Home Cart 0 Sign in  
X

[ CAS No. 22901-11-7 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
3d Animation Molecule Structure of 22901-11-7
Chemical Structure| 22901-11-7
Chemical Structure| 22901-11-7
Structure of 22901-11-7 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 22901-11-7 ]

Related Doc. of [ 22901-11-7 ]

Alternatived Products of [ 22901-11-7 ]

Product Details of [ 22901-11-7 ]

CAS No. :22901-11-7 MDL No. :MFCD05721361
Formula : C11H12O3 Boiling Point : -
Linear Structure Formula :- InChI Key :CTZWEXAQFFYMQD-UHFFFAOYSA-N
M.W :192.21 Pubchem ID :13308864
Synonyms :

Safety of [ 22901-11-7 ]

Signal Word:Warning Class:
Precautionary Statements:P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P330-P332+P313-P337+P313-P362-P403+P233-P405-P501 UN#:
Hazard Statements:H302-H315-H319-H335 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 22901-11-7 ]

* 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 [ 22901-11-7 ]

[ 22901-11-7 ] Synthesis Path-Downstream   1~41

  • 1
  • [ 22901-11-7 ]
  • [ 95639-03-5 ]
YieldReaction ConditionsOperation in experiment
100% With oxalyl dichloride
With thionyl chloride In benzene for 4h; Heating;
  • 2
  • [ 22901-11-7 ]
  • [ 117368-69-1 ]
YieldReaction ConditionsOperation in experiment
With lithium aluminium tetrahydride In tetrahydrofuran for 3h; Heating;
  • 3
  • 1-Isochroman-essigsaeuremethylester [ No CAS ]
  • [ 22901-11-7 ]
YieldReaction ConditionsOperation in experiment
63% With hydrogenchloride In acetic acid
  • 4
  • [ 22901-10-6 ]
  • [ 22901-11-7 ]
  • [ 845886-39-7 ]
YieldReaction ConditionsOperation in experiment
1: 20% 2: 44% With potassium hydroxide In methanol for 1h; Heating;
1: 44% 2: 20% With potassium hydroxide In methanol for 1h;
  • 7
  • [ 170856-55-0 ]
  • [ 22901-11-7 ]
YieldReaction ConditionsOperation in experiment
With sodium hydroxide
  • 8
  • [ 60-12-8 ]
  • [ 22901-11-7 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 90 percent / TiCl4 / CH2Cl2 2: aq. NaOH
  • 9
  • [ 22901-11-7 ]
  • [ 177742-21-1 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 2: BH3*Me2S
  • 10
  • [ 22901-11-7 ]
  • [ 177742-20-0 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 2: BH3*Me2S
  • 11
  • [ 22901-11-7 ]
  • [ 1026611-17-5 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 2: BH3*Me2S 3: EtN(i-Pr)2
  • 12
  • [ 22901-11-7 ]
  • [ 1026828-66-9 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 2: BH3*Me2S 3: EtN(i-Pr)2
  • 13
  • [ 22901-11-7 ]
  • 1-((S)-2-Isochroman-1-yl-ethyl)-4-(4-methoxy-phenyl)-piperazine [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 2: BH3*Me2S 3: EtN(i-Pr)2 4: EtN(i-Pr)2 / ethane-1,2-diol
  • 14
  • [ 22901-11-7 ]
  • 1-((R)-2-Isochroman-1-yl-ethyl)-4-(4-methoxy-phenyl)-piperazine [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 2: BH3*Me2S 3: EtN(i-Pr)2 4: EtN(i-Pr)2 / ethane-1,2-diol
  • 15
  • [ 22901-11-7 ]
  • [ 170858-33-0 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 2: BH3*Me2S 3: EtN(i-Pr)2 4: EtN(i-Pr)2 / ethane-1,2-diol / 90 °C
  • 16
  • [ 22901-11-7 ]
  • 4-(4-(2-(isochroman-1-yl)ethyl)-piperazin-1-yl)benzenesulfonamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 2: BH3*Me2S 3: EtN(i-Pr)2 4: EtN(i-Pr)2 / ethane-1,2-diol
  • 17
  • [ 22901-11-7 ]
  • [ 117368-70-4 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: LiAlH4 / tetrahydrofuran / 3 h / Heating 2: 47 percent / pyridine chlorochromate / CH2Cl2 / 2 h / Ambient temperature
  • 18
  • [ 22901-11-7 ]
  • [ 104797-99-1 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: SOCl2 / benzene / 4 h / Heating 2: 78 percent / Et3N / methanol / 4 h / Ambient temperature 3: 41 percent / LiAlH4 / tetrahydrofuran / Heating
  • 19
  • [ 22901-11-7 ]
  • [ 117368-71-5 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: LiAlH4 / tetrahydrofuran / 3 h / Heating 2: 47 percent / pyridine chlorochromate / CH2Cl2 / 2 h / Ambient temperature 3: 86 percent / tetrahydrofuran / 2 h / Ambient temperature
  • 20
  • [ 22901-11-7 ]
  • [ 117368-58-8 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: SOCl2 / benzene / 4 h / Heating 2: 78 percent / Et3N / methanol / 4 h / Ambient temperature
  • 21
  • [ 22901-11-7 ]
  • [ 104773-59-3 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: SOCl2 / benzene / 4 h / Heating 2: 86 percent / Et3N / methanol / 4 h / Ambient temperature 3: 20 percent / LiAlH4 / tetrahydrofuran / Heating
  • 22
  • [ 22901-11-7 ]
  • [ 117368-72-6 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: LiAlH4 / tetrahydrofuran / 3 h / Heating 2: 47 percent / pyridine chlorochromate / CH2Cl2 / 2 h / Ambient temperature 3: 86 percent / tetrahydrofuran / 2 h / Ambient temperature 4: 93 percent / pyridine chlorochromate / CH2Cl2 / 2 h / Ambient temperature
  • 23
  • [ 22901-11-7 ]
  • [ 117368-59-9 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: SOCl2 / benzene / 4 h / Heating 2: 86 percent / Et3N / methanol / 4 h / Ambient temperature
  • 24
  • [ 22901-11-7 ]
  • [ 104798-00-7 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: SOCl2 / benzene / 4 h / Heating 2: 74 percent / Et3N / methanol / 4 h / Ambient temperature 3: 30 percent / LiAlH4 / tetrahydrofuran / Heating
  • 25
  • [ 22901-11-7 ]
  • [ 117368-73-7 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: LiAlH4 / tetrahydrofuran / 3 h / Heating 2: 47 percent / pyridine chlorochromate / CH2Cl2 / 2 h / Ambient temperature 3: 84 percent / tetrahydrofuran / 2 h / Ambient temperature
  • 26
  • [ 22901-11-7 ]
  • [ 104797-95-7 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: SOCl2 / benzene / 4 h / Heating 2: 88 percent / Et3N / methanol / 4 h / Ambient temperature 3: 29 percent / LiAlH4 / tetrahydrofuran / Heating
  • 27
  • [ 22901-11-7 ]
  • [ 117368-74-8 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: LiAlH4 / tetrahydrofuran / 3 h / Heating 2: 47 percent / pyridine chlorochromate / CH2Cl2 / 2 h / Ambient temperature 3: 84 percent / tetrahydrofuran / 2 h / Ambient temperature 4: 98 percent / ptridine chlorochromate / CH2Cl2 / 2 h / Ambient temperature
  • 28
  • [ 22901-11-7 ]
  • [ 117368-60-2 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: SOCl2 / benzene / 4 h / Heating 2: 74 percent / Et3N / methanol / 4 h / Ambient temperature
  • 29
  • [ 22901-11-7 ]
  • [ 117368-75-9 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 6 steps 1: LiAlH4 / tetrahydrofuran / 3 h / Heating 2: 47 percent / pyridine chlorochromate / CH2Cl2 / 2 h / Ambient temperature 3: 86 percent / tetrahydrofuran / 2 h / Ambient temperature 4: 93 percent / pyridine chlorochromate / CH2Cl2 / 2 h / Ambient temperature 5: benzene / 2 h / Heating 6: LiAlH4 / diethyl ether / 5 h / Heating
  • 30
  • [ 22901-11-7 ]
  • [1-Isochroman-1-ylmethyl-pent-(E)-ylidene]-phenethyl-amine [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1: LiAlH4 / tetrahydrofuran / 3 h / Heating 2: 47 percent / pyridine chlorochromate / CH2Cl2 / 2 h / Ambient temperature 3: 86 percent / tetrahydrofuran / 2 h / Ambient temperature 4: 93 percent / pyridine chlorochromate / CH2Cl2 / 2 h / Ambient temperature 5: benzene / 2 h / Heating
  • 31
  • [ 22901-11-7 ]
  • [ 117368-76-0 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 6 steps 1: LiAlH4 / tetrahydrofuran / 3 h / Heating 2: 47 percent / pyridine chlorochromate / CH2Cl2 / 2 h / Ambient temperature 3: 84 percent / tetrahydrofuran / 2 h / Ambient temperature 4: 98 percent / ptridine chlorochromate / CH2Cl2 / 2 h / Ambient temperature 5: benzene / 2 h / Heating 6: LiAlH4 / diethyl ether / 5 h / Heating
  • 32
  • [ 22901-11-7 ]
  • [1-Isochroman-1-ylmethyl-3-phenyl-prop-(E)-ylidene]-phenethyl-amine [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1: LiAlH4 / tetrahydrofuran / 3 h / Heating 2: 47 percent / pyridine chlorochromate / CH2Cl2 / 2 h / Ambient temperature 3: 84 percent / tetrahydrofuran / 2 h / Ambient temperature 4: 98 percent / ptridine chlorochromate / CH2Cl2 / 2 h / Ambient temperature 5: benzene / 2 h / Heating
  • 33
  • [ 22901-11-7 ]
  • [ 104773-50-4 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: SOCl2 / benzene / 4 h / Heating 2: 88 percent / Et3N / methanol / 4 h / Ambient temperature
YieldReaction ConditionsOperation in experiment
83 (-)-(Isochroman-1-yl)acetic acid (LV) Obtained By Using Pseudomonas cepaica Lipase To a suspension of ethyl (+-)-(isochroan-1-yl)acetate (LIV) in pH 7 phosphate buffer solution (0.048 g/ml) is added an equal weight of PS-30 (Pseudomonas cepaica, Amano Corporation) lipase. The contents are shaken at 28° and at 180 rpm for 24 hr. At the end of this period, the reaction mixture is acidified to pH<4 with hydrochloric acid (10%), and extracted with ethyl acetate. The ethyl acetate solution is washed two times with saturated sodium carbonate solution, the combined base washings are acidified with hydrochloric acid (10%), and the acid solution thoroughly extracted with ethyl acetate. The ethyl acetate extract is dried over magnesium sulfate and concentrated to give crude (-)-acid. Recrystallization of the crude (-)-acid from methyl-tert-butyl ether give the title compound, [α]25 -132°, c=0.8 in methylene chloride.
115 (-)-(Isochroman-1-yl)acetic acid (LV) Obtained By Using Pseudomonas cepaica Lipase To a suspension of ethyl (+)-(isochroan-1-yl)acetate (LIV) in pH 7 phosphate buffer solution (0.048 g/ml) is added 10% by weight of PS-30 (Pseudomonas cepaica, Amano Corporation) lipase. The contents are shaken at 28° and at 180 rpm for 24 hr. At the end of this period, the reaction mixture is acidified to pH<4 with hydrochloric acid (10%), and extracted with ethyl acetate. The ethyl acetate solution is washed two times with saturated sodium carbonate solution, the combined base washings are acidified with hydrochloric acid (10%), and the acid solution thoroughly extracted with ethyl acetate. The ethyl acetate extract is dried over magnesium sulfate and concentrated to give crude (-)-acid. Recrystallization of the crude (-)-acid from methyl-tert-butyl ether give the title compound.
  • 35
  • [ 13292-87-0 ]
  • [ 22901-11-7 ]
  • [ 170856-58-3 ]
  • N-(3-Ethoxypyridin-2-yl)-N-[1-[2-(isochroman-1-yl)ethyl]piperidin-4-yl]methylamine methanesulfonate [ No CAS ]
YieldReaction ConditionsOperation in experiment
With hydrogenchloride In acetone 149.5 Step 5 Step 5 Following the general procedures of EXAMPLES 57 and 58 and making non-critical variations (but using borane-methyl sulfide in place of lithium aluminum hydride and including treatment with acetone/aqueous hydrochloric acid in the workup), 2-(isochroman-1-yl)acetic acid (LXXVIII) and N-(piperidin-4-yl)-N-(3-ethoxypyridin-2-yl)-methylamine (XXIX, Chart G) are combined to give the free base of the title compound (LXXXI).
  • 36
  • [ 13292-87-0 ]
  • [ 22901-11-7 ]
  • [ 117368-69-1 ]
YieldReaction ConditionsOperation in experiment
In tetrahydrofuran; methanol 48 (-)-4-[4-[2-(Isochroman-1-yl)ethyl]piperazin-1-yl]benzamide dihydrochloride, maleate and methanesulfonate (LXXXI) Example 48 (-)-4-[4-[2-(Isochroman-1-yl)ethyl]piperazin-1-yl]benzamide dihydrochloride, maleate and methanesulfonate (LXXXI) Borane-methyl sulfide (10.5 ml) in THF is added to an ice-cooled solution of (-)-(isochroman-1-yl)acetic acid (LXI, EXAMPLE 45--Step 3, 7.08 g, 36.8 mmol). After stirring for 20 min at 0°, the ice bath is removed and the solution is stirred at 20°-25° for another 1.7 hr. The reaction flask is then placed in an ice-water bath and methanol is added slowly until no further gas evolution occurs. The solvents are then removed under reduced pressure and methanol is again added and removed a second and third time. The residue is partitioned between dichloromethane, aqueous sodium bicarbonate and saline. The organic phase is separated, dried over sodium sulfate and concentrated to give (-)-2-(isochroman-1-yl)ethanol (LXXIX).
  • 37
  • [ 2627-86-3 ]
  • [ 38869-47-5 ]
  • [ 22901-11-7 ]
  • (-)-1-[2-(Isochroman-1-yl)ethyl]-4-(4-methoxyphenyl)piperazine dihydrochloride [ No CAS ]
YieldReaction ConditionsOperation in experiment
110 (+)-1-[2-(Isochroman-1-yl)ethyl]-4-(4-methoxyphenyl)piperazine dihydrochloride (LXXXI) Example 110 (+)-1-[2-(Isochroman-1-yl)ethyl]-4-(4-methoxyphenyl)piperazine dihydrochloride (LXXXI) Following the general procedure of EXAMPLE 48 and making non-critical variations but using (+)-(isochroman-1-yl)acetic acid (prepared in the same manner as for EXAMPLE 45, Step 3, but using S-(-)-α-methylbenzylamine in place of R-(+)-α-methylbenzylamine), containing some (-)-(isochroman-1-yl)acetic acid as an impurity, in place of (-)-(isochroman-1-yl)acetic acid (LXI, EXAMPLE 45--Step 3), and using 1-(4-methoxyphenyl)piperazine dihydrochloride (XI) in place of 4-(piperazin-1-yl)benzamide (IV), the title compound is obtained, mp 210°-216°; [α]+42 (c 0.99, CH2 Cl2).
  • 38
  • 1-(4-ethoxyphenyl)piperazine dihydrochloride [ No CAS ]
  • [ 2942-58-7 ]
  • [ 22901-11-7 ]
  • [ 170856-83-4 ]
YieldReaction ConditionsOperation in experiment
With sodium hydrogencarbonate; triethylamine In dichloromethane; N,N-dimethyl-formamide 44 1-(4-Ethoxyphenyl)-4-[2-(isochroman-1-yl)ethyl]piperazine dihydrochloride hydrate (LXXXI) Triethylamine (0.48 ml) is added to a mixture of (-)-(isochroman-1-yl)acetic acid (LXI, EXAMPLE 45 Step 3, 0.2016 g, 1.05 mmol), DMF (1.1 ml), dichloromethane (1.1 ml), 1-(4-ethoxyphenyl)piperazine dihydrochloride (XXIV, 0.2997 g, 1.07 mmol) and diethyl cyanophosphonate (0.21 ml). After 2 hr, saturated sodium bicarbonate is added and the mixture is stirred for 2 hr and then extracted several times with dichloromethane. The combined organic phases are backwashed with saline, dried over magnesium sulfate, concentrated, and the residue chromatographed on silica gel eluding with methanol/dichloromethane (2/98). The appropriate fractions are pooled and concentrated to give a residue which upon crystallization from ethyl acetate/hexane gives 2-(isochroman-1-yl)-1-[4-(4-ethoxyphenyl)piperazin-1-yl]-2-methylpropan-1-one (LXXXII), MS (m/z) 380; IR (mineral oil) 1620, 1248, 1515, 1107, 1444 and 815 cm-1.
  • 39
  • [ 22901-11-7 ]
  • [ 1338236-56-8 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: hydrogenchloride; (R)-1-phenyl-ethyl-amine / water / Inert atmosphere 2: dimethylsulfide borane complex / Inert atmosphere 3: bromine; potassium carbonate; triphenylphosphine / N,N-dimethyl-formamide / 0 - 20 °C / Inert atmosphere
  • 40
  • [ 22901-11-7 ]
  • [ 1338236-57-9 ]
  • [ 1338236-52-4 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: hydrogenchloride; (R)-1-phenyl-ethyl-amine / water / Inert atmosphere 2: dimethylsulfide borane complex / Inert atmosphere 3: bromine; potassium carbonate; triphenylphosphine / N,N-dimethyl-formamide / 0 - 20 °C / Inert atmosphere 4: methyldi-t-butylphosphine; potassium <i>tert</i>-butylate; palladium diacetate / tert-Amyl alcohol / 24 h / 20 °C / Inert atmosphere
  • 41
  • [ 22901-11-7 ]
  • [ 177742-21-1 ]
  • [ 177742-20-0 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: hydrogenchloride; (R)-1-phenyl-ethyl-amine / water / Inert atmosphere 2: dimethylsulfide borane complex / Inert atmosphere
Same Skeleton Products
Historical Records

Related Functional Groups of
[ 22901-11-7 ]

Carboxylic Acids

Chemical Structure| 170856-84-5

[ 170856-84-5 ]

(S)-2-(Isochroman-1-yl)acetic acid

Similarity: 1.00

Chemical Structure| 1956327-38-0

[ 1956327-38-0 ]

2-(5-Hydroxy-1,3-dihydroisobenzofuran-1-yl)acetic acid

Similarity: 0.83

Chemical Structure| 1261578-13-5

[ 1261578-13-5 ]

Isochroman-3-carboxylic acid

Similarity: 0.83

Chemical Structure| 4743-58-2

[ 4743-58-2 ]

2-(3-Oxo-1,3-dihydroisobenzofuran-1-yl)acetic acid

Similarity: 0.82

Related Parent Nucleus of
[ 22901-11-7 ]

Other Aromatic Heterocycles

Chemical Structure| 170856-84-5

[ 170856-84-5 ]

(S)-2-(Isochroman-1-yl)acetic acid

Similarity: 1.00

Chemical Structure| 170856-55-0

[ 170856-55-0 ]

Ethyl 2-(isochroman-1-yl)acetate

Similarity: 0.94

Chemical Structure| 1261578-13-5

[ 1261578-13-5 ]

Isochroman-3-carboxylic acid

Similarity: 0.83

Chemical Structure| 177742-21-1

[ 177742-21-1 ]

(S)-2-(Isochroman-1-yl)ethanol

Similarity: 0.83

Chemical Structure| 170856-67-4

[ 170856-67-4 ]

Ethyl 2-(6-bromoisochroman-1-yl)acetate

Similarity: 0.82