[ CAS No. 153903-21-0 ] {[proInfo.proName]}

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COA NMR CNMR HPLC LC-MS

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SDS Specification

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Product Details of [ 153903-21-0 ]

CAS No. :	153903-21-0	MDL No. :
Formula :	C₁₂H₁₆FNO₂	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	-
M.W :	225.26	Pubchem ID :	-
Synonyms :

Safety of [ 153903-21-0 ]

Signal Word:		Class:
Precautionary Statements:		UN#:
Hazard Statements:		Packing Group:

Application In Synthesis of [ 153903-21-0 ]

* 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 [ 153903-21-0 ]
Downstream synthetic route of [ 153903-21-0 ]

[ 153903-21-0 ] Synthesis Path-Upstream 1~1

1
[ 153903-21-0 ]
[ 399-30-4 ]

Reference： [1] Patent: WO2005/95343, 2005, A1, . Location in patent: Page/Page column 40

[ 153903-21-0 ] Synthesis Path-Downstream 1~5

1
[ 153903-21-0 ]
[ 399-30-4 ]

Yield	Reaction Conditions	Operation in experiment
		PREPARATIONS; Example 1; Procedure for making an intermediate according to Scheme A. F F 1. Boc20, Et3N, DCM, rt H2N Y HN 2. LiAIH4, THF, reflux (2-Fluoro-benzyl)-methyl amine; To a solution of 300 mg (2.40 mmol) of 2-fluorobenzylamine, 29.3 mg (0.24 mmol) of 4- dimethylaminopyridine and 342 ul (2. 64 mmol) of triethylamine in 3 mL of dichloromethane is added 628 mg (2.88 mmol) of di (tert-butoxycarbonyl) in 3 mL of dichloromethane at 0 C. The reaction is allowed to react for 72 h and solvents are removed under reduced pressure. The crude product is dissolved in 5 mL of 1N hydrochloric acid solution and extracted three times with ethyl acetate. The organic phase is separated and washed with saturated sodium bicarbonate solution and brine and dried with sodium sulphate. Removal of the solvent affords (2-fluoro-benzyl)- carbamic acid tert-butyl ester, which is taken directly to the next step. To a solution of 250 mg (1.11 mmol) of the carbamic ester dissolved in 1 mL of tetrahydrofuran is added 1.66 mL of a 1 M lithium aluminiumhydride solution in tetrahydrofuran. The reaction mixture is stirred at room temperature until gas evolution has ceased and is further heated at reflux temperature for 3 h. After cooling to room temperature, 1N hydrochloric acid solution is added and the aqueous phase is extracted with dichloromethane. The aqueous phase is separated, a saturated sodium bicarbonate solution is added until pH reaches 7-8 and dichloromethane is added. The organic layer is extracted with brine and water, dried with sodium sulphate and concentrated under vacuum to obtain the title compound. LC/MS (III) rt 1.52, m/z 140 [M+H]+.

Reference： [1]Patent: WO2005/95343,2005,A1 .Location in patent: Page/Page column 40

2
[ 124-38-9 ]
[ 1174761-19-3 ]
[ 153903-21-0 ]
[ 161330-30-9 ]

Yield	Reaction Conditions	Operation in experiment
	Stage #1: N-(tert-butoxycarbonyl)-α-(phenylsulfonyl)-2-fluorobenzylamine With trimethylsilyltributyltin; cesium fluoride In N,N-dimethyl-formamide at 20℃; for 0.0833333h; Inert atmosphere; Stage #2: carbon dioxide In N,N-dimethyl-formamide at 100℃; for 3h; Autoclave; Stage #3: With hydrogenchloride In diethyl ether; water; N,N-dimethyl-formamide Inert atmosphere;

Reference： [1]Mita, Tsuyoshi; Chen, Jianyang; Sugawara, Masumi; Sato, Yoshihiro [Angewandte Chemie - International Edition, 2011, vol. 50, # 6, p. 1393 - 1396]

3
[ 4248-19-5 ]
[ 153903-21-0 ]
[ 161330-30-9 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1.1: formic acid / methanol; water / 60 h / 20 °C / Inert atmosphere 2.1: trimethylsilyltributyltin; cesium fluoride / N,N-dimethyl-formamide / 0.08 h / 20 °C / Inert atmosphere 2.2: 3 h / 100 °C / 7500.75 Torr / Autoclave 2.3: pH 2 / Inert atmosphere

Reference： [1]Mita, Tsuyoshi; Chen, Jianyang; Sugawara, Masumi; Sato, Yoshihiro [Angewandte Chemie - International Edition, 2011, vol. 50, # 6, p. 1393 - 1396]

4
[ 446-52-6 ]
[ 153903-21-0 ]
[ 161330-30-9 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1.1: formic acid / methanol; water / 60 h / 20 °C / Inert atmosphere 2.1: trimethylsilyltributyltin; cesium fluoride / N,N-dimethyl-formamide / 0.08 h / 20 °C / Inert atmosphere 2.2: 3 h / 100 °C / 7500.75 Torr / Autoclave 2.3: pH 2 / Inert atmosphere

Reference： [1]Mita, Tsuyoshi; Chen, Jianyang; Sugawara, Masumi; Sato, Yoshihiro [Angewandte Chemie - International Edition, 2011, vol. 50, # 6, p. 1393 - 1396]

5
[ 79496-61-0 ]
[ 153903-21-0 ]
tert-butyl 2-fluorobenzyl(hex-5-yn-1-yl)carbamate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
70%	With sodium hydride; In N,N-dimethyl-formamide; at 20℃; for 64h;	General procedure: To a suspension of NaH (60% dispersion,1.04 g, 26 mmol) in DMF (80 mL) was added a solution of 12a (4.51 g, 20 mmol) in DMF (10 mL) at 0 C. After stirring at room temperature for 4 h, a solution of 10a (5.6 g, 22 mmol) in DMF (10 mL) was added, and the mixture was stirred for 59 h. Satd. NH4Cl aq (40 mL) was added, and the whole was extracted with Et2O (200 + 100 + 100 mL). The combined organic layers were washed with water (500 + 200 mL), brine (200 mL), dried over Na2SO4 and concentrated. Column chromatography (SiO2 350 g, hexane/EtOAc 10/1 to 2/1) gave 13a (4.95 g, 65%, E/Z 9/1) as a pale yellow oil.

Reference： [1]Tetrahedron,2018,vol. 74,p. 5309 - 5318

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P304 + P340	IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
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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.
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P401
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Physical hazards
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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
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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
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H300	Fatal if swallowed
H301	Toxic if swallowed
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H303	May be harmful if swallowed
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H310	Fatal in contact with skin
H311	Toxic in contact with skin
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H315	Causes skin irritation
H316	Causes mild skin irritation
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H320	Causes eye irritation
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H370	Causes damage to organs
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H372	Causes damage to organs through prolonged or repeated exposure
H373	May cause damage to organs through prolonged or repeated exposure
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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. 153903-21-0 ] {[proInfo.proName]}

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[ 153903-21-0 ] Synthesis Path-Upstream 1~1

[ 153903-21-0 ] Synthesis Path-Downstream 1~5

Precautionary Statements-General

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