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[ CAS No. 93206-09-8 ] {[proInfo.proName]}

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Chemical Structure| 93206-09-8
Chemical Structure| 93206-09-8
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Product Details of [ 93206-09-8 ]

CAS No. :93206-09-8 MDL No. :MFCD16294180
Formula : C11H14O4 Boiling Point : -
Linear Structure Formula :- InChI Key :WEBYLMXBPGYVLS-UHFFFAOYSA-N
M.W : 210.23 Pubchem ID :21790136
Synonyms :
Chemical Name :2-(2-(Benzyloxy)ethoxy)acetic acid

Safety of [ 93206-09-8 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P264-P270-P271-P280-P301+P312+P330-P302+P352+P312-P304+P340+P312-P305+P351+P338-P332+P313-P337+P313-P362-P363-P403+P233 UN#:N/A
Hazard Statements:H302+H312+H332-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 93206-09-8 ]

* 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 [ 93206-09-8 ]

[ 93206-09-8 ] Synthesis Path-Downstream   1~25

  • 1
  • [ 2050-25-1 ]
  • [ 93206-09-8 ]
  • 2
  • [ 70481-88-8 ]
  • [ 93206-09-8 ]
  • [ 93206-10-1 ]
  • 3
  • [ 3476-50-4 ]
  • [ 93206-09-8 ]
  • 2-(2-Benzyloxy-ethoxy)-N-((S)-1,2,3,10-tetramethoxy-9-oxo-5,6,7,9-tetrahydro-benzo[a]heptalen-7-yl)-acetamide [ No CAS ]
  • 4
  • [ 93206-09-8 ]
  • [ 181725-44-0 ]
  • 5
  • [ 622-08-2 ]
  • [ 79-11-8 ]
  • [ 93206-09-8 ]
YieldReaction ConditionsOperation in experiment
(1) Sixty % sodium hydride in oil (6.80 g) is suspended in N,N-dimethylacetamide (80 ml) and a solution of 2-(benzyloxy)ethanol (12.9 g) in N,N-dimethylacetamide (50 ml) is added dropwise to the mixture over 10 minutes under ice-cooling. After stirring at room temperature for 15 minutes, the reaction solution is cooled with ice, and thereto is added chloroacetic acid (8.13 g) in small portions. The mixture is then stirred at room temperature for 11 hours. The reaction solution is concentrated under reduced pressure, and to the resulting residue is added aqueous sodium hydrogen carbonate solution and the mixture is washed with diethyl ether. The aqueous layer is acidified with conc. hydrochloric acid, and then extracted with ethyl acetate. The organic layer is washed with saturated brine, dried over sodium sulfate and evaporated to remove solvent under reduced pressure to give [2-(benzyloxy)ethoxy]acetic acid (18.24 g). ESI-MS M/Z:209[M-H]-
  • 6
  • [ 93206-09-8 ]
  • [ 181725-46-2 ]
  • 7
  • [ 93206-09-8 ]
  • [ 181725-48-4 ]
  • 8
  • [ 93206-09-8 ]
  • [ 93206-12-3 ]
  • 9
  • [ 2216-51-5 ]
  • [ 93206-09-8 ]
  • (1R,2S,5R)-3-menthyl 7-phenyl-3,6-dioxaheptanoate [ No CAS ]
  • 10
  • [ 1068-52-6 ]
  • sodium 2-benzyloxyethanolate [ No CAS ]
  • [ 93206-09-8 ]
  • 11
  • [ 79-11-8 ]
  • [ 93206-09-8 ]
YieldReaction ConditionsOperation in experiment
Sixty % sodium hydride in oil (6.80 g) is suspended in N,N-dimethylacetamide (80 ml) and a solution of 2-benzyloxyethanol (12.9 g) in N,N-dimethylacetamide (50 ml) is added dropwise to the mixture over a period of 10 minutes under ice-cooling. After stirring at room temperature for 15 minutes, the reaction solution is cooled with ice, thereto is added chloroacetic acid (8.13 g) gradually and the mixture is stirred at room temperature for 11 hours. The reaction solution is concentrated under reduced pressure, to the resulting residue is added aqueous sodium hydrogen carbonate solution and the mixture is washed with diethyl ether. The aqueous layer is acidified with conc. hydrochloric acid, and then extracted with ethyl acetate. The organic layer is washed with saturated brine, dried over sodium sulfate and evaporated to remove solvent under reduced pressure to give (2-benzyloxyethoxy)acetic acid (18.24 g). ESI-MS M/Z:209[M-H]-.
(1) Sixty % sodium hydride in oil (6.80 g) is suspended in N,N-dimethylacetamide (80 ml) and a solution of 2-(benzyloxy)ethanol (12.9 g) in N,N-dimethylacetamide (50 ml) is added dropwise to the mixture over 10 minutes under ice-cooling. After stirring at room temperature for 15 minutes, the reaction solution is cooled with ice, and thereto is added chloroacetic acid (8.13 g) in small portions. The mixture is then stirred at room temperature for 11 hours. The reaction solution is concentrated under reduced pressure, and to the resulting residue is added aqueous sodium hydrogen carbonate solution and the mixture is washed with diethyl ether. The aqueous layer is acidified with conc. hydrochloric acid, and then extracted with ethyl acetate. The organic layer is washed with saturated brine, dried over sodium sulfate and evaporated to remove solvent under reduced pressure to give [2-(benzyloxy)ethoxy]acetic acid (18.24 g). ESI-MS M/Z:209[M-H]-.
  • 12
  • E-4-aminocyclohexylcarboxylic acid methyl ester hydrochloride [ No CAS ]
  • [ 93206-09-8 ]
  • methyl trans-4-([2-(2-benzyloxy)ethoxy]acetyl}amino)-cyclohexanecarboxylate [ No CAS ]
YieldReaction ConditionsOperation in experiment
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In DMF (N,N-dimethyl-formamide); at 0 - 20℃; for 72h; (2-Benzyloxyethoxy)acetic acid (6.51 g) obtained in (1), methyl trans-4-aminocyclohexanecarboxylate hydrochloride (5.27 g) obtained in Reference Example 113(1) and 1-hydroxybenzotriazole (5.06 g) are dissolved in N,N-dimethylformamide (100 ml). To the mixture are added 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (7.10 g) and triethylamine (4.50 ml) successively under ice-cooling, and the mixture is stirred at room temperature for 3 days. The reaction solution is concentrated under reduced pressure, to the resulting residue is added an aqueous sodium hydrogen carbonate solution and the mixture is extracted with ethyl acetate. The organic layer is washed with a saturated brine, dried over sodium sulfate and evaporated to remove the solvent under reduced pressure. The resulting residue is purified by silica gel column chromatography (eluent: hexane/ethyl acetate = 1:1 followed' by ethyl acetate) to give methyl trans-4-[2-(2-benzyloxyethoxy)acetylamino]cyclohexanecarboxylate (8.24 g). APCI-MS M/Z:350[M+H]+.
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In N,N-dimethyl-formamide; at 0 - 20℃; for 72h; [(2-Benzyloxy)ethoxy]acetic acid (6.51 g) obtained in (1) above, methyl trans-4-aminocyclohexane-carboxylate hydrochloride (5.27 g) obtained in Reference Example 2(1) and 1-hydroxybenzotriazole (5.06 g) are dissolved in N,N-dimethylformamide (100 ml). To the mixture are added 1-ethyl-3-(3-dimethylaminopropyl)-carbodiimide hydrochloride (7.10 g) and triethylamine (4.50 ml) successively under ice-cooling, and the mixture is stirred at room temperature for 3 days. The reaction solution is concentrated under reduced pressure, and to the resulting residue is added an aqueous sodium hydrogen carbonate solution, followed by extraction with ethyl acetate. The organic layer is washed with saturated brine, dried over sodium sulfate and evaporated to remove the solvent under reduced pressure. The resulting residue is purified by silica gel column chromatography (eluent: hexane/ethyl acetate = 1:1 followed by ethyl acetate) to give methyl trans-4-([2-(2-benzyloxy)ethoxy]acetyl}amino)-cyclohexanecarboxylate (8.24 g). APCI-MS M/Z:350[M+H]+
  • 13
  • [ 61367-07-5 ]
  • [ 93206-09-8 ]
  • [ 609805-64-3 ]
YieldReaction ConditionsOperation in experiment
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In DMF (N,N-dimethyl-formamide); at 0 - 20℃; for 72h; (2) [(2-Benzyloxy)ethoxy]acetic acid (6.51 g) obtained in (1) above, <strong>[61367-07-5]methyl trans-4-aminocyclohexanecarboxylate hydrochloride</strong> (5.27 g) obtained in Reference Example 2(1) and 1-hydroxybenzotriazole (5.06 g) are dissolved in N,N-dimethylformamide (100 ml). To the mixture are added 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (7.10 g) and triethylamine (4.50 ml) successively under ice-cooling, and the mixture is stirred at room temperature for 3 days. The reaction solution is concentrated under reduced pressure, and to the resulting residue is added an aqueous sodium hydrogen carbonate solution, followed by extraction with ethyl acetate. The organic layer is washed with saturated brine, dried over sodium sulfate and evaporated to remove the solvent under reduced pressure. The resulting residue is purified by silica gel column chromatography (eluent: hexane/ethyl acetate = 1:1 followed by ethyl acetate) to give methyl trans-4-([2-(2-benzyloxy)ethoxy]acetyl}amino)cyclohexanecarboxylate (8.24 g). APCI-MS M/Z:350[M+H]+.
  • 14
  • [ 29840-56-0 ]
  • [ 93206-09-8 ]
  • [ 727736-40-5 ]
YieldReaction ConditionsOperation in experiment
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In DMF (N,N-dimethyl-formamide); at 0 - 20℃; for 48h; (1) Methyl 5-aminovalerate hydrochloride (3.35 g) obtained in Reference Example 6(1), [2-(benzyloxy)ethoxy]acetic acid (4.63 g) obtained in Reference Example 4(1) and 1-hydroxybenzotriazole (3.78 g) are dissolved in N,N-dimethylformamide (80 ml). To the mixture are added 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (5.37 g) and triethylamine (3.35 ml) successively under ice-cooling, and the mixture is stirred at room temperature for 2 days. The reaction solution is concentrated under reduced pressure, and the resulting residue is diluted with ice-water and extracted with ethyl acetate. The organic layer is washed with aqueous sodium hydrogen carbonate solution, water and saturated brine successively, dried over sodium sulfate and evaporated to remove the solvent under reduced pressure. The resulting residue is purified by silica gel column chromatography (eluent: hexane/ethyl acetate = 1:1 followed by ethyl acetate) to give methyl 5-([2-(benzyloxy)ethoxy]acetyl}amino)pentanoate (5.56 g). APCI-MS M/Z:324[M+H]+.
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In N,N-dimethyl-formamide; at 0 - 20℃; for 48h; (1) Methyl 5-aminovalerate hydrochloride (3.35 g) obtained in Reference Example 6(1), [2-(benzyloxy)-ethoxy]acetic acid (4.63 g) obtained in Reference Example 4(1) and 1-hydroxybenzotriazole (3.78 g) are dissolved in N,N-dimethylformamide (80 ml). To the mixture are added 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (5.37 g) and triethylamine (3.35 ml) successively under ice-cooling, and the mixture is stirred at room temperature for 2 days. The reaction solution is concentrated under reduced pressure, and the resulting residue is diluted with ice-water and extracted with ethyl acetate. The organic layer is washed with aqueous sodium hydrogen carbonate solution, water and saturated brine successively, dried over sodium sulfate and evaporated to remove the solvent under reduced pressure. The resulting residue is purified by silica gel column chromatography (eluent: hexane/ethyl acetate = 1:1 followed by ethyl acetate) to give methyl 5-([2-(benzyloxy)ethoxy]acetyl}amino)pentanoate (5.56 g). APCI-MS M/Z:324[M+H]+
  • 15
  • 2-N-[1,4,7-tris-(carboxylatomethyl)-1,4,7,10-tetraazacyclododecane-10-N-(pentanoyl-3-aza-4-oxo-5-methyl-5-yl)]-L-lysine-[(1H,1H,2H,2H-perfluorodecyl)-methyl]-amide, Gd complex [ No CAS ]
  • [ 93206-09-8 ]
  • C47H60F17N8O12(3-)*Gd(3+) [ No CAS ]
YieldReaction ConditionsOperation in experiment
With 1-hydroxy-pyrrolidine-2,5-dione; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide; at 0 - 20℃; for 19h; 2.84 g (13.75 mmol) of dicyclohexylcarbodiimide is added at 0 C. to a solution of 12.75 g (10.0 mmol) of the title compound of Example 16b and 2.31 g (11.0 mmol) of <strong>[93206-09-8](2-benzyloxyethoxy)-acetic acid</strong> (Mitchell et al., Heterocyclic Chem., 1984, 697-699) and 1.27 g (11.0 mmol) of N-hydroxysuccinimide in 100 ml of dimethylformamide, it is stirred for 3 hours at 0 C. and then for 16 hours at room temperature. Precipitated urea is filtered out, and the filtrate is evaporated to the dry state in a vacuum. The residue is dissolved in 100 ml of methanol, mixed with 2.0 g of palladium catalyst (10% Pd/C) and hydrogenated for 24 hours at room temperature. Catalyst is filtered out, and the filtrate is evaporated to the dry state in a vacuum. The residue is taken up in a little water, insoluble components are filtered out, and the filtrate is then purified by chromatography (PP-18; mobile solvent: gradient that consists of water/acetonitrile). Yield: 9.7 g (68% of theory) of a colorless solid Water content (Karl-Fischer): 7.1% Elementary Analysis (relative to the anhydrous substance): Cld.: C 36.42 H 4.13 N 8.49 F 24.48 Gd 11.92 End.: C 36.61 H 4.17 N 8.44 F 24.39 Gd 11.87
  • 16
  • [ 1192068-55-5 ]
  • [ 93206-09-8 ]
  • [ 1192068-65-7 ]
  • 17
  • [ 869310-52-1 ]
  • [ 93206-09-8 ]
  • 18
  • [ 1207632-14-1 ]
  • [ 93206-09-8 ]
  • [ 1207634-88-5 ]
YieldReaction ConditionsOperation in experiment
87% With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; at 20℃; for 18h; 100. i-te^S-Fluoro^-methoxybenzyO-i^^.y-tetrahydro-SH-indolo^.S-cltiyinaphthyridin-3-yl]-2-(2-hydroxyethoxy)ethanone; Step 1 : 3-[2-(Benzyloxy)ethoxy]acetyl}-6-(3-fluoro-4-methoxybenzyl)-2,3,4,7-tetrahydro-1 H- indolo[2,3-c][1 ,7]naphthyridine. 6-(3-Fluoro-4-methoxybenzyl)-2,3,4,7-tetrahydro-1 H-indolo[2,3- c][1 ,7]naphthyridine (example 20) (200 mg) is suspended in dichloromethane (6 ml) and [2-(benzyloxy)ethoxy]acetic acid (example A10) (231 mg), 1-hydroxybenzotriazole (111 mg), 1-ethyl- 3-(3-dimethylaminopropyl)carbodiimide hydrochloride (210 mg) and triethylamine (354 μl) are added. The mixture is stirred for 18 h at room temperature. After that, water (10 ml) and dichloromethane (15 ml) are added, the aqueous phase is extracted with dichloromethane (2 x 15 ml), the combined organic extracts are dried (MgSO4) and concentrated in vacuo. The crude product is purified by column chromatography (silica gel, eluting with ethyl acetate / petroleum ether / triethylamine 5:5:1 (v/v/v)) to yield 260 mg (87%) of 3-[2-(benzyloxy)ethoxy]acetyl}-6-(3-fluoro-4- methoxybenzyl)-2,3,4,7-tetrahydro-1 H-indolo[2,3-c][1 ,7]naphthyridine as a colorless oil. 1H-NMR (300 MHz, d6-DMSO); δ = 3.30-3.41 , 3.49-3.60 (2m, 2H [rotamers]), 3.57-3.70 (m, 4H), 3.75 (s, 3H), 3.80-3.94 (m, 2H), 4.27-4.38 (m, 4H), 4.43, 4.50 (2s, 2H [rotamers]), 4.72-4.81 (m, 2H), 6.97-7.14 (m, 2H), 7.16-7.37 (m, 7H), 7.54 (dd, J = 7.8 Hz, 8.0 Hz, 1 H), 7.62 (d, J = 8.2 Hz, 1 H), 8.03, 8.16 (2d, J = 8.0 Hz, 1 H [rotamers]), 11.63 (s, 1 H). MS (MH+ found) = 554.3
  • 19
  • [ 124251-97-4 ]
  • [ 93206-09-8 ]
YieldReaction ConditionsOperation in experiment
93% A10. [2-(Benzyloxy)ethoxy]acetic acid; Methyl [2-(benzyloxy)ethoxy]acetate (example A9) (2.50 g) is dissolved in dioxane (50 ml) and water (28 ml), lithium hydroxide (2.7 g) is added and the mixture is stirred for 1 h at 8O0C. After cooling, the mixture is acidified by addition of 6M hydrochloric acid, diluted with water (25 ml) and extracted with dichloromethane (3 x 50 ml). The combined organic extracts are washed with water (1 x 100 ml) and saturated sodium chloride solution (1 x 100 ml), dried (MgSO4) and concentrated in vacuo to give rise to 2.18 g (93%) of the title compound as a yellow oil. 1H-NMR (300 MHz, CDCI3); δ = 3.63-3.70 (m, 2H), 3.74-3.80 (m, 2H), 4.17 (s, 2H), 4.60 (s, 2H), 7.26-7.40 (m, 5H). MS (M+ found) = 210.2
  • 20
  • [ 1207516-29-7 ]
  • [ 93206-09-8 ]
  • [ 1207516-52-6 ]
YieldReaction ConditionsOperation in experiment
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; at 20 - 25℃; for 18h; 20. 1-[10-Fluoro-6-(3-fluoro-4-methoxybenzyl)-1,2,4,7-tetrahydro-3H-indolo[2,3- c][1,7]naphthyridin-3-yl]-2-(2-hydroxyethoxy)ethanoneStep 1 : 2-[2-(Benzyloxy)ethoxy]-1-[10-fluoro-6-(3-fluoro-4-methoxybenzyl)-1 ,2,4,7-tetrahydro-3H- indolo[2,3-c][1 ,7]naphthyridin-3-yl]ethanone. 10-Fluoro-6-(3-fluoro-4-methoxybenzyl)-2,3,4,7- tetrahydro-1 H-indolo[2,3-c][1 ,7]naphthyridine (example 10) (304 mg) is suspended in dichloromethane (10 ml) and [2-(benzyloxy)ethoxy]acetic acid (example A14) (336 mg), 1-hydroxybenzotriazole (184 mg), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (306 mg) and triethylamine (296 μl) are added. The mixture is stirred for 18 h at room temperature. After that, water (15 ml) and dichloromethane (20 ml) are added, the aqueous phase is extracted with dichloromethane (2 x 20 ml), the combined organic extracts are dried (MgSO4) and concentrated in vacuo. The crude product, 2-[2- (benzyloxy)ethoxy]-1-[10-fluoro-6-(3-fluoro-4-methoxybenzyl)-1 ,2,4,7-tetrahydro-3H-indolo[2,3- c][1 ,7]naphthyridin-3-yl]ethanone, is used in the next step without further purification
  • 21
  • [ 93206-15-6 ]
  • [ 93206-09-8 ]
YieldReaction ConditionsOperation in experiment
A14. [2-(Benzyloxy)ethoxy]acetic acidMethyl [2-(benzyloxy)ethoxy]acetate (example A13) (2.50 g) is dissolved in dioxane (50 ml) and water (28 ml), lithium hydroxide (2.7 g) is added and the mixture is stirred for 1 h at 8O0C. After cooling, the mixture is acidified by addition of 6M hydrochloric acid, diluted with water (25 ml) and extracted with dichloromethane (3 x 50 ml). The combined organic extracts are washed with water (1 x 100 ml) and saturated sodium chloride solution (1 x 100 ml), dried (MgSO4) and concentrated in vacuo to give rise to 2.18 g (93%) of the title compound as a yellow oil.1H-NMR (300 MHz, CDCI3); δ = 3.63-3.70 (m, 2H), 3.74-3.80 (m, 2H), 4.17 (s, 2H), 4.60 (s, 2H), 7.26-7.40 (m, 5H).MS (M+ found) = 210.2
  • 23
  • [ 1309451-05-5 ]
  • [ 93206-09-8 ]
  • (3,9-dioxo-1-phenyl-2,5,8,11-tetraoxatridecan-13-yl) 2-(2-(benzyloxy)ethoxy)acetate [ No CAS ]
YieldReaction ConditionsOperation in experiment
48% 3,9-dioxo-1-phenyl-2,5,8,11-tetraoxatridecan-13-yl 2-(2-(benzyloxy)ethoxy)acetate 11. To a stirred solution of triphenylphosphine (1.175 g, 4.48 mmol) in toluene (18 ml) at 0C was added DEAD (820 μl, 4.48 mmol). Mixture was stirred at 0C 10 min then a toluene solution (500 μl) of acid 10 (235 mg, 1.12 mmol) was added dropwise, followed by a toluene (500 μl) solution of alcohol 6 (350 mg, 1.12 mmol). Mixture was stirred 30 min et 0C and concentrated. Careful flash chromatography on silica gel (EtOAc/pentane 1/) afforded trimer 11 as an oil (273 mg, 48%). 1H NMR (CDCl3, 400 MHz): δ 7.36-7.31 (m, 5H), 5.17 (s, 2H), 4.55 (s, 2H), 4.35-4.29 (m, 4H), 4.21 (s, 2H), 4.16-4.12 (m, 4H), 3.78-3.73 (m, 6H), 3.68-3.63 (m, 2H).
48% With diethylazodicarboxylate;triphenylphosphine; In toluene; at 0℃; for 0.5h; 3,9-dioxo-1 -phenyl-2, 5,8,11 -tetraoxatridecan-13-yl 2-(2- (benzyloxy)ethoxy)acetate 11. To a stirred solution of triphenylphosphine (1.175 g, 4.48 mmol) in toluene (18 ml) at15 0C was added DEAD (820 μΙ, 4.48 mmol). Mixture was stirred at 0C 10 min then a toluene solution (500 μΙ) of acid 10 (235 mg, 1.12 mmol) was added dropwise, followed by a toluene (500 μΙ) solution of alcohol 6 (350 mg, 1.12 mmol). Mixture was stirred 30 min et 0C and concentrated. Careful flash chromatography on silica gel (EtOAc/pentane 1/) afforded trimer 11 as an oil (273 mg, 48%).
  • 24
  • [ 1309451-06-6 ]
  • [ 93206-09-8 ]
YieldReaction ConditionsOperation in experiment
95% With trifluoroacetic acid; In dichloromethane; at 20℃; for 2h; [2-(benzyloxy)ethoxy]acetic acid 10. To a stirred solution of ester 9 (2.66 g, 10 mmol) in dichloromethane (91 ml) was added TFA (9 ml). reaction mixture was stirred at room temperature for 2 hrs and mixture was concentrated. Obtained residue was diluted in water and basified with a NaOH 1 N solution. This aqueous layer was extracted with ether then acidified and extracted twice with EtOAc. Combined organic layers were dried over MgSO4, filtered and concentrated to give acid 10 (2 g, 95%) as an oil, used for next step without further purification.
95% Ο,Η [2-(benzyloxy)ethoxy]acetic acid 10. To a stirred solution of ester 9 (2.66 g, 10BnOmmol) in dichloromethane (91 ml) was added TFA (9 ml), reaction mixture was stirred at room temperature for 2 hrs and mixture was concentrated. Obtained residue was diluted in water and basified with a NaOH 1 N solution. This aqueous layer was extracted with ether then acidified and extracted twice with EtOAc. Combined organic layers were dried over MgS04, filtered and concentrated to give acid 10 (2 g, 95%) as an oil, used for next step without further purification.
  • 25
  • [ 93206-09-8 ]
  • [ 109-76-2 ]
  • [ 1239890-95-9 ]
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