[ CAS No. 1132-95-2 ] {[proInfo.proName]}

Name: 1132-95-2|1,1-Diisopropoxycyclohexane|95%
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SKU: A696966
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3d Animation Molecule Structure of 1132-95-2

Structure of 1132-95-2 * Storage: {[proInfo.prStorage]}

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Quality Control of [ 1132-95-2 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 1132-95-2 ]

SDS Specification

Alternatived Products of [ 1132-95-2 ]

Product Details of [ 1132-95-2 ]

CAS No. :	1132-95-2	MDL No. :	MFCD00236381
Formula :	C₁₂H₂₄O₂	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	PLNTYOACSMHWBN-UHFFFAOYSA-N
M.W :	200.32	Pubchem ID :	11745673
Synonyms :

Calculated chemistry of [ 1132-95-2 ]

Physicochemical Properties

Num. heavy atoms :	14
Num. arom. heavy atoms :	0
Fraction Csp3 :	1.0
Num. rotatable bonds :	4
Num. H-bond acceptors :	2.0
Num. H-bond donors :	0.0
Molar Refractivity :	59.89
TPSA :	18.46 Å²

Pharmacokinetics

GI absorption :	High
BBB permeant :	Yes
P-gp substrate :	No
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-5.21 cm/s

Lipophilicity

Log Po/w (iLOGP) :	3.25
Log Po/w (XLOGP3) :	3.26
Log Po/w (WLOGP) :	3.5
Log Po/w (MLOGP) :	2.5
Log Po/w (SILICOS-IT) :	2.99
Consensus Log Po/w :	3.1

Druglikeness

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

Water Solubility

Log S (ESOL) :	-2.87
Solubility :	0.269 mg/ml ; 0.00134 mol/l
Class :	Soluble
Log S (Ali) :	-3.32
Solubility :	0.0955 mg/ml ; 0.000477 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-2.67
Solubility :	0.43 mg/ml ; 0.00215 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	1.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	2.78

Safety of [ 1132-95-2 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P280-P305+P351+P338	UN#:	N/A
Hazard Statements:	H302-H315-H319-H335	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 1132-95-2 ]

* 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.

Upstream synthesis route of [ 1132-95-2 ]
Downstream synthetic route of [ 1132-95-2 ]

[ 1132-95-2 ] Synthesis Path-Upstream 1~2

1
[ 4447-60-3 ]
[ 108-94-1 ]
[ 1132-95-2 ]

Reference： [1] Synlett, 2009, # 3, p. 487 - 489

2
[ 108-94-1 ]
[ 67-63-0 ]
[ 1132-95-2 ]

Reference： [1] Synthesis, 1972, p. 419 - 420

[ 1132-95-2 ] Synthesis Path-Downstream 1~20

1
[ 108-94-1 ]
[ 67-63-0 ]
[ 1132-95-2 ]

Reference： [1]Synthesis,1972,p. 419 - 420

Yield	Reaction Conditions	Operation in experiment
		EXAMPLE 8 Preparation of Cyclohexanone Diisopropyl Ketal Amounts of reactants: 327.2 g (3.33 mols) cyclohexanone 0.67 g (0.004 mol) p-toluenesulfonic acid 400.0 g (6.66 mols) isopropanol (first amount) 392.5 g (6.53 mols) isopropanol (second amount) 353.7 g (3.33 mols) trimethyl orthoformate

4
[ 1132-95-2 ]
[ 300840-50-0 ]
[ 300840-51-1 ]

Reference： [1]Journal of Antibiotics,2001,vol. 54,p. 278 - 284

5
[ 1132-95-2 ]
[ 13127-18-9 ]
[ 129288-91-1 ]

Reference： [1]Medicinal Chemistry Research,2003,vol. 12,p. 111 - 129

6
[ 1132-95-2 ]
[ 300840-53-3 ]

Reference： [1]Journal of Antibiotics,2001,vol. 54,p. 278 - 284

7
[ 1132-95-2 ]
[ 300840-52-2 ]

Reference： [1]Journal of Antibiotics,2001,vol. 54,p. 278 - 284

8
[ 1132-95-2 ]
[ 270595-05-6 ]
[ 206997-61-7 ]

Yield	Reaction Conditions	Operation in experiment
		The product from (1) was dissolved in 310 mL of acetone. 127,5 g of 1,1- <strong>[1132-95-2]diisopropoxycyclohexane</strong> and 31.0 g of pyridine hydrobromide were added. The mixture was stirred at 40-45 C for 3 hours. Then 300 mL of isopropyl acetate, 250 mL of 5% aqueous sodium carbonate and 9 mL of 20% aqueous sodium hydroxide were added. After stirring the aqueous phase was seperated off, and the organic phase was concentrated by distilling under vacuum. 246 g of a mixture 2', 4"-0- bis (trimethylsilyl) erythromycin A 9- {O- [1- (1- methylethoxy)-cyclohexyl] oxime} and isopropyl acetate was obtained.; (2) The product obtained above in (1) was dissolved in 310 mL of acetone. 127,5 g of 1,1- <strong>[1132-95-2]diisopropoxycyclohexane</strong> and 31.0 g of pyridine hydrobromide were then added. The mixture was stirred at 40-45 C for 3 hours. Then 300 mL of isopropyl acetate, 250 mL of 5% aqueous sodium carbonate and 9 mL of 20% aqueous sodium hydroxide were added. After stirring and the aqueous phase was seperated off, and the organic phase was concentrated by distilling under vacuum. 236 g of a mixture 2', 4"-0- bis (trimethylsilyl) erythromycin A 9- {O- [1- (1-methylethoxy)-cyclohexyl] oxime} and isopropyl acetate was obtained.

Reference： [1]Patent: WO2005/90377,2005,A1 .Location in patent: Page/Page column 15-16

9
C₃₁H₅₆N₂O₁₁ [ No CAS ]
[ 1132-95-2 ]
C₄₄H₇₆N₂O₁₂ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
		Step 4b.; To a solution of compound from step (4a) in acetonitrile is added <strong>[1132-95-2]1,1-diisopropoxy-cyclohexane</strong> (3 eq.) and formic acid (5 eq.). The mixture is heat to 40 C. for 8 hours. The mixture is then quenched with saturated NaHCO3 to pH of 9 and is extracted with EtOAc. The combined EtOAc extracts are washed once with brine, dried, filtered and concentrated under vacuo to yield the desired product.

Reference： [1]Patent: US2006/122128,2006,A1 .Location in patent: Page/Page column 41-42

10
15-azidoerythromycin A 9(E)-oxime [ No CAS ]
[ 1132-95-2 ]
15-azidoerythromycin A 9(E)-oxime 1-isopropoxycycloxexyl ketal [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With pyridinium p-toluenesulfonate; In dichloromethane; at 20℃; for 16h;	EXAMPLE 49; [0325] EMI89.0[0326] A mixture of 15-azidoerythromycin A 9-oxime (4.2 g), <strong>[1132-95-2]1,1-<strong>[1132-95-2]diisopropoxycyclohexane</strong></strong> (6.8 mL), and pyridinium p-toluenesulfonate (2.45 g) in 14 mL of dichloromethane was stirred at ambient temperature for 16 hours. The mixture was diluted with dichloromethane and washed with sat. aq. NaHCO3 and brine, then dried over Na2SO4, filtered, and evaporated. The product was purified by silica gel chromatography (70:30 acetone/hexane+1% Et3N) to yield 4.0 g of product. <13>C-NMR (100 MHz, CDCl3): [delta] 174.6, 104.2, 103.0, 96.3, 83.1, 78.0, 75.3, 74.0, 73.0, 72.7, 70.9, 70.2, 68.8, 65.5, 63.4, 61.9, 49.5, 49.2, 40.3, 36.0, 35.0, 27.0, 26.7, 25.7, 25.4, 24.7, 24.3, 23.4, 22.9, 21.5, 18.6, 18.5, 16.3, 15.8, 14.4, 9.2; ES-MS: m/z 931 [M+H]<+>, 791.

Reference： [1]Patent: US2003/199458,2003,A1 .Location in patent: Page/Page column 38

11
[ 568628-59-1 ]
[ 1132-95-2 ]
[ 568628-63-7 ]

Yield	Reaction Conditions	Operation in experiment
	With pyridinium p-toluenesulfonate; In dichloromethane; at 20℃; for 15h;	(b) Oxime Protection.; [0390] The crude oxime from step (a) above (34.0 g, 42.5 mmol) was suspended in 120 ml of CH2Cl2 and treated with <strong>[1132-95-2]1,1-<strong>[1132-95-2]diisopropoxycyclohexane</strong></strong> (51.0 ml, 246.8 mmol, 6 eq.) and pyridinium p-toluenesulfonate (24.8 g, 98.8 mmol, 2 eq.) for 15 hours at ambient temperature. The mixture was diluted with 600 ml of CH2Cl2, and then washed sequentially with saturated NaHCO3, water, and brine. The organic phase was dried with MgSO4, filtered, and evaporated to yield brown syrup. Chromatography on silica gel (gradient from 2:1 to 1:1 hexanes/acetone+1% Et3N) yielded 32 g of product. <13>C NMR (CDCl3, 100 MHz) [delta] 174.6, 170.2, 104.2, 103.0, 96.3, 83.1, 78.0, 77.4, 75.2, 74.0, 73.0, 72.6, 70.9, 70.2, 68.8, 65.5, 63.4, 61.9, 49.5, 49.2, 44.5, 40.3, 39.2, 37.8, 36.0, 35.0, 33.4, 33.0, 28.6, 27.7, 27.0, 26.7, 25.7, 25.4, 24.7, 24.3, 23.4, 22.9, 21.5, 18.6, 18.5, 16.3, 15.8, 14.4, 9.2.

Reference： [1]Patent: US2003/199458,2003,A1 .Location in patent: Page/Page column 46

12
erythromycin A (9E)-oxime hydrochloride [ No CAS ]
[ 1132-95-2 ]
[ 133445-26-8 ]

Yield	Reaction Conditions	Operation in experiment
		a) Erythromycin A-(9E)-(1-isopropoxycyclohex-1-yl) oxime EPO <DP n="76"/>Erythromycin (9E)-oxime hydrochloride (US2003/0023053A1) (10.2g) in DCM (100 ml_) at 50C was treated with 1 ,1-<strong>[1132-95-2]diisopropoxycyclohexane</strong> (15.1 mL) and pyridinium bromide (0.05 g). After 15 min the cooling bath was removed and the reaction stirred for a further 1 h. The solution was washed with 5% aq. sodium hydrogen carbonate, dried (Na2SO4) and evaporated under reduced pressure. Chromatography on silica eluting with 0-8% (9: 1 MeO H/.880 ammonia) in DCM gave the title compound as a white foam (9.76 g); ES m/z 889.7 [M+H]+.

Reference： [1]Patent: WO2006/50942,2006,A1 .Location in patent: Page/Page column 74-75

13
[ 959919-54-1 ]
[ 1132-95-2 ]
[ 959919-55-2 ]

Yield	Reaction Conditions	Operation in experiment
88%		The compound (103 mg) produced in production step 11-1 was dissolved in 2.0 mL of N,N-dimethylformamide. Cyclohexanone di-i-propyl acetal (58 muL) and 12.4 mg of p-toluenesulfonic acid were added to the solution, and the mixture was allowed to react at room temperature for one hr. A saturated aqueous sodium bicarbonate solution (20 mL) was added thereto, and the resultant precipitate was collected by filtration, was washed with water, and was dried under the reduced pressure to give the title compound (103 mg, 88%). Rf value: 0.53 (chloroform: methanol = 10: 1) ESIMS: m/z 1171 [M + Na]+

Reference： [1]Patent: EP2036917,2009,A1 .Location in patent: Page/Page column 91-92

14
[ 4447-60-3 ]
[ 108-94-1 ]
[ 1132-95-2 ]

Reference： [1]Synlett,2009,p. 487 - 489

15
[ 1132-95-2 ]
[ 111321-02-9 ]
[ 133445-26-8 ]

Reference： [1]Journal of Medicinal Chemistry,2010,vol. 53,p. 5868 - 5880

16
[ 1132-95-2 ]
[ 1360059-74-0 ]

Reference： [1]European Journal of Medicinal Chemistry,2012,vol. 49,p. 289 - 303

17
[ 1132-95-2 ]
[ 1360059-90-0 ]

Reference： [1]European Journal of Medicinal Chemistry,2012,vol. 49,p. 289 - 303

18
[ 1132-95-2 ]
[ 999-97-3 ]
[ 561327-03-5 ]
[ 1360059-73-9 ]

Yield	Reaction Conditions	Operation in experiment
98.3%		To a solution of 14 in ethanol (40 mL) was added HCl (8.0 mL of conc. HCl diluted in 80 mL of water) dropwise. After stirring at 40 C for 1 h, NH3·H2O was added to adjust pH?9. The precipitate was collected by filtration and recrystallized from ethanol-water to yield 15 (12.0 g, 19.8 mmol, 74.3%).To a solution of 15 (2.0 g, 3.3 mmol) in acetonitrile (25 mL) was added <strong>[1132-95-2]1,1-<strong>[1132-95-2]diisopropoxycyclohexane</strong></strong> (1.7 mL, 7.4 mmol) and pyridine hydrochloride (0.83 g, 7.2 mmol). After stirring at room temperature for 3 h, additional pyridine hydrochloride (0.33 g, 2.9 mmol) and HMDS (1.0 mL, 5.0 mmol) were added in ice bath. After the mixture was stirred at 0 C for additional 40 min, aqueous NaOH was added to adjust pH?9. The reaction mixture was extracted with petroleum ether twice and washed with water and brine. The organic phase was evaporated to yield 16 (2.8 g, 3.3 mmol, 98.3%).

Reference： [1]European Journal of Medicinal Chemistry,2012,vol. 49,p. 289 - 303

19
erythromycin A oxime [ No CAS ]
[ 1132-95-2 ]
[ 999-97-3 ]
C₅₂H₁₀₂N₂O₁₄Si₂ [ No CAS ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2017,vol. 27,p. 1513 - 1524

20
erythromycin A oxime [ No CAS ]
[ 1132-95-2 ]
[ 999-97-3 ]
C₅₅H₁₀₄N₂O₁₄Si₂ [ No CAS ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2017,vol. 27,p. 1513 - 1524

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Ghs Precautionary Statements

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P234	Keep only in original container.
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Code	Phrase
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P321
P322
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P303 + P361 + P353	IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P304 + P312	IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell.
P304 + P340	IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
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P305 + P351 + P338	IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P306 + P360	IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes.
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P333 + P313	IF SKIN irritation or rash occurs: Get medical advice/attention.
P335 + P334	Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.
P337 + P313	IF eye irritation persists: Get medical advice/attention.
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Physical hazards
Code	Phrase
H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
H203	Explosive; fire, blast or projection hazard
H204	Fire or projection hazard
H205	May mass explode in fire
H220	Extremely flammable gas
H221	Flammable gas
H222	Extremely flammable aerosol
H223	Flammable aerosol
H224	Extremely flammable liquid and vapour
H225	Highly flammable liquid and vapour
H226	Flammable liquid and vapour
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H229	Pressurized container: may burst if heated
H230	May react explosively even in the absence of air
H231	May react explosively even in the absence of air at elevated pressure and/or temperature
H240	Heating may cause an explosion
H241	Heating may cause a fire or explosion
H242	Heating may cause a fire
H250	Catches fire spontaneously if exposed to air
H251	Self-heating; may catch fire
H252	Self-heating in large quantities; may catch fire
H260	In contact with water releases flammable gases which may ignite spontaneously
H261	In contact with water releases flammable gas
H270	May cause or intensify fire; oxidizer
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Health hazards
Code	Phrase
H300	Fatal if swallowed
H301	Toxic if swallowed
H302	Harmful if swallowed
H303	May be harmful if swallowed
H304	May be fatal if swallowed and enters airways
H305	May be harmful if swallowed and enters airways
H310	Fatal in contact with skin
H311	Toxic in contact with skin
H312	Harmful in contact with skin
H313	May be harmful in contact with skin
H314	Causes severe skin burns and eye damage
H315	Causes skin irritation
H316	Causes mild skin irritation
H317	May cause an allergic skin reaction
H318	Causes serious eye damage
H319	Causes serious eye irritation
H320	Causes eye irritation
H330	Fatal if inhaled
H331	Toxic if inhaled
H332	Harmful if inhaled
H333	May be harmful if inhaled
H334	May cause allergy or asthma symptoms or breathing difficulties if inhaled
H335	May cause respiratory irritation
H336	May cause drowsiness or dizziness
H340	May cause genetic defects
H341	Suspected of causing genetic defects
H350	May cause cancer
H351	Suspected of causing cancer
H360	May damage fertility or the unborn child
H361	Suspected of damaging fertility or the unborn child
H361d	Suspected of damaging the unborn child
H362	May cause harm to breast-fed children
H370	Causes damage to organs
H371	May cause damage to organs
H372	Causes damage to organs through prolonged or repeated exposure
H373	May cause damage to organs through prolonged or repeated exposure
Environmental hazards
Code	Phrase
H400	Very toxic to aquatic life
H401	Toxic to aquatic life
H402	Harmful to aquatic life
H410	Very toxic to aquatic life with long-lasting effects
H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

[ CAS No. 1132-95-2 ] {[proInfo.proName]}

Quality Control of [ 1132-95-2 ]

Related Doc. of [ 1132-95-2 ]

Product Details of [ 1132-95-2 ]

Calculated chemistry of [ 1132-95-2 ]

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 1132-95-2 ]

Application In Synthesis of [ 1132-95-2 ]

[ 1132-95-2 ] Synthesis Path-Upstream 1~2

[ 1132-95-2 ] Synthesis Path-Downstream 1~20

Related Functional Groups of [ 1132-95-2 ]

Aliphatic Cyclic Hydrocarbons

Ethers

Precautionary Statements-General

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Response

Storage

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Physical hazards

Health hazards

Environmental hazards

Inquiry

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[ 1132-95-2 ]