- butyl 4-hydroxy-2-oxopiperidine-l -carboxylate (200 mg, 0.929 mmol) and n,n- diisopropylethylamine (0.502 ml, 2.88 mmol) were dissolved in DCM (6.00 ml). After cooling to 0°C the reaction mixture was treated with methanesulfonyl chloride (0.108 ml, 1.394 mmol) and stirred at room temperature overnight. The mixture was diluted with dichloromethane (60 mL) and brine (60 mL). The biphasic solution was separated and the aqueous layer was extracted with dichloromethane (2 x 60 mL). The combined organic phase was dried over sodium sulfate, filtered and concentrated to dryness under reduced pressure to provide tert-butyl 4- ((methylsulfonyl)oxy)-2-oxopiperidine-l -carboxylate
  • 5
  • [ 1245646-10-9 ]
  • [ 1776062-29-3 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1.1: triethylamine; dmap / dichloromethane / 1 h / 20 °C 2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.25 h / 20 °C 2.2: 50 °C
  • 6
  • [ 1245646-10-9 ]
  • [ 1951371-30-4 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0 - 20 °C 2: caesium carbonate / N,N-dimethyl-formamide / 20 - 65 °C
  • 7
  • [ 3303-84-2 ]
  • [ 1245646-10-9 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 20 °C 2: toluene / 4 h / 100 °C 3: acetic acid; sodium cyanoborohydride / dichloromethane / 0 - 20 °C
  • 8
  • [ 1052689-42-5 ]
  • [ 1245646-10-9 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: toluene / 4 h / 100 °C 2: acetic acid; sodium cyanoborohydride / dichloromethane / 0 - 20 °C
  • 9
  • [ 845267-78-9 ]
  • [ 1245646-10-9 ]
YieldReaction ConditionsOperation in experiment
With sodium cyanoborohydride; acetic acid In dichloromethane at 0 - 20℃; tert-Butyl 2,4-dioxopiperidine-1-carboxylate (106.5 g, 500mmol) was dissolved in CH2Cl2 ( 1.0 L) and HOAc ( 60 mL) . The resulting solution was cooled to 0 °C, then NaBH3CN ( 37.8 g, 600 mmol) was added in portions. After stirring at roomtemperature overnight, the reaction mixture was cooled to 0 °C and aqueous NH4OH was slowly added to adjust the pH to 9. The organic phase was separated and washed with brine (2 x 400 mL) then dried over MgSO4, filtered and concentrated to give the product as a sticky oil.
  • 10
  • tert-butyl 4-hydroxy-2-oxopiperidine-1-carboxylate [ No CAS ]
  • [ 128372-89-4 ]
YieldReaction ConditionsOperation in experiment
69 g The product from step c was dissolved in CH2Cl2 (1.0 L) and the solution was cooled to 0 C. Triethylamine (151.5 g, 1.5mol) was added and the resulting mixture was stirred at 0 C for 30 minutes. Acetic anhydride (53.5 g, 525 mmol) was added dropwise. After stirring at room temperature overnight, water (400 ml) was added and the organic layer was separated and washed with a 5% KHSO4 solution (3 x 300 mL). The organic phase was dried over MgSO4 and then concentrated under reduced pressure. The residue was passed through a short pad of SiO2 (500 g) and washed with 20% of EtOA in hexanes. The combined organic was concentrated to give the product (69 g) as a colorless oil which was directly used in the next step without further purification.
  • 11
  • [ 1245646-10-9 ]
  • [ 2050693-09-7 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1.1: triethylamine / dichloromethane / 0.5 h / 0 °C 1.2: 20 °C 2.1: chloro(1,5-cyclooctadiene)rhodium(I) dimer; (S)-(1,1'-binaphthalene)-2,2'-diylbis(diphenylphosphine); potassium carbonate / water; 1,4-dioxane / 45 °C / Inert atmosphere
  • 12
  • [ 1245646-10-9 ]
  • [ 1016979-17-1 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1.1: triethylamine / dichloromethane / 0.5 h / 0 °C 1.2: 20 °C 2.1: chloro(1,5-cyclooctadiene)rhodium(I) dimer; (S)-(1,1'-binaphthalene)-2,2'-diylbis(diphenylphosphine); potassium carbonate / water; 1,4-dioxane / 45 °C / Inert atmosphere 3.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.92 h / -78 - -45 °C 3.2: 3 h
  • 13
  • [ 1245646-10-9 ]
  • [ 1016979-19-3 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1.1: triethylamine / dichloromethane / 0.5 h / 0 °C 1.2: 20 °C 2.1: chloro(1,5-cyclooctadiene)rhodium(I) dimer; (S)-(1,1'-binaphthalene)-2,2'-diylbis(diphenylphosphine); potassium carbonate / water; 1,4-dioxane / 45 °C / Inert atmosphere 3.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.92 h / -78 - -45 °C 3.2: 3 h 4.1: hydrogenchloride / water; dichloromethane; 1,4-dioxane / 4 h / 20 °C
  • 14
  • [ 1245646-10-9 ]
  • [ 794500-84-8 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1.1: triethylamine / dichloromethane / 0.5 h / 0 °C 1.2: 20 °C 2.1: chloro(1,5-cyclooctadiene)rhodium(I) dimer; (S)-(1,1'-binaphthalene)-2,2'-diylbis(diphenylphosphine); potassium carbonate / water; 1,4-dioxane / 45 °C / Inert atmosphere 3.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.92 h / -78 - -45 °C 3.2: 3 h 4.1: hydrogenchloride / water; dichloromethane; 1,4-dioxane / 4 h / 20 °C 5.1: dimethylsulfide borane complex / tetrahydrofuran / 72 h / 4 °C 5.2: 2 h / 60 °C
  • 15
  • [ 1245646-10-9 ]
  • [ 2050695-52-6 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 6 steps 1.1: triethylamine / dichloromethane / 0.5 h / 0 °C 1.2: 20 °C 2.1: chloro(1,5-cyclooctadiene)rhodium(I) dimer; (S)-(1,1'-binaphthalene)-2,2'-diylbis(diphenylphosphine) / 1,4-dioxane / 1 h / 20 °C / Inert atmosphere 2.2: 0 - 20 °C / Inert atmosphere 3.1: lithium hexamethyldisilazane / tetrahydrofuran / 3 h / -78 °C 3.2: -78 - 20 °C 4.1: hydrogenchloride / water; 1,4-dioxane / 2 h / 20 °C 5.1: dimethylsulfide borane complex / tetrahydrofuran / 48 h / -78 - 20 °C 5.2: 2 h / 60 °C 6.1: triethylamine; sodium tris(acetoxy)borohydride / 1,2-dichloro-ethane / 20 °C 6.2: 2844.39 Torr / Inert atmosphere
  • 16
  • [ 1245646-10-9 ]
  • [ 2050693-95-1 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 7 steps 1.1: triethylamine / dichloromethane / 0.5 h / 0 °C 1.2: 20 °C 2.1: chloro(1,5-cyclooctadiene)rhodium(I) dimer; (S)-(1,1'-binaphthalene)-2,2'-diylbis(diphenylphosphine) / 1,4-dioxane / 1 h / 20 °C / Inert atmosphere 2.2: 0 - 20 °C / Inert atmosphere 3.1: lithium hexamethyldisilazane / tetrahydrofuran / 3 h / -78 °C 3.2: -78 - 20 °C 4.1: hydrogenchloride / water; 1,4-dioxane / 2 h / 20 °C 5.1: dimethylsulfide borane complex / tetrahydrofuran / 48 h / -78 - 20 °C 5.2: 2 h / 60 °C 6.1: triethylamine; sodium tris(acetoxy)borohydride / 1,2-dichloro-ethane / 20 °C 6.2: 2844.39 Torr / Inert atmosphere 7.1: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 20 °C
  • 17
  • [ 1245646-10-9 ]
  • [ 2050695-25-3 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1.1: triethylamine / dichloromethane / 0.5 h / 0 °C 1.2: 20 °C 2.1: chloro(1,5-cyclooctadiene)rhodium(I) dimer; (S)-(1,1'-binaphthalene)-2,2'-diylbis(diphenylphosphine) / 1,4-dioxane / 1 h / 20 °C / Inert atmosphere 2.2: 0 - 20 °C / Inert atmosphere
  • 18
  • [ 1245646-10-9 ]
  • [ 2050695-29-7 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1.1: triethylamine / dichloromethane / 0.5 h / 0 °C 1.2: 20 °C 2.1: chloro(1,5-cyclooctadiene)rhodium(I) dimer; (S)-(1,1'-binaphthalene)-2,2'-diylbis(diphenylphosphine) / 1,4-dioxane / 1 h / 20 °C / Inert atmosphere 2.2: 0 - 20 °C / Inert atmosphere 3.1: lithium hexamethyldisilazane / tetrahydrofuran / 3 h / -78 °C 3.2: -78 - 20 °C
  • 19
  • [ 1245646-10-9 ]
  • [ 2050695-33-3 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1.1: triethylamine / dichloromethane / 0.5 h / 0 °C 1.2: 20 °C 2.1: chloro(1,5-cyclooctadiene)rhodium(I) dimer; (S)-(1,1'-binaphthalene)-2,2'-diylbis(diphenylphosphine) / 1,4-dioxane / 1 h / 20 °C / Inert atmosphere 2.2: 0 - 20 °C / Inert atmosphere 3.1: lithium hexamethyldisilazane / tetrahydrofuran / 3 h / -78 °C 3.2: -78 - 20 °C 4.1: hydrogenchloride / water; 1,4-dioxane / 2 h / 20 °C
  • 20
  • [ 1245646-10-9 ]
  • [ 1421066-68-3 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1.1: triethylamine / dichloromethane / 0.5 h / 0 °C 1.2: 20 °C 2.1: chloro(1,5-cyclooctadiene)rhodium(I) dimer; (S)-(1,1'-binaphthalene)-2,2'-diylbis(diphenylphosphine) / 1,4-dioxane / 1 h / 20 °C / Inert atmosphere 2.2: 0 - 20 °C / Inert atmosphere 3.1: lithium hexamethyldisilazane / tetrahydrofuran / 3 h / -78 °C 3.2: -78 - 20 °C 4.1: hydrogenchloride / water; 1,4-dioxane / 2 h / 20 °C 5.1: dimethylsulfide borane complex / tetrahydrofuran / 48 h / -78 - 20 °C 5.2: 2 h / 60 °C
  • 21
  • [ 1245646-10-9 ]
  • [ 2050695-56-0 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 7 steps 1.1: triethylamine / dichloromethane / 0.5 h / 0 °C 1.2: 20 °C 2.1: chloro(1,5-cyclooctadiene)rhodium(I) dimer; (S)-(1,1'-binaphthalene)-2,2'-diylbis(diphenylphosphine) / 1,4-dioxane / 1 h / 20 °C / Inert atmosphere 2.2: 0 - 20 °C / Inert atmosphere 3.1: lithium hexamethyldisilazane / tetrahydrofuran / 3 h / -78 °C 3.2: -78 - 20 °C 4.1: hydrogenchloride / water; 1,4-dioxane / 2 h / 20 °C 5.1: dimethylsulfide borane complex / tetrahydrofuran / 48 h / -78 - 20 °C 5.2: 2 h / 60 °C 6.1: triethylamine; sodium tris(acetoxy)borohydride / 1,2-dichloro-ethane / 20 °C 6.2: 2844.39 Torr / Inert atmosphere 7.1: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.25 h / 20 °C 7.2: 20 °C 7.3: 5 h / Reflux; Dean-Stark
  • 22
  • [ 1245646-10-9 ]
  • [ CAS Unavailable ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 8 steps 1.1: triethylamine / dichloromethane / 0.5 h / 0 °C 1.2: 20 °C 2.1: chloro(1,5-cyclooctadiene)rhodium(I) dimer; (S)-(1,1'-binaphthalene)-2,2'-diylbis(diphenylphosphine) / 1,4-dioxane / 1 h / 20 °C / Inert atmosphere 2.2: 0 - 20 °C / Inert atmosphere 3.1: lithium hexamethyldisilazane / tetrahydrofuran / 3 h / -78 °C 3.2: -78 - 20 °C 4.1: hydrogenchloride / water; 1,4-dioxane / 2 h / 20 °C 5.1: dimethylsulfide borane complex / tetrahydrofuran / 48 h / -78 - 20 °C 5.2: 2 h / 60 °C 6.1: triethylamine; sodium tris(acetoxy)borohydride / 1,2-dichloro-ethane / 20 °C 6.2: 2844.39 Torr / Inert atmosphere 7.1: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.25 h / 20 °C 7.2: 20 °C 7.3: 5 h / Reflux; Dean-Stark 8.1: sodium hydroxide / water; methanol / 5 h / 40 °C
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