Home Cart 0 Sign in  
X

[ CAS No. 1122484-77-8 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
HazMat Fee +

There will be a HazMat fee per item when shipping a dangerous goods. The HazMat fee will be charged to your UPS/DHL/FedEx collect account or added to the invoice unless the package is shipped via Ground service. Ship by air in Excepted Quantity (each bottle), which is up to 1g/1mL for class 6.1 packing group I or II, and up to 25g/25ml for all other HazMat items.

Type HazMat fee for 500 gram (Estimated)
Excepted Quantity USD 0.00
Limited Quantity USD 15-60
Inaccessible (Haz class 6.1), Domestic USD 80+
Inaccessible (Haz class 6.1), International USD 150+
Accessible (Haz class 3, 4, 5 or 8), Domestic USD 100+
Accessible (Haz class 3, 4, 5 or 8), International USD 200+
3d Animation Molecule Structure of 1122484-77-8
Chemical Structure| 1122484-77-8
Chemical Structure| 1122484-77-8
Structure of 1122484-77-8 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Search after Editing

* Storage: {[proInfo.prStorage]}

* Shipping: {[proInfo.prShipping]}

Quality Control of [ 1122484-77-8 ]

Related Doc. of [ 1122484-77-8 ]

Alternatived Products of [ 1122484-77-8 ]
Product Citations

Product Details of [ 1122484-77-8 ]

CAS No. :1122484-77-8 MDL No. :MFCD24395885
Formula : C10H21NO4 Boiling Point : -
Linear Structure Formula :- InChI Key :WFBRWOZVLSLRSZ-UHFFFAOYSA-N
M.W : 219.28 Pubchem ID :59397456
Synonyms :
Chemical Name :8-Amino-3,6-dioxaoctanoic acid tert-butyl ester

Calculated chemistry of [ 1122484-77-8 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 15
Num. arom. heavy atoms : 0
Fraction Csp3 : 0.9
Num. rotatable bonds : 9
Num. H-bond acceptors : 5.0
Num. H-bond donors : 1.0
Molar Refractivity : 56.38
TPSA : 70.78 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) : -7.71 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.63
Log Po/w (XLOGP3) : -0.1
Log Po/w (WLOGP) : 0.32
Log Po/w (MLOGP) : 0.02
Log Po/w (SILICOS-IT) : 0.9
Consensus Log Po/w : 0.75

Druglikeness

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

Water Solubility

Log S (ESOL) : -0.54
Solubility : 62.9 mg/ml ; 0.287 mol/l
Class : Very soluble
Log S (Ali) : -0.93
Solubility : 25.5 mg/ml ; 0.116 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -1.93
Solubility : 2.56 mg/ml ; 0.0117 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 2.0
Synthetic accessibility : 2.44

Safety of [ 1122484-77-8 ]

Signal Word:Danger Class:8
Precautionary Statements:P264-P270-P271-P280-P303+P361+P353-P304+P340-P305+P351+P338-P310-P330-P331-P363-P403+P233-P501 UN#:2735
Hazard Statements:H302-H314 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 1122484-77-8 ]

* 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 [ 1122484-77-8 ]

[ 1122484-77-8 ] Synthesis Path-Downstream   1~41

YieldReaction ConditionsOperation in experiment
12 mg (24%) 44 8-Amino-3,6-dioxaoctanoic Acid tert-butyl Ester 8-Amino-3,6-dioxaoctanoic Acid tert-butyl Ester 100 mg (0.226 mmol) of 8-(9-Fluorenylmethoxycarbonylamino)-3,6-dioxaoctanoic acid tert-butylester in 1 mL of dry DMF were treated with piperidine (89.5 μL; 0.862 mmol) at r.t. for 3 hours. The solvent was evaporated and the residue purified by chromatography on silica gel with a gradient cHex→EtOAc→EtOAc MeOH(1:1)+3% MeOH. Yield: 12 mg (24%) of the title compound. ESI MS: 220.08 [M+H]+.
5 Step 5: Step 5: Preparation of tert-butyl 2-(2-(2-aminoethoxy)ethoxy)acetate A solution of the compound prepared in step 4 above (304 mg, 1.24 mmol) and Pd(OH)2/C (70 mg) in EtOH (27 mL) was stirred at room temperature for 8 hours. The reaction mixture was stirred at room temperature under a hydrogen gas environment. The solution was filtered through Celite and the solvent was dried under vacuum to give the desired compound (200 mg, 0.912 mmol, 74 %). 1H NMR (300 MHz, CDCl3) δ 4.03 (s, 2H), 3.75-3.65 (m, 4H), 3.52 (t, J = 5.3 Hz, 2H), 2.87 (t, J = 5.2 Hz, 2H), 1.48 (s, 9H).
  • 2
  • [ 1122484-77-8 ]
  • [ 58-85-5 ]
  • [ 1238575-75-1 ]
YieldReaction ConditionsOperation in experiment
64% With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; for 7h;
  • 3
  • N-(benzyloxycarbonyl)-2-(2-(2-aminoethoxy)ethoxy)acetate tert-butyl ester [ No CAS ]
  • [ 1122484-77-8 ]
YieldReaction ConditionsOperation in experiment
95% With palladium 10% on activated carbon In methanol at 20℃; for 24h; Inert atmosphere;
  • 4
  • [ 1122484-77-8 ]
  • C22H26N2O7 [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / dichloromethane / 17 h / 20 °C 2: trifluoroacetic acid / dichloromethane / 2 h / Cooling with ice
  • 5
  • [ 1122484-77-8 ]
  • (R)-N-[N-[(2,3,6,7-tetrahydro-11-oxo-1H,5H,11H-[1]benzopyrano-[6,7,8-ij]quinolizin-10-yl)carbonyl]-2-(2-(2-aminoethoxy)ethoxy)acetyl]-S-(isobutyl)cysteinylsulfone-1-aminocyclopropanecarbonitrile [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / dichloromethane / 17 h / 20 °C 2: trifluoroacetic acid / dichloromethane / 2 h / Cooling with ice 3: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / dichloromethane / 15 h / 20 °C
  • 6
  • [ 1122484-77-8 ]
  • [ 55804-65-4 ]
  • tert-butyl N-[(2,3,6,7-tetrahydro-11-oxo-1H,5H,11H-[1]benzopyrano-[6,7,8-ij]quinolizin-10-yl)carbonyl]-2-(2-(2-aminoethoxy)ethoxy)acetate [ No CAS ]
YieldReaction ConditionsOperation in experiment
71% With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In dichloromethane at 20℃; for 17h;
  • 7
  • [ 1122484-77-8 ]
  • C52H82N8O13 [ No CAS ]
  • C58H93N9O16 [ No CAS ]
YieldReaction ConditionsOperation in experiment
29% Stage #1: C52H82N8O13 With trifluoroacetic acid In dichloromethane at 20℃; for 4h; Stage #2: [2-(2-aminoethoxy)ethoxy]acetic acid tert-butyl ester With N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate 44 Reference Example 44: Derivatisation of a cyclic depsipeptide of the invention To a solution of 17 mg (0.0165 mmol) of cyclic depsipeptide according Example 33 in 2 mL of dichloromethane845 mL of trifluoroacetic acid was added and stirred at r.t. for 4 hours. The reaction mixture was diluted with toluene andthe solvent was removed in vacuo providing 22.5 mg of the corresponding crude acid.[0185] 20 mg of the aforementioned acid, 6.81 mg (0.031 mmol) of 8-amino-3,6-dioxaoctanoic acid tert-butylester,and 15.8 mg (0.041 mmol) of HATU were dissolved in 2 mL of dry DMF and 11 mL of DIEPA were added and stirred atr.t. overnight. For workup, the reaction mixture was diluted with EtOAc and washed with sat. NaHSO4 and NaHCO3solutions and brine. After drying of the organic layer over sodium sulfate the solvent was removed and the residueobtained purified by HPLC (15 cm Zorbax; acetonitrile/aqu. NH4OAc buffer: 20→95%). Yield: 7 mg (29%) of the titlecompound. ESI MS: 1194.32 [M+Na]+.
  • 8
  • 8-(9-fluorenylmethoxycarbonylamino)-3,6-dioxaoctanoic acid tert-butyl ester [ No CAS ]
  • [ 1122484-77-8 ]
YieldReaction ConditionsOperation in experiment
24% With piperidine In N,N-dimethyl-formamide at 20℃; for 3h; 44 8-Amino-3,6-dioxaoctanoic acid tert-butylester 100 mg (0.226 mmol) of 8-(9-Fluorenylmethoxycarbonylamino)-3,6-dioxaoctanoic acid tert-butylester in 1 mLof dry DMF were treated with piperidine (89.5 mL; 0.862 mmol) at r.t. for 3 hours. The solvent was evaporated and theresidue purified purified by chromatography on silica gel with a gradient cHex→EtOAcΔEtOAc/MeOH(1:1) + 3% MeOH.Yield: 12 mg (24%) of the title compound. ESI MS: 220.08 [M+H]+.
  • 9
  • [ 1122484-77-8 ]
  • 2‐(2,6‐dioxopiperidin‐3‐yl)‐4‐fluoroisoindoline‐1,3‐dione [ No CAS ]
  • 2-(2-(2-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)amino)ethoxy)ethoxy)acetic acid [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 90 °C 2: trifluoroacetic acid / dichloromethane / 20 °C
Multi-step reaction with 2 steps 1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 90 °C 2: trifluoroacetic acid / dichloromethane / 20 °C
  • 10
  • [ 1122484-77-8 ]
  • 2-(2,6-dioxopiperidin-3-yl)-4-fluoro-2,3-dihydro-1H-isoindole-1,3-dione [ No CAS ]
  • tert-butyl 2-(2-(2-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)amino)ethoxy)ethoxy)acetate [ No CAS ]
YieldReaction ConditionsOperation in experiment
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 90℃; 10 General procedure for the preparation of 41a-c General procedure: General procedure for the preparation of 41a-c A mixture of compound 7 (1.0 equiv.), corresponding amine 40a-c (1.0 equiv.), and DIPEA (2.0 equiv.) in DMF were stirred at 90 °C overnight. The mixture was poured into water and extracted with EtOAc. The organic phase was washed with water x1, brine x1, dried over Na2SO4, filtered and evaporated to dryness. The crude product was purified by column chromatography using EtOAc and hexanes as eluents.
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 90℃; 5.1.1.4. General method D. General procedure: Compound 38/56 (1.0 equiv.), amine (1.2equiv.), and DIPEA (2.0 equiv.) in DMF were stirred at 90 °C overnight. The reaction was cooled to room temperature and poured into water. The resulting mixture was extracted with ethylacetate and the organic layer was washed with water 1, brine 1,dried over anhydrous Na2SO4, filtered, and evaporated to dryness under vacuum. The residue crude product was purified by column chromatography to afford the desired compound.
220 mg With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 90℃; for 16h; 8.6 Step 6: Preparation of tert-butyl 2-(2-(2-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)amino)ethoxy)ethoxy)acetate The compound prepared in step 5 (510 mg, 0.88 mmol), 2-(2,6-dioxopiperidin-3-yl)-4-fluoroisoindolin-1,3-dione (243 mg, 0.88 mmol) and DIPEA (0.4 mL) , 2.20 mmol) in DMF (3.5 mL) was stirred at 90 °C for 16 hours. After cooling to room temperature, the reaction mixture was poured into H 2 O and the solid formed was filtered off. The solid was further purified by silica chromatography (EtOAc/hexane 0 to 50 % gradient) to obtain the target compound (220 mg, 0.462 mmol). 1H NMR (300 MHz, CDCl3) δ 8.12 (s, 1H), 7.49 (dd, J = 8.5, 7.1 Hz, 1H), 7.10 (dd, J = 7.1, 0.7 Hz, 1H), 6.94 (d, J = 8.2 Hz, 1H), 6.49 (t, J = 5.6 Hz, 1H), 4.94-4.85 (m, 1H), 4.03 (s, 2H), 3.81-3.62 (m, 6H), 3.49 (q, J = 5.6 Hz, 2H), 2.88-2.65 (m, 3H), 2.18-2.04 (m, 1H), 1.47 (s, 9H).
220 mg With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 90℃; for 16h; 8.6 Step 6: Preparation of tert-butyl 2-(2-(2-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)amino)ethoxy)ethoxy)acetate The compound prepared in step 5 (510 mg, 0.88 mmol), 2-(2,6-dioxopiperidin-3-yl)-4-fluoroisoindolin-1,3-dione (243 mg, 0.88 mmol) and DIPEA (0.4 mL) , 2.20 mmol) in DMF (3.5 mL) was stirred at 90 °C for 16 hours. After cooling to room temperature, the reaction mixture was poured into H 2 O and the solid formed was filtered off. The solid was further purified by silica chromatography (EtOAc/hexane 0 to 50 % gradient) to obtain the target compound (220 mg, 0.462 mmol). 1H NMR (300 MHz, CDCl3) δ 8.12 (s, 1H), 7.49 (dd, J = 8.5, 7.1 Hz, 1H), 7.10 (dd, J = 7.1, 0.7 Hz, 1H), 6.94 (d, J = 8.2 Hz, 1H), 6.49 (t, J = 5.6 Hz, 1H), 4.94-4.85 (m, 1H), 4.03 (s, 2H), 3.81-3.62 (m, 6H), 3.49 (q, J = 5.6 Hz, 2H), 2.88-2.65 (m, 3H), 2.18-2.04 (m, 1H), 1.47 (s, 9H).

  • 11
  • [ 1122484-77-8 ]
  • 3-((4-(1-(2,2-difluoroethyl)-3-(1H-pyrrolo[2,3-b]pyridin-5-yl)-1H-pyrazol-4-yl)pyrimidin-2-yl)amino)propanoic acid [ No CAS ]
  • tert-butyl 2-(2-(2-(3-((4-(1-(2,2-difluoroethyl)-3-(1H-pyrrolo[2,3-b]pyridin-5-yl)-1H-pyrazol-4-yl)pyrimidin-2-yl)amino)propanamido)ethoxy)ethoxy)acetate [ No CAS ]
YieldReaction ConditionsOperation in experiment
67% With 4-methyl-morpholine; HATU In N,N-dimethyl-formamide at 20℃; for 20h; Inert atmosphere; 96.II Step II, Synthesis of fert-butyl 2-(2-(2-(3-((4-(l-(2,2-difluoroethyl)-3-(lH-pyrrolo[2,3- b]pyridin-5-yl)-lH-pyrazol-4-yl)pyrimidin-2-yl)amino)propanamido)ethoxy)ethoxy)-acetate: To a stirred solution of 3-((4-(l-(2,2-difluoroethyl)-3-(lH-pyrrolo[2,3-b]pyridin-5-yl)- lH-pyrazol-4-yl)pyrimidin-2-yl)amino)propanoic acid (60.0 mg, 0.145 mmol) in DMF (2.5 mL) was added [2-(2-amino-ethoxy)-ethoxy]-acetic acid tert-butyl ester (82.7 mg, 0.377 mmol) followed by HATU (75.0 mg, 0.197 mmol) and N-methylmorpholine (100 uL, 0.910 mmol). The mixture was stirred at rt for 20 h, poured into water. The phases were separated. The aqueous layer was extracted twice with EtOAc. The combined organic layers were washed with water, brine, dried over Na2S04, filtered and concentrated. The residue was purified by flash (0963) chromatography on silica gel using a gradient of MeOH in DCM (0-20%) to afford the title compound (60 mg, 67%) which contains an unidentified impurity. This material was used as such in the next step without further purification.
  • 12
  • [ 1122484-77-8 ]
  • [ 166108-71-0 ]
  • C31H42N2O9 [ No CAS ]
YieldReaction ConditionsOperation in experiment
66% With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; diisopropylamine In dichloromethane at 20℃; 2.2-1.1 Step 1: Preparation of Compound II-1c Compound II-1a (2.00 g 5.18 mmol) and Compound II-1b (1.70 g, 7.77 mmol) were dissolved in dichloromethane (50 mL), 1- (3-dimethylaminopropyl) -3-ethylcarbodiimide hydrochloride (1.97 g, 10.38 mmol), hydroxybenzotriazole (1.40 g, 10.38 mmol) and diisopropylamine ( 2.64 mL, 15.57 mmol) was added. The reaction mixture was stirred at room temperature overnight. After completion of the reaction and extracted with distilled water and brine, the organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure. The concentrated residue was purified by silica gel column chromatography (dichloromethane: methanol = 20: 1 volume ratio) to obtain the title compound II-1c (2.01 g, 66%).
  • 13
  • [ 1122484-77-8 ]
  • [ 166108-71-0 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 16 h / 20 °C 2: trifluoroacetic acid / dichloromethane / 2 h
  • 14
  • [ 1122484-77-8 ]
  • C31H42N2O9 [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 16 h / 20 °C 2: trifluoroacetic acid / dichloromethane / 2 h 3: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; diisopropylamine / dichloromethane / 20 °C
  • 15
  • [ 1122484-77-8 ]
  • C33H45N3O12 [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; diisopropylamine / dichloromethane / 20 °C 2: diethylamine / N,N-dimethyl-formamide / 20 °C 3: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; diisopropylamine / dichloromethane / 6 h / 0 - 20 °C 4: trichloroacetic acid / dichloromethane / 20 °C
Multi-step reaction with 4 steps 1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 16 h / 20 °C 2: trifluoroacetic acid / dichloromethane / 2 h 3: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; diisopropylamine / dichloromethane / 6 h / 0 - 20 °C 4: trichloroacetic acid / dichloromethane / 20 °C
Multi-step reaction with 6 steps 1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 16 h / 20 °C 2: trifluoroacetic acid / dichloromethane / 2 h 3: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; diisopropylamine / dichloromethane / 20 °C 4: diethylamine / N,N-dimethyl-formamide / 20 °C 5: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; diisopropylamine / dichloromethane / 6 h / 0 - 20 °C 6: trichloroacetic acid / dichloromethane / 20 °C
  • 16
  • [ 1122484-77-8 ]
  • C16H32N2O7 [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; diisopropylamine / dichloromethane / 20 °C 2: diethylamine / N,N-dimethyl-formamide / 20 °C
Multi-step reaction with 4 steps 1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 16 h / 20 °C 2: trifluoroacetic acid / dichloromethane / 2 h 3: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; diisopropylamine / dichloromethane / 20 °C 4: diethylamine / N,N-dimethyl-formamide / 20 °C
  • 17
  • [ 1122484-77-8 ]
  • C37H53N3O12 [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; diisopropylamine / dichloromethane / 20 °C 2: diethylamine / N,N-dimethyl-formamide / 20 °C 3: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; diisopropylamine / dichloromethane / 6 h / 0 - 20 °C
Multi-step reaction with 3 steps 1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 16 h / 20 °C 2: trifluoroacetic acid / dichloromethane / 2 h 3: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; diisopropylamine / dichloromethane / 6 h / 0 - 20 °C
Multi-step reaction with 5 steps 1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 16 h / 20 °C 2: trifluoroacetic acid / dichloromethane / 2 h 3: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; diisopropylamine / dichloromethane / 20 °C 4: diethylamine / N,N-dimethyl-formamide / 20 °C 5: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; diisopropylamine / dichloromethane / 6 h / 0 - 20 °C
  • 18
  • [ 1122484-77-8 ]
  • C32H44N2O9 [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 16 h / 20 °C 2: trifluoroacetic acid / dichloromethane / 2 h 3: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; diisopropylamine / dichloromethane / 20 °C
  • 19
  • [ 1122484-77-8 ]
  • C17H34N2O7 [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 16 h / 20 °C 2: trifluoroacetic acid / dichloromethane / 2 h 3: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; diisopropylamine / dichloromethane / 20 °C 4: diethylamine / N,N-dimethyl-formamide / 6 h / 20 °C
  • 20
  • [ 1122484-77-8 ]
  • C38H55N3O12 [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 16 h / 20 °C 2: trifluoroacetic acid / dichloromethane / 2 h 3: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; diisopropylamine / dichloromethane / 6 h / 0 - 20 °C
Multi-step reaction with 5 steps 1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 16 h / 20 °C 2: trifluoroacetic acid / dichloromethane / 2 h 3: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; diisopropylamine / dichloromethane / 20 °C 4: diethylamine / N,N-dimethyl-formamide / 6 h / 20 °C 5: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; diisopropylamine / dichloromethane / 6 h / 0 - 20 °C
  • 21
  • [ 1122484-77-8 ]
  • C34H47N3O12 [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 16 h / 20 °C 2: trifluoroacetic acid / dichloromethane / 2 h 3: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; diisopropylamine / dichloromethane / 6 h / 0 - 20 °C 4: trichloroacetic acid / dichloromethane / 20 °C
Multi-step reaction with 6 steps 1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 16 h / 20 °C 2: trifluoroacetic acid / dichloromethane / 2 h 3: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; diisopropylamine / dichloromethane / 20 °C 4: diethylamine / N,N-dimethyl-formamide / 6 h / 20 °C 5: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; diisopropylamine / dichloromethane / 6 h / 0 - 20 °C 6: trichloroacetic acid / dichloromethane / 20 °C
  • 22
  • [ 1122484-77-8 ]
  • C30H39N3O7 [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 16 h / 20 °C 2: trifluoroacetic acid / dichloromethane / 2 h 3: diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 2 h / 0 °C
  • 23
  • [ 1122484-77-8 ]
  • C25H31N3O5 [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 16 h / 20 °C 2: trifluoroacetic acid / dichloromethane / 2 h 3: diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 2 h / 0 °C 4: trifluoroacetic acid / dichloromethane / 1 h
  • 24
  • [ 1122484-77-8 ]
  • C33H43N3O11 [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 16 h / 20 °C 2: trifluoroacetic acid / dichloromethane / 2 h 3: diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 2 h / 0 °C 4: trifluoroacetic acid / dichloromethane / 1 h 5: diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / dichloromethane / 2 h / 20 °C
  • 25
  • [ 1122484-77-8 ]
  • [ 28920-43-6 ]
  • 8-(9-fluorenylmethoxycarbonylamino)-3,6-dioxaoctanoic acid tert-butyl ester [ No CAS ]
YieldReaction ConditionsOperation in experiment
83% With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃; for 16h; 2.2-3.1 Step 1: Preparation of Compound II-3b Compound II-3a (4.55 g, 20.75 mmol) was dissolved in tetrahydrofuran (20 mL), followed by 9-fluoroenylmethoxycarbonylchloride (5.90 g, 22.80 mmol) and diisopropylethylamine (4.46 mL, 24.89 mmol) was added, followed by stirring at room temperature for 16 hours. The reaction solvent was concentrated under reduced pressure, washed sequentially with dichloromethane, distilled water, and brine. The organic layer was dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate: normal-hexane = 1: 1 volume ratio) Compound II-3b (7.60 g, 83%) was obtained.
  • 26
  • [ 1122484-77-8 ]
  • 4’-chloro-4-methyl-6-((4-(4-(((4-(((R)-4-morpholino-1-(phenylthio)butan-2-yl)amino)-3-((trifluoromethyl)sulfonyl)phenyl)sulfonyl)carbamoyl)phenyl)piperazin-1-yl)methyl)-2,3,4,5-tetrahydro-[1,1‘-biphenyl]-4-carboxylic acid [ No CAS ]
  • tert-butyl 2-(2-(2-(4’-chloro-4-methyl-6-((4-(4-(((4-(((R)-4-morpholino-1-(phenylthio)butan-2-yl)amino)-3-((trifluoromethyl)sulfonyl)phenyl)sulfonyl)carbamoyl)phenyl)piperazin-1-yl)methyl)-2,3,4,5-tetrahydro-[1,1‘-biphenyl]-4-carboxamido)ethoxy)ethoxy)acetate [ No CAS ]
YieldReaction ConditionsOperation in experiment
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 6h; 53 Synthesis of tert-butyl 2-(2-(2-(4'-chloro-4-methyl-6-((4-(4-(((4-(((R)-4- morpholino-1-(phenylthio)butan-2-yl)amino)-3-((trifluoromethyl)sulfonyl)phenyl)sulfonyl)carbamoyl)phenyl)piperazin-1- yl)methyl)-2,3,4,5-tetrahydro-[1 ,1 '-biphenyl]-4- carboxamido)ethoxy)ethoxy)acetate (1.44a): To a stirring solution of acid 1.32 (1 equiv.) in DCM was added appropriate amine (1 equiv.), EDCI (2 equiv.) and DMAP (2 equiv.). The reaction mixture was stirred for 6h at room temperature. After consumption if the starting material the solvent was evaporated in reduced pressure and the crude was purified by flash chromatography to get the desired compound. 1 H NMR (600 MHz, Chloroform-d) d 8.33 (s, 1 H), 8.07 (d, 1 H), 7.81 (br, 2H), 7.36 (d, J = 7.5 Hz, 2H), 7.32 - 7.25 (m, 3H), 7.25 - 7.18 (m, 1 H), 6.99 (d, J = 8.0 Hz, 2H), 6.92 (br, 1 H), 6.71 (d, J = 8.5 Hz, 2H), 6.66 (br, 1 H), 6.54 (d, J = 9.3 Hz, 1 H), 3.99 (s, 2H), 3.85 (br, 1 H), 3.66 (d, J = 7.2 Hz, 9H), 3.58 (br, 2H), 3.54 - 3.43 (m, 2H), 3.24 (br, 4H), 3.09 (dd, J = 13.7, 4.7 Hz, 1 H), 2.99 (dd, J = 13.8, 7.4 Hz, 1 H), 2.96 - 2.84 (m, 1 H), 2.75 (d, J = 17.7 Hz, 1 H), 2.56 - 2.28 (m, 13H), 2.28 - 2.14 (m, 1 H), 2.08 (br, 2H), 1 .72 - 1 .59 (m, 2H), 1 .45 (s, 9H), 1 .27 (s, 3H).
  • 27
  • [ 1122484-77-8 ]
  • 4,9-dioxo-4,9-dihydro-naphtho[2,3-b]furan-2-carboxylic acid [ No CAS ]
  • tert-butyl 2-(2-(2-(4,9-dioxo-4,9-dihydronaphtho[2,3-b]furan-2-carboxamido)ethoxy)ethoxy)acetate [ No CAS ]
YieldReaction ConditionsOperation in experiment
51% With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; for 12h; Inert atmosphere;
  • 28
  • [ 5292-43-3 ]
  • [ 1122484-77-8 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1: sodium hydride / tetrahydrofuran / 18 h / 0 - 20 °C 2: pyridine / 1 h / 20 °C 3: sodium iodide / propan-2-one / Reflux 4: N,N-dimethyl-formamide / 16 h / 20 °C 5: hydrogen; palladium hydroxide on carbon / ethanol / 8 h / 20 °C
Multi-step reaction with 6 steps 1: sodium hydroxide; tetrabutylammonium bromide / dichloromethane; lithium hydroxide monohydrate / 20 °C 2: hydrogen; palladium 10% on activated carbon / methanol / 40 °C 3: pyridine / 1 h / 20 °C 4: sodium iodide / propan-2-one / Reflux 5: N,N-dimethyl-formamide / 16 h / 20 °C 6: hydrogen; palladium hydroxide on carbon / ethanol / 8 h / 20 °C
  • 29
  • [ 149299-82-1 ]
  • [ 1122484-77-8 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: pyridine / 1 h / 20 °C 2: sodium iodide / propan-2-one / Reflux 3: N,N-dimethyl-formamide / 16 h / 20 °C 4: hydrogen; palladium hydroxide on carbon / ethanol / 8 h / 20 °C
  • 30
  • [ 882518-89-0 ]
  • [ 1122484-77-8 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: sodium iodide / propan-2-one / Reflux 2: N,N-dimethyl-formamide / 16 h / 20 °C 3: hydrogen; palladium hydroxide on carbon / ethanol / 8 h / 20 °C
  • 31
  • tert-butyl 2-(2-(2-iodoethoxy)ethoxy)acetate [ No CAS ]
  • [ 1122484-77-8 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: N,N-dimethyl-formamide / 16 h / 20 °C 2: hydrogen; palladium hydroxide on carbon / ethanol / 8 h / 20 °C
  • 32
  • [ 251564-45-1 ]
  • [ 1122484-77-8 ]
YieldReaction ConditionsOperation in experiment
74% With palladium hydroxide on carbon; hydrogen In ethanol at 20℃; for 8h; 8.5 Step 5: Preparation of tert-butyl 2-(2-(2-aminoethoxy)ethoxy)acetate A solution of the compound prepared in step 4 above (304 mg, 1.24 mmol) and Pd(OH)2/C (70 mg) in EtOH (27 mL) was stirred at room temperature for 8 hours. The reaction mixture was stirred at room temperature under a hydrogen gas environment. The solution was filtered through Celite and the solvent was dried under vacuum to give the desired compound (200 mg, 0.912 mmol, 74 %). 1H NMR (300 MHz, CDCl3) δ 4.03 (s, 2H), 3.75-3.65 (m, 4H), 3.52 (t, J = 5.3 Hz, 2H), 2.87 (t, J = 5.2 Hz, 2H), 1.48 (s, 9H).
74% With palladium hydroxide on carbon; hydrogen In ethanol at 20℃; for 8h; 8.5 Step 5: Preparation of tert-butyl 2-(2-(2-aminoethoxy)ethoxy)acetate A solution of the compound prepared in step 4 above (304 mg, 1.24 mmol) and Pd(OH)2/C (70 mg) in EtOH (27 mL) was stirred at room temperature for 8 hours. The reaction mixture was stirred at room temperature under a hydrogen gas environment. The solution was filtered through Celite and the solvent was dried under vacuum to give the desired compound (200 mg, 0.912 mmol, 74 %). 1H NMR (300 MHz, CDCl3) δ 4.03 (s, 2H), 3.75-3.65 (m, 4H), 3.52 (t, J = 5.3 Hz, 2H), 2.87 (t, J = 5.2 Hz, 2H), 1.48 (s, 9H).
  • 33
  • [ 1122484-77-8 ]
  • 2-(2,6-dioxopiperidin-3-yl)-4-(2-(2-(2-(4-(4-(5-(furan-2-ylmethylamino)-[1,2,4]triazolo[4,3-c]pyrimidin-8-yl)phenyl)piperazin-1-yl)-2-oxoethoxy)ethoxy)ethylamino)isoindolin-1,3-dione [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 16 h / 90 °C 2: trifluoroacetic acid / dichloromethane / 3 h 3: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 2 h / 20 °C
  • 34
  • [ 1122484-77-8 ]
  • 2-(2-(2-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)amino)ethoxy)ethoxy)acetic acid [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 16 h / 90 °C 2: trifluoroacetic acid / dichloromethane / 3 h
  • 35
  • tert-butyl 2-(2-(2-(benzyloxy)ethoxy)ethoxy)acetate [ No CAS ]
  • [ 1122484-77-8 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1: hydrogen; palladium 10% on activated carbon / methanol / 40 °C 2: pyridine / 1 h / 20 °C 3: sodium iodide / propan-2-one / Reflux 4: N,N-dimethyl-formamide / 16 h / 20 °C 5: hydrogen; palladium hydroxide on carbon / ethanol / 8 h / 20 °C
  • 36
  • [ 1122484-77-8 ]
  • [ 35013-72-0 ]
  • [ 1238575-75-1 ]
YieldReaction ConditionsOperation in experiment
78% With triethylamine
  • 37
  • [ 1122484-77-8 ]
  • C35H43N3O10S [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: triethylamine 2: trifluoroacetic acid / dichloromethane / 2 h 3: triethylamine; N-[3-(N,N-dimethylamino)-propyl]-N'-ethyl-carbodiimide hydrochloride; dmap / dichloromethane / 1 h / 0 °C
  • 38
  • [ 1122484-77-8 ]
  • [ 1238575-77-3 ]
  • 39
  • [ 1122484-77-8 ]
  • 2,5-dioxopyrrolidin-1-yl 4-[2-(4-methoxyphenyl)-4-methyl-5-oxo-4,5-dihydrothieno[3,2-b]pyridin-7-yl]benzoate [ No CAS ]
  • tert-butyl 2-[2-(2-{4-[2-(4-methoxyphenyl)-4-methyl-5-oxo-4,5-dihydrothieno[3,2-b]pyridin-7-yl]benzamido}ethoxy)ethoxy]acetate [ No CAS ]
YieldReaction ConditionsOperation in experiment
55% With N-ethyl-N,N-diisopropylamine; O-(benzotriazol-1-yl)-N,N,N,N-tetramethyluroniumhexafluorophosphate In N,N-dimethyl-formamide at 20℃; for 12h;
  • 40
  • [ 1122484-77-8 ]
  • [ 98-73-7 ]
  • tert-butyl 2-(2-{2-[(4-tert-butylphenyl)formamido]ethoxy}ethoxy)acetate [ No CAS ]
YieldReaction ConditionsOperation in experiment
32.05% With benzotriazole-1-yl-oxy-tris-pyrrolidino-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 0 - 20℃; for 1h; 11.1 Step 1: Synthesis of tert-butyl 2-(2-{2-[(4-tert-butylphenyl)formamido]ethoxy} ethoxy)acetate Into a 100 mL flask was added 4-tert-butylbenzoic acid (1.63 g, 9.12 mmol, 1.00 equiv) and DMF (20.00 mL). The mixture was cooled to 0oC, then PyBOP (7.12 g, 13.68 mmol, 1.50 equiv) and tert-butyl 2-[2-(2-aminoethoxy)ethoxy]acetate (2.00 g, 9.12 mmol, 1.00 equiv) were added followed by addition of DIEA (4.77 mL, 27.36 mmol, 3.00 equiv). The reaction was stirred at room temperature for 1.0 h. The reaction mixture was poured into water (60 mL). The reaction mixture was extracted by EA (3x60 mL), the organic phases were combined and washed by H2O (1x60 mL) and NaCl (1x60 mL), dried over anhydrous Na2SO4. After filtration, the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography, eluted with PE/EtOAc (40:60) to afford tert-butyl 2-(2-{2-[(4-tert-butylphenyl)formamido]ethoxy}ethoxy)acetate (1.18 g, 32.05% yield) as a brown oil. LC/MS: mass calcd. For C21H33NO5:379.24, found: 380.25 [M+H]+
  • 41
  • [ 1122484-77-8 ]
  • [ 98-73-7 ]
  • (2-{2-[(4-tert-butylphenyl)formamido]ethoxy}ethoxy)acetic acid [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: N-ethyl-N,N-diisopropylamine; benzotriazole-1-yl-oxy-tris-pyrrolidino-phosphonium hexafluorophosphate / N,N-dimethyl-formamide / 1 h / 0 - 20 °C 2: trifluoroacetic acid / dichloromethane / 1 h / 20 °C
Recommend Products
Same Skeleton Products
Historical Records

Similar Product of
[ 1122484-77-8 ]

Chemical Structure| 2098500-69-5

A636490[ 2098500-69-5 ]

tert-Butyl 2-(2-(2-aminoethoxy)ethoxy)acetate hydrochloride

Reason: Free-salt

Chemical Structure| 7208-05-1

A349274[ 7208-05-1 ]

2,4-Dimethyloxazole

Reason: