Home Cart Sign in  
Chemical Structure| 639468-72-7 Chemical Structure| 639468-72-7

Structure of 639468-72-7

Chemical Structure| 639468-72-7

*Storage: {[sel_prStorage]}

*Shipping: {[sel_prShipping]}

,{[proInfo.pro_purity]}

4.5 *For Research Use Only !

{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]} Purity: {[proInfo.pro_purity]}

Change View

Size Price VIP Price

US Stock

Global Stock

In Stock
{[ item.pr_size ]} Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price, item.vip_usd) ]}

US Stock: ship in 0-1 business day
Global Stock: ship in 5-7 days

  • {[ item.pr_size ]}

In Stock

- +

Please Login or Create an Account to: See VIP prices and availability

US Stock: ship in 0-1 business day
Global Stock: ship in 2 weeks

  • 1-2 Day Shipping
  • High Quality
  • Technical Support
Product Citations

Alternative Products

Product Details of [ 639468-72-7 ]

CAS No. :639468-72-7
Formula : C12H14O2
M.W : 190.24
SMILES Code : O=C(C1=CC=CC=C1)C2CCOCC2
MDL No. :MFCD16620356
InChI Key :GLRSKPCBJZOJGG-UHFFFAOYSA-N
Pubchem ID :54593414

Safety of [ 639468-72-7 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302
Precautionary Statements:P280-P305+P351+P338

Application In Synthesis of [ 639468-72-7 ]

* 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 [ 639468-72-7 ]

[ 639468-72-7 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 34270-90-1 ]
  • [ 98-83-9 ]
  • [ 639468-72-7 ]
  • 2
  • [ 156353-01-4 ]
  • [ 591-51-5 ]
  • [ 639468-72-7 ]
YieldReaction ConditionsOperation in experiment
86.7% In tetrahydrofuran; at -78℃; for 2h; The racemate of the methyl ester of the title compound was prepared according the literature using the scheme described above (US 2016/0176864). [00237] Methyl 3-(3,5-dimethylisoxazol-4-yl)-5-(phenyl(tetrahydro-2H-pyran-4-yl)methyl)- 5H-pyrido[3,2-b]indole-7-carboxylate (0.22 g, prepared according to literature and the synthetic route above) was separated by chiral HPLC to give (R)-methyl 3-(3,5- dimethylisoxazol-4-yl)-5-(phenyl(tetrahydro-2H-pyran-4-yl)methyl)-5H-pyrido[3,2-b]indole-7- carboxylate (0.095 g) and (S)-methyl 3-(3,5-dimethylisoxazol-4-yl)-5-(phenyl(tetrahydro-2H- pyran-4-yl)methyl)-5H-pyrido[3,2-b]indole-7-carboxylate (0.090 g) as a yellow solid. H NMR (racemate) (400 MHz, CDC13) delta 0.98-1.02 (IH, m), 1.32-1.36 (2H, m), 1.95 (IH, s), 2.15 (3H, s), 2.31 (3H, s), 3.00-3.08 (IH, m), 3.24-3.31 (IH, m), 3.45-3.51 (IH, m), 3.76-3.80 (IH, m), 3.96 (3H, s), 4.00-4.01 (IH, m), 5.52 (IH, d, J = 10.8 Hz), 7.22-7.29 (3H, m), 7.38-7.40 (2H, m), 7.51 (IH, d, J = 1.6 Hz), 7.99 (IH, dd, / = 8.0, 1.2 Hz), 8.36 (IH, d, J = 8.0 Hz), 8.39 (2H, s); LC/MS 496.3 [M+H]+. [00238] The chiral material ester was hydrolyzed under basic condition (aq. NaOH in MeOH) to provide (R)-PTM-3-l-A and (S)-PTM-3-l-B.
78% In tetrahydrofuran; dibutyl ether; at -78℃; for 2h;Inert atmosphere; Step 2: 4-BenzoyloxaneA solution of <strong>[156353-01-4]N-methoxy-N-methyloxane-4-carboxamide</strong> (5.00 g, 28.9 mmol) inTetrahydrofuran (50 mL) in a RB flask was cooled to -78 C in a dry-ice/acetone bath under nitrogen. The solution was treated via syringe with phenyllithium 1.8 M indibutylether (24.1 mL, 43.3 mmol) slowly over 10 mm. The resulting dark mixture was stirred in the bath for 2 h before it was poured into ice/sat. aq. ammonium chloride and extracted into ethyl acetate. The organics were washed with water and brine and concentrated. The light yellow oil was purified by silica gel column chromatography on an ISCO Companion (120 g silica gel column) and eluted with an EtOAc/hexane gradient(10-50%). The fractions containing product were collected, and the volatiles wereremoved to give 4-benzoyloxane (4.30 g, 22.6 mmol, 78 %) as an almost colorless oil.LCMS: Waters Acquity SDS. Column: BEH C 18 2.1 x5 0 mm 1. 7u (1 .6 mm grad) 2-98 %B. Flow Rate = 0.8 mL/min. Solvent A: H20 -0.1 % TFA. Solvent B: Acetonitrile - 0.1% TFA. RT = 0.78 mm; (ES): mlz (M+H) = 191.1. HPLC: Chromolith ODS S5 4.6 x 50mm (4 mm grad) 0-100% B. Flow Rate = 4 mL/min. Inj. Vol. = 10 uL. Wavelength =220. Oven Temp. =40 C. Solvent A: 10% MeOH - 90% H20 -0.1 % TFA. Solvent B:90% MeOH - 10 % H20 - 0.1 % TFA. HPLC: RT = 1.65 mm.
78% In tetrahydrofuran; dibutyl ether; for 2h;Cooling with acetone-dry ice; Inert atmosphere; A solution of <strong>[156353-01-4]N-methoxy-N-methyloxane-4-carboxamide</strong> (5.00 g, 28.9 mmol) in Tetrahydrofuran (50 mL) in a RB flask was cooled to -78 C. in a dry-ice/acetone bath under nitrogen. The solution was treated via syringe with phenyllithium 1.8 M in dibutylether (24.1 mL, 43.3 mmol) slowly over 10 min. The resulting dark mixture was stirred in the bath for 2 h before it was poured into ice/sat. aq. ammonium chloride and extracted into ethyl acetate. The organics were washed with water and brine and concentrated. The light yellow oil was purified by silica gel column chromatography on an ISCO Companion (120 g silica gel column) and eluted with an EtOAc/hexane gradient (10-50%). The fractions containing product were collected, and the volatiles were removed to give 4-benzoyloxane (4.30 g, 22.6 mmol, 78%) as an almost colorless oil. LCMS: Waters Acquity SDS. Column: BEH C18 2.1×50 mm 1.7 u (1.6 min grad) 2-98% B. Flow Rate=0.8 mL/min. Solvent A: H2O-0.1% TFA. Solvent B: Acetonitrile-0.1% TFA. RT=0.78 min; (ES): m/z (M+H)+=191.1. HPLC: Chromolith ODS S5 4.6×50 mm (4 min grad) 0-100% B. Flow Rate=4 mL/min. Inj. Vol.=10 uL. Wavelength=220. Oven Temp.=40 C. Solvent A: 10% MeOH -90% H2O-0.1% TFA. Solvent B: 90% MeOH -10% H2O-0.1% TFA. HPLC: RT=1.65 min.
 

Historical Records

Technical Information

Categories

Related Functional Groups of
[ 639468-72-7 ]

Aryls

Chemical Structure| 1420992-69-3

A378924 [1420992-69-3]

3-(4-Methylbenzyl)dihydro-2H-pyran-4(3H)-one

Similarity: 0.85

Chemical Structure| 693249-64-8

A333543 [693249-64-8]

3-Benzyldihydro-2H-pyran-4(3H)-one

Similarity: 0.85

Chemical Structure| 89778-30-3

A435228 [89778-30-3]

4-(Benzyloxy)-1,2-diphenylbutan-1-one

Similarity: 0.84

Chemical Structure| 102208-94-6

A431214 [102208-94-6]

2-((2R,6S)-6-Methyltetrahydro-2H-pyran-2-yl)-1-phenylethanone

Similarity: 0.84

Chemical Structure| 1403564-77-1

A616450 [1403564-77-1]

4-(4-Methylbenzoyl)tetrahydro-2H-pyran-4-carbonitrile

Similarity: 0.83

Related Parent Nucleus of
[ 639468-72-7 ]

Tetrahydropyrans

Chemical Structure| 1420992-69-3

A378924 [1420992-69-3]

3-(4-Methylbenzyl)dihydro-2H-pyran-4(3H)-one

Similarity: 0.85

Chemical Structure| 693249-64-8

A333543 [693249-64-8]

3-Benzyldihydro-2H-pyran-4(3H)-one

Similarity: 0.85

Chemical Structure| 102208-94-6

A431214 [102208-94-6]

2-((2R,6S)-6-Methyltetrahydro-2H-pyran-2-yl)-1-phenylethanone

Similarity: 0.84

Chemical Structure| 1403564-77-1

A616450 [1403564-77-1]

4-(4-Methylbenzoyl)tetrahydro-2H-pyran-4-carbonitrile

Similarity: 0.83

Chemical Structure| 1403567-06-5

A598080 [1403567-06-5]

4-Benzoyltetrahydro-2H-pyran-4-carbonitrile

Similarity: 0.83