Home Cart 0 Sign in  
X

[ CAS No. 1262411-27-7 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
3d Animation Molecule Structure of 1262411-27-7
Chemical Structure| 1262411-27-7
Chemical Structure| 1262411-27-7
Structure of 1262411-27-7 * 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 [ 1262411-27-7 ]

Related Doc. of [ 1262411-27-7 ]

Alternatived Products of [ 1262411-27-7 ]
Product Citations

Product Details of [ 1262411-27-7 ]

CAS No. :1262411-27-7 MDL No. :MFCD18375152
Formula : C9H18N2O3 Boiling Point : -
Linear Structure Formula :- InChI Key :JWVHLOXEHDYSLW-UHFFFAOYSA-N
M.W : 202.25 Pubchem ID :68264580
Synonyms :

Safety of [ 1262411-27-7 ]

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

Application In Synthesis of [ 1262411-27-7 ]

* 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 [ 1262411-27-7 ]

[ 1262411-27-7 ] Synthesis Path-Downstream   1~8

  • 1
  • [ 1011479-72-3 ]
  • [ 1262411-27-7 ]
YieldReaction ConditionsOperation in experiment
290 mg With sodium tetrahydroborate; ethanol at 80℃; for 16h; 26.A Step A: preparation of tert-butyl 3-amino-3-(hydroxymethyl)azetidine-1-carboxylate: sodium borohydride(140mg, 3.68mmol) was added to a solution of 3-ethoxycarbonyl-3-amino-1-tert-butoxycarbonylazetidine (300mg,1.23mmol) in ethanol (8mL) at 0°C, after warming to room temperature, the mixture was heated to 80°C and stirredunder reflux for 16 hours. The reaction solution was concentrated under reduced pressure to give a residue, which wassuspended in saturated brine. The resulting aqueous solution was extracted three times with ethyl acetate. The organicphases were combined, dried over anhydrous sodium sulfate, and concentrated under reduced pressure to give acolorless oil (290mg, 1.4mmol), which was used directly in the next step.
  • 2
  • [ CAS Unavailable ]
  • [ 1262411-27-7 ]
  • [ 2135702-43-9 ]
YieldReaction ConditionsOperation in experiment
58 g With triethylamine In tetrahydrofuran at 0 - 35℃; for 2.5h; 279.C C) tert-butyl 6-oxo-7-oxa-2,5-diazaspiro[3.4]octane-2-carboxylate A mixture of 58 tert-butyl 3-(hydroxymethyl)-3-nitroazetidine-1-carboxylate (85 g), 60 Raney nickel (9 g) and 25 methanol (1.5 L) was subjected to hydrogenation (60 psi) at room temperature for 16 hr. The reaction mixture was filtered through Celite, and the filtrate was concentrated under reduced pressure to give the corresponding amine derivative (68 g). To a solution of the amine derivative (68 g) and 57 TEA (100 mL) in 8 THF (1.5 L) was added 47 triphosgene (40 g) at 0°C, and the reaction mixture was stirred at 0°C for 0.5 hr, and then at room temperature for 2 hr. The reaction mixture was poured into saturated aqueous sodium hydrogencarbonate solution, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/petroleum ether) to give the 61 title compound (58 g). 1H NMR (500 MHz, CDCl3) δ 1.43 (9H, s), 4.03 (2H, d, J = 10.1Hz), 4.13 (2H, d, J = 9.5 Hz), 4.53 (2H, s), 6.52 (1H, brs)
58 g With triethylamine In tetrahydrofuran at 0 - 35℃; for 2.5h; 1.D D) tert-butyl 6-oxo-7-oxa-2,5-diazaspiro[3.4]octane-2-carboxylate To a mixture of tert-butyl 3-(hydroxymethyl)-3-nitroazetidine-1-carboxylate (85 g), Raney nickel (9 g) and methanol(1.5 L) was subjected to hydrogenation at 60 psi at room temperature for 16 hr. The reaction mixture was filteredthrough Celite, and the filtrate was concentrated under reduced pressure to give an intermediate (68 g). To a mixtureof the obtained intermediate (68 g), TEA (100 mL) and THF (1.5 L) was added triphosgene (40 g) at 0°C, and the reactionmixture was stirred at 0°C for 30 min. Then, the reaction mixture was stirred at room temperature for 2 hr. The reactionmixture was poured into saturated aqueous sodium hydrogencarbonate solution, and extracted with ethyl acetate. Theorganic layer was washed with saturated brine, dried over anhydrous sodium sulfate, and concentrated under reducedpressure. The residue was purified by silica gel column chromatography (ethyl acetate/petroleum ether) to give the title compound (58 g). 1H NMR (500 MHz, CDCl3) δ 1.43 (9H, s), 4.03 (2H, d, J = 10.1 Hz), 4.13 (2H, d, J = 9.5 Hz), 4.53(2H, s), 6.52 (1H, brs).
  • 3
  • [ 398489-26-4 ]
  • [ 1262411-27-7 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: hydroxylamine hydrochloride; sodium acetate / ethanol / 2 h / Reflux 2: disodium hydrogenphosphate; urea hydrogen peroxide adduct; trifluoroacetic anhydride / acetonitrile / 1 h / Reflux 3: triethylamine / water / 16 h / 10 - 35 °C 4: hydrogen / methanol / 16 h / 10 - 35 °C / 3102.97 Torr
  • 4
  • [ 1378674-88-4 ]
  • [ 1262411-27-7 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: disodium hydrogenphosphate; urea hydrogen peroxide adduct; trifluoroacetic anhydride / acetonitrile / 1 h / Reflux 2: triethylamine / water / 16 h / 10 - 35 °C 3: hydrogen / methanol / 16 h / 10 - 35 °C / 3102.97 Torr
  • 5
  • [ 1445951-55-2 ]
  • [ 1262411-27-7 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: triethylamine / water / 16 h / 10 - 35 °C 2: hydrogen / methanol / 16 h / 10 - 35 °C / 3102.97 Torr
Multi-step reaction with 2 steps 1: triethylamine / acetonitrile; water / 10 - 35 °C 2: nickel; methanol / 16 h / 10 - 35 °C / 3102.97 Torr
  • 6
  • [ 254454-54-1 ]
  • [ 1262411-27-7 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: urea; 3,5-dihydroxyphenol; sodium nitrite / N,N-dimethyl-formamide / 55 °C / Inert atmosphere 2: triethylamine / water / 16 h / 10 - 35 °C 3: hydrogen / methanol / 16 h / 10 - 35 °C / 3102.97 Torr
  • 7
  • [ 2135702-42-8 ]
  • [ 1262411-27-7 ]
YieldReaction ConditionsOperation in experiment
68 g With hydrogen In methanol at 10 - 35℃; for 16h; 279.C C) tert-butyl 6-oxo-7-oxa-2,5-diazaspiro[3.4]octane-2-carboxylate A mixture of 58 tert-butyl 3-(hydroxymethyl)-3-nitroazetidine-1-carboxylate (85 g), 60 Raney nickel (9 g) and 25 methanol (1.5 L) was subjected to hydrogenation (60 psi) at room temperature for 16 hr. The reaction mixture was filtered through Celite, and the filtrate was concentrated under reduced pressure to give the corresponding amine derivative (68 g). To a solution of the amine derivative (68 g) and 57 TEA (100 mL) in 8 THF (1.5 L) was added 47 triphosgene (40 g) at 0°C, and the reaction mixture was stirred at 0°C for 0.5 hr, and then at room temperature for 2 hr. The reaction mixture was poured into saturated aqueous sodium hydrogencarbonate solution, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/petroleum ether) to give the 61 title compound (58 g). 1H NMR (500 MHz, CDCl3) δ 1.43 (9H, s), 4.03 (2H, d, J = 10.1Hz), 4.13 (2H, d, J = 9.5 Hz), 4.53 (2H, s), 6.52 (1H, brs)
68 g With methanol; nickel at 10 - 35℃; for 16h; 1.D D) tert-butyl 6-oxo-7-oxa-2,5-diazaspiro[3.4]octane-2-carboxylate To a mixture of tert-butyl 3-(hydroxymethyl)-3-nitroazetidine-1-carboxylate (85 g), Raney nickel (9 g) and methanol(1.5 L) was subjected to hydrogenation at 60 psi at room temperature for 16 hr. The reaction mixture was filteredthrough Celite, and the filtrate was concentrated under reduced pressure to give an intermediate (68 g). To a mixtureof the obtained intermediate (68 g), TEA (100 mL) and THF (1.5 L) was added triphosgene (40 g) at 0°C, and the reactionmixture was stirred at 0°C for 30 min. Then, the reaction mixture was stirred at room temperature for 2 hr. The reactionmixture was poured into saturated aqueous sodium hydrogencarbonate solution, and extracted with ethyl acetate. Theorganic layer was washed with saturated brine, dried over anhydrous sodium sulfate, and concentrated under reducedpressure. The residue was purified by silica gel column chromatography (ethyl acetate/petroleum ether) to give the title compound (58 g). 1H NMR (500 MHz, CDCl3) δ 1.43 (9H, s), 4.03 (2H, d, J = 10.1 Hz), 4.13 (2H, d, J = 9.5 Hz), 4.53(2H, s), 6.52 (1H, brs).
  • 8
  • [ 1262411-27-7 ]
  • [ 1240304-80-6 ]
  • [ CAS Unavailable ]
YieldReaction ConditionsOperation in experiment
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In N,N-dimethyl-formamide at 20℃; for 18h; (1S)-2,3,4,6-Tetra-O-acetyl-1-[2-(acetyloxy)-5-[(4-{(1E)-3,3-dimethyl-4-[(2-methyl-1-oxopropan-2-yl)amino]-4-oxobut-1-en-1-yl}-2-methylphenyl)methyl]-4-(propan-2-yl)phenyl]-1,5-anhydro-D-glucitol (24a) General procedure: Compound 22a(184 mg, 2.07 mmol), 1-hydroxy-1H-benzotriazole hydrate(242 mg), water soluble carbodiimide hydrochloride (342 mg)were added to a solution of compound 18 (1.0 g, 1.38 mmol) inN,N-dimethylformamide solution (30 mL). The reaction solutionwas stirred at the room temperature for 18 h. Water was addedand the mixture was extracted with ethyl acetate. The organiclayer was washed with saturated aqueous sodium hydrogen carbonatesolution and saturated brine, and dried over anhydrousmagnesium sulfate. After the desiccant was filtered off, the solventwas distilled off under reduced pressure to obtain the crudeintermediate (1.05 g). A chloroform suspension (20 mL) of obtainedintermediate (660 mg, 0.830 mmol) and Dess-Martin periodinane(422 mg, 1.25 mmol) was stirred at room temperature for3 h. After the solvent was distilled off under reduced pressure,the residue was purified by silica gel column chromatography(hexane : ethyl acetate = 4 : 1 to 1 : 4) to obtain the title compound(602 mg, 85% over 2 steps) as a yellow amorphous.
Recommend Products
Same Skeleton Products
Historical Records

Related Functional Groups of
[ 1262411-27-7 ]

Alcohols

Chemical Structure| 1105662-61-0

[ 1105662-61-0 ]

1-Boc-3-(Boc-amino)azetidine-3-methanol

Similarity: 0.96

Chemical Structure| 1262411-11-9

[ 1262411-11-9 ]

tert-Butyl 3-(hydroxymethyl)azetidin-3-ylcarbamate

Similarity: 0.88

Chemical Structure| 1363382-91-5

[ 1363382-91-5 ]

tert-Butyl 3-(hydroxymethyl)-3-methylazetidine-1-carboxylate

Similarity: 0.88

Chemical Structure| 142253-56-3

[ 142253-56-3 ]

1-Boc-Azetidine-3-yl-methanol

Similarity: 0.88

Amides

Chemical Structure| 1105662-61-0

[ 1105662-61-0 ]

1-Boc-3-(Boc-amino)azetidine-3-methanol

Similarity: 0.96

Chemical Structure| 1158758-77-0

[ 1158758-77-0 ]

tert-Butyl 3-amino-3-methylazetidine-1-carboxylate

Similarity: 0.92

Chemical Structure| 943060-83-1

[ 943060-83-1 ]

tert-Butyl methyl(3-methylazetidin-3-yl)carbamate

Similarity: 0.90

Chemical Structure| 1262411-11-9

[ 1262411-11-9 ]

tert-Butyl 3-(hydroxymethyl)azetidin-3-ylcarbamate

Similarity: 0.88

Chemical Structure| 142253-56-3

[ 142253-56-3 ]

1-Boc-Azetidine-3-yl-methanol

Similarity: 0.88

Amines

Chemical Structure| 1105662-61-0

[ 1105662-61-0 ]

1-Boc-3-(Boc-amino)azetidine-3-methanol

Similarity: 0.96

Chemical Structure| 1158758-77-0

[ 1158758-77-0 ]

tert-Butyl 3-amino-3-methylazetidine-1-carboxylate

Similarity: 0.92

Chemical Structure| 943060-83-1

[ 943060-83-1 ]

tert-Butyl methyl(3-methylazetidin-3-yl)carbamate

Similarity: 0.90

Chemical Structure| 1262411-11-9

[ 1262411-11-9 ]

tert-Butyl 3-(hydroxymethyl)azetidin-3-ylcarbamate

Similarity: 0.88

Related Parent Nucleus of
[ 1262411-27-7 ]

Azetidines

Chemical Structure| 1105662-61-0

[ 1105662-61-0 ]

1-Boc-3-(Boc-amino)azetidine-3-methanol

Similarity: 0.96

Chemical Structure| 1158758-77-0

[ 1158758-77-0 ]

tert-Butyl 3-amino-3-methylazetidine-1-carboxylate

Similarity: 0.92

Chemical Structure| 943060-83-1

[ 943060-83-1 ]

tert-Butyl methyl(3-methylazetidin-3-yl)carbamate

Similarity: 0.90

Chemical Structure| 1262411-11-9

[ 1262411-11-9 ]

tert-Butyl 3-(hydroxymethyl)azetidin-3-ylcarbamate

Similarity: 0.88

Chemical Structure| 142253-56-3

[ 142253-56-3 ]

1-Boc-Azetidine-3-yl-methanol

Similarity: 0.88