[ CAS No. 15356-62-4 ] {[proInfo.proName]}

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Quality Control of [ 15356-62-4 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 15356-62-4 ]

SDS Specification

Alternatived Products of [ 15356-62-4 ]

Product Details of [ 15356-62-4 ]

CAS No. :	15356-62-4	MDL No. :	MFCD00044947
Formula :	C₁₂H₂₁ClO₂	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	VNMCKLVHDJADEB-OUAUKWLOSA-N
M.W :	232.75	Pubchem ID :	11009846
Synonyms :

Safety of [ 15356-62-4 ]

Signal Word:	Danger	Class:	8
Precautionary Statements:	P280-P305+P351+P338-P310	UN#:	3265
Hazard Statements:	H314	Packing Group:	Ⅲ
GHS Pictogram:

Application In Synthesis of [ 15356-62-4 ]

* 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 [ 15356-62-4 ]

[ 15356-62-4 ] Synthesis Path-Downstream 1~4

1
[ 40248-63-3 ]
[ 15356-62-4 ]

Yield	Reaction Conditions	Operation in experiment
	With thionyl chloride
	With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane for 3.5h; Ambient temperature;
	With oxalyl dichloride In toluene at 50℃; for 3h;

	With thionyl chloride for 5h; Heating;
	With thionyl chloride In 1,2-dichloro-ethane for 5h; Heating;
	With thionyl chloride for 24h; Heating;
	With thionyl chloride for 5h; Heating / reflux;	14 The mixture of 3g menthyoxylacetic acid in 10g SOCl2 was refluxed for 5hrs and then SOCl2 was removed. Five milliliters of toluene was added and evaporated at reduced pressure to drive the residual SOCl2, 3.5g brownish residue was dissolved in 50ml CH2Cl2 and to which 2g racemic clausenamidone(+/-5) was added. Pyridine lml was added while cooling, and stirred 4hrs at room temperature. Two spots were showed by TLC. The reaction mixture was washed successively with 2N HCl, saturated NaHCO3 aqueous solution, saturated NaCl aqueous solution and dried over Na2SO4. After removing the solvent 5.4g of bromnish solid was obtained. After first recrystallization from methanol to give -7, the mother liquid was chromatographed on silica gel column eluted with ethyl ether/hexane (2:1) to give +7 and more -7.(-7): 1.06g,yield 30.9%(theoretical yield 50%),m.p.:177-178 DEG C, [ alpha ] <1>D<8> =-249 DEG (c 0.21,CHCl3).(+7): 0.86g, yield 24.8%(theoretical yield 56%),m.p.:152-153 DEG C, [ alpha ]<2>D<0> =+156 DEG (c 11,CHCl3).(-7) and (+7) were hydrolyzed separately in 30ml methanol catalyzed by PTS. After refluxing for 2hrs. Methanol was taken off by evaporation and the residue was dissolved in CH2Cl2.The CH2Cl2 solution was first washed with acid and followed by base and water.(-)clausenamidone(-5) and (+) clausenamidone(+5) was obtained respectively from (-7) and (+7) after removal of solvent.(-)clausenamidone(+5) yield 88%, m.p.:193-194 DEG C , [ alpha ]<1>D<8> =-340 DEG (c=0.22,CH3OH).(+)clausenamidone(-5) yield 82%, m.p.:193-194 DEG C , [ alpha ] <1>D<8> =+339 DEG (c=0.21,CH3OH).(-)clausenamidone(-5) 0.59g was reduced as described in Example 8 with 0.11g NaBH4.Recrystallization from methanol of the product gave 0.5g of levoclausenamide, yield 83%, m.p.:162-163 DEG C , [ alpha ] <1>D<8> =-145 DEG (c=0.24,CH3OH).
	With thionyl chloride In toluene for 4h; Heating;
	With thionyl chloride In N,N-dimethyl-formamide

Reference： [1]Theilacker,W.; Thomas,W. [Justus Liebigs Annalen der Chemie, 1960, vol. 632, p. 115 - 120] Akiyama,F. et al. [Bulletin of the Chemical Society of Japan, 1967, vol. 40, p. 359 - 362] Newton,P.F.; Whitham,G.H. [Journal of the Chemical Society. Perkin transactions I, 1979, p. 3072 - 3076] Leffler; Calkins [Organic Syntheses, 1955, vol. Coll. Vol. III, p. 544] Holmes; Adams [Journal of the American Chemical Society, 1934, vol. 56, p. 2093] Read; Grubb [Journal of the Society of Chemical Industry, 1932, vol. 51, p. 329 T, 331 T, 332 T] Varma, R. Luxmi; Narayanan, C. S. [Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1985, vol. 24, p. 302 - 304]
[2]Ley, Steven V.; Sternfeld, Francine [Tetrahedron, 1989, vol. 45, # 11, p. 3463 - 3476]
[3]Zamyatina, Alla Yu.; Shvets, Vitaliy I. [Chemistry and Physics of Lipids, 1995, vol. 76, # 2, p. 225 - 240]
[4]Brunner; Maier; Zabel [Synthesis, 2001, # 16, p. 2484 - 2494]
[5]Doyle; Timmons; Arndt; Duursma; Colyer; Bruenner [Russian Chemical Bulletin, 2001, vol. 50, # 11, p. 2156 - 2161]
[6]Gibson, Harry W.; Berg, Michael A. G.; Dickson, Jennifer Clifton; Lecavalier, Pierre R.; Wang, Hong; Merola, Joseph S. [Journal of Organic Chemistry, 2007, vol. 72, # 15, p. 5759 - 5770]
[7]Current Patent Assignee: CHINESE ACADEMY OF MEDICAL SCIENCES - EP1348696, 2003, A1 Location in patent: Page/Page column 14
[8]Ma, Tao; Gao, Qi; Chen, Zhiwei; Wang, Lin; Liu, Gang [Bioorganic and Medicinal Chemistry Letters, 2008, vol. 18, # 3, p. 1079 - 1083]
[9]Hu, Jian-She; Li, Dan; Zhang, Wen-Chang; Meng, Qing-Bao [Journal of Polymer Science, Part A: Polymer Chemistry, 2012, vol. 50, # 24, p. 5049 - 5059]

2
[ 29331-92-8 ]
[ 15356-62-4 ]
(2-isopropyl-5-methyl-cyclohexyloxy)-acetic acid 5-carbamoyl-10,11-dihydro-5H-dibenzo[b,f]azepin-10-yl ester [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,1999,vol. 42,p. 2582 - 2587

3
[ 863491-46-7 ]
[ 15356-62-4 ]
2,6-bis-(1-(2-(1R,2S,5R)-2-isopropyl-5-methylcyclohexyloxy-acetyl)-[4R,5R]-4,5-diphenyl-4,5-dihydro-1H-imidazol-2-yl)-pyridine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
92%	With dmap In dichloromethane at 20℃; for 1h;

Reference： [1]Anilkumar, Gopinathan; Bhor, Santosh; Tse, Man Kin; Klawonn, Markus; Bitterlich, Bianca; Beller, Matthias [Tetrahedron Asymmetry, 2005, vol. 16, # 21, p. 3536 - 3561]

4
[ 15356-62-4 ]
[ 65826-91-7 ]
[ 98-59-9 ]
(2R)-1-[2-(4-methylphenylsulfonamido)phenyl]-2-propanyl 3-[(1R,2S,5R)-2-isopropyl-5-methylcyclohexyloxy]acetate [ No CAS ]
[ 953395-21-6 ]

Yield	Reaction Conditions	Operation in experiment
1: 471 mg 2: 459 mg	Stage #1: 1-(2-aminophenyl)-2-propanol; p-toluenesulfonyl chloride With pyridine In dichloromethane at 0℃; for 2h; Stage #2: L-menthoxyacetyl chloride With dmap; triethylamine In dichloromethane at 0 - 20℃; Further stages.;

Reference： [1]Yamamoto, Hirofumi; Pandey, Ghanshyam; Asai, Yumiko; Nakano, Mayo; Kinoshita, Atsushi; Namba, Kosuke; Imagawa, Hiroshi; Nishizawa, Mugio [Organic Letters, 2007, vol. 9, # 20, p. 4029 - 4032]

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Precautionary Statements-General
Code	Phrase
P101	If medical advice is needed,have product container or label at hand.
P102	Keep out of reach of children.
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Code	Phrase
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P221	Take any precaution to avoid mixing with combustibles
P222	Do not allow contact with air.
P223	Keep away from any possible contact with water, because of violent reaction and possible flash fire.
P230	Keep wetted
P231	Handle under inert gas.
P232	Protect from moisture.
P233	Keep container tightly closed.
P234	Keep only in original container.
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P261	Avoid breathing dust/fume/gas/mist/vapours/spray.
P262	Do not get in eyes, on skin, or on clothing.
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P265	Wash skin thouroughly after handling.
P270	Do not eat, drink or smoke when using this product.
P271	Use only outdoors or in a well-ventilated area.
P272	Contaminated work clothing should not be allowed out of the workplace.
P273	Avoid release to the environment.
P280	Wear protective gloves/protective clothing/eye protection/face protection.
P281	Use personal protective equipment as required.
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P285	In case of inadequate ventilation wear respiratory protection.
P231 + P232	Handle under inert gas. Protect from moisture.
P235 + P410	Keep cool. Protect from sunlight.
Response
Code	Phrase
P301	IF SWALLOWED:
P304	IF INHALED:
P305	IF IN EYES:
P306	IF ON CLOTHING:
P307	IF exposed:
P308	IF exposed or concerned:
P309	IF exposed or if you feel unwell:
P310	Immediately call a POISON CENTER or doctor/physician.
P311	Call a POISON CENTER or doctor/physician.
P312	Call a POISON CENTER or doctor/physician if you feel unwell.
P313	Get medical advice/attention.
P314	Get medical advice/attention if you feel unwell.
P315	Get immediate medical advice/attention.
P320
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P321
P322
P330	Rinse mouth.
P331	Do NOT induce vomiting.
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P335	Brush off loose particles from skin.
P336	Thaw frosted parts with lukewarm water. Do not rub affected area.
P337	If eye irritation persists:
P338	Remove contact lenses, if present and easy to do. Continue rinsing.
P340	Remove victim to fresh air and keep at rest in a position comfortable for breathing.
P341	If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P342	If experiencing respiratory symptoms:
P350	Gently wash with plenty of soap and water.
P351	Rinse cautiously with water for several minutes.
P352	Wash with plenty of soap and water.
P353	Rinse skin with water/shower.
P360	Rinse immediately contaminated clothing and skin with plenty of water before removing clothes.
P361	Remove/Take off immediately all contaminated clothing.
P362	Take off contaminated clothing and wash before reuse.
P363	Wash contaminated clothing before reuse.
P370	In case of fire:
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P372	Explosion risk in case of fire.
P373	DO NOT fight fire when fire reaches explosives.
P374	Fight fire with normal precautions from a reasonable distance.
P376	Stop leak if safe to do so. Oxidising gases (section 2.4) 1
P377	Leaking gas fire: Do not extinguish, unless leak can be stopped safely.
P378
P380	Evacuate area.
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P390	Absorb spillage to prevent material damage.
P391	Collect spillage. Hazardous to the aquatic environment
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P301 + P312	IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P301 + P330 + P331	IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
P302 + P334	IF ON SKIN: Immerse in cool water/wrap in wet bandages.
P302 + P350	IF ON SKIN: Gently wash with plenty of soap and water.
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.
P304 + P341	IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
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.
P307 + P311	IF exposed: call a POISON CENTER or doctor/physician.
P308 + P313	IF exposed or concerned: Get medical advice/attention.
P309 + P311	IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician.
P332 + P313	IF SKIN irritation occurs: Get medical advice/attention.
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.
P342 + P311	IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.
P370 + P376	In case of fire: Stop leak if safe to Do so.
P370 + P378	In case of fire:
P370 + P380	In case of fire: Evacuate area.
P370 + P380 + P375	In case of fire: Evacuate area. Fight fire remotely due to the risk of explosion.
P371 + P380 + P375	In case of major fire and large quantities: Evacuate area. Fight fire remotely due to the risk of explosion.
Storage
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P401
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P411
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P413
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P422
P402 + P404	Store in a dry place. Store in a closed container.
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P411 + P235	Keep cool.
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Physical hazards
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H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
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H222	Extremely flammable aerosol
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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
H271	May cause fire or explosion; strong oxidizer
H272	May intensify fire; oxidizer
H280	Contains gas under pressure; may explode if heated
H281	Contains refrigerated gas; may cause cryogenic burns or injury
H290	May be corrosive to metals
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
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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
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H331	Toxic if inhaled
H332	Harmful if inhaled
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H336	May cause drowsiness or dizziness
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H361d	Suspected of damaging the unborn child
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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. 15356-62-4 ] {[proInfo.proName]}

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[ 15356-62-4 ] Synthesis Path-Downstream 1~4

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