[ CAS No. 2280-48-0 ] {[proInfo.proName]}

Name: 2280-48-0|(R)-2-Amino-3-hydroxy-3-methylbutanoic acid|98%
Brand: Ambeed
SKU: A314989
Price: 56.0 USD
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Quality Control of [ 2280-48-0 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 2280-48-0 ]

SDS Specification

Alternatived Products of [ 2280-48-0 ]

Product Details of [ 2280-48-0 ]

CAS No. :	2280-48-0	MDL No. :	MFCD00145211
Formula :	C₅H₁₁NO₃	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	-
M.W :	133.15	Pubchem ID :	-
Synonyms :

Calculated chemistry of [ 2280-48-0 ]

Physicochemical Properties

Num. heavy atoms :	9
Num. arom. heavy atoms :	0
Fraction Csp3 :	0.8
Num. rotatable bonds :	2
Num. H-bond acceptors :	4.0
Num. H-bond donors :	3.0
Molar Refractivity :	31.83
TPSA :	83.55 Å²

Pharmacokinetics

GI absorption :	High
BBB permeant :	No
P-gp substrate :	No
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-9.06 cm/s

Lipophilicity

Log Po/w (iLOGP) :	0.78
Log Po/w (XLOGP3) :	-2.75
Log Po/w (WLOGP) :	-0.83
Log Po/w (MLOGP) :	-3.05
Log Po/w (SILICOS-IT) :	-1.18
Consensus Log Po/w :	-1.41

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	2.0
Bioavailability Score :	0.55

Water Solubility

Log S (ESOL) :	1.2
Solubility :	2110.0 mg/ml ; 15.8 mol/l
Class :	Highly soluble
Log S (Ali) :	1.55
Solubility :	4700.0 mg/ml ; 35.3 mol/l
Class :	Highly soluble
Log S (SILICOS-IT) :	0.84
Solubility :	925.0 mg/ml ; 6.95 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	1.61

Safety of [ 2280-48-0 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P261-P305+P351+P338	UN#:	N/A
Hazard Statements:	H315-H319-H335	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 2280-48-0 ]

* 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 [ 2280-48-0 ]
Downstream synthetic route of [ 2280-48-0 ]

[ 2280-48-0 ] Synthesis Path-Upstream 1~18

1
[ 119906-44-4 ]
[ 2280-48-0 ]

Reference： [1] Tetrahedron, 1988, vol. 44, # 17, p. 5277 - 5292

2
[ 541-47-9 ]
[ 2280-48-0 ]

Reference： [1] Journal of Organic Chemistry, 1996, vol. 61, # 8, p. 2582 - 2583

3
[ 37526-89-9 ]
[ 2280-48-0 ]

Reference： [1] Journal of Organic Chemistry, 1996, vol. 61, # 8, p. 2582 - 2583

4
[ 176505-53-6 ]
[ 2280-48-0 ]

Reference： [1] Journal of Organic Chemistry, 1996, vol. 61, # 8, p. 2582 - 2583

5
[ 1025811-20-4 ]
[ 2280-48-0 ]

Reference： [1] Journal of Organic Chemistry, 1996, vol. 61, # 8, p. 2582 - 2583

6
[ 84907-82-4 ]
[ 2280-48-0 ]

Reference： [1] Tetrahedron, 1983, vol. 39, # 12, p. 2085 - 2092
[2] Synthesis, 1982, # 10, p. 868 - 870

7
[ 84907-85-7 ]
[ 2280-48-0 ]

Reference： [1] Liebigs Annalen der Chemie, 1983, # 7, p. 1133 - 1151
[2] Synthesis, 1982, # 10, p. 868 - 870

8
[ 176505-54-7 ]
[ 2280-48-0 ]

Reference： [1] Journal of Organic Chemistry, 1996, vol. 61, # 8, p. 2582 - 2583

9
[ 176505-51-4 ]
[ 2280-48-0 ]

Reference： [1] Journal of Organic Chemistry, 1996, vol. 61, # 8, p. 2582 - 2583

10
[ 14598-96-0 ]
[ 2280-48-0 ]

Reference： [1] Bulletin of the Chemical Society of Japan, 1966, vol. 39, p. 2287 - 2289

11
[ 55564-57-3 ]
[ 2280-48-0 ]

Reference： [1] Synthesis, 1982, # 10, p. 868 - 870

12
[ 84907-86-8 ]
[ 2280-48-0 ]

Reference： [1] Synthesis, 1982, # 10, p. 868 - 870

13
[ 84907-84-6 ]
[ 2280-48-0 ]

Reference： [1] Synthesis, 1982, # 10, p. 868 - 870

14
[ 87378-22-1 ]
[ 2280-48-0 ]

Reference： [1] Liebigs Annalen der Chemie, 1983, # 7, p. 1133 - 1151

15
[ 288159-40-0 ]
[ 2280-48-0 ]

Reference： [1] Nature Chemistry, 2010, vol. 2, # 4, p. 280 - 285

16
[ 17470-83-6 ]
[ 2280-48-0 ]

Reference： [1] Bulletin of the Chemical Society of Japan, 1966, vol. 39, p. 2287 - 2289

17
[ 2280-28-6 ]
[ 2280-48-0 ]

Reference： [1] Bulletin of the Chemical Society of Japan, 1966, vol. 39, p. 2287 - 2289

18
[ 2280-48-0 ]
[ 28920-43-6 ]
[ 884880-39-1 ]

Reference： [1] Nature Chemistry, 2010, vol. 2, # 4, p. 280 - 285

[ 2280-48-0 ] Synthesis Path-Downstream 1~31

1
(<i>R</i>)-α-formylamino-β-methoxy-isovaleric acid [ No CAS ]
[ 2280-48-0 ]

Reference： [1]Helvetica Chimica Acta,1952,vol. 35,p. 589,602

2
[ 17470-83-6 ]
[ 2280-48-0 ]

Reference： [1]Bulletin of the Chemical Society of Japan,1966,vol. 39,p. 2287 - 2289

3
(R)-2-Amino-3-hydroxy-3-methyl-butyric acid; hydrobromide [ No CAS ]
[ 2280-48-0 ]

Reference： [1]Synthesis,1982,p. 868 - 870

4
[ 55564-57-3 ]
[ 2280-48-0 ]

Reference： [1]Synthesis,1982,p. 868 - 870

5
[ 84907-82-4 ]
[ 2280-48-0 ]

Reference： [1]Tetrahedron,1983,vol. 39,p. 2085 - 2092
[2]Synthesis,1982,p. 868 - 870

6
[ 119906-44-4 ]
[ 2280-48-0 ]

Reference： [1]Tetrahedron,1988,vol. 44,p. 5277 - 5292

7
[ 84907-85-7 ]
[ 2280-48-0 ]

Reference： [1]Liebigs Annalen der Chemie,1983,p. 1133 - 1151
[2]Synthesis,1982,p. 868 - 870

8
[ 176505-54-7 ]
[ 2280-48-0 ]

Reference： [1]Journal of Organic Chemistry,1996,vol. 61,p. 2582 - 2583

9
[ 541-47-9 ]
[ 2280-48-0 ]

Reference： [1]Journal of Organic Chemistry,1996,vol. 61,p. 2582 - 2583

10
[ 37526-89-9 ]
[ 2280-48-0 ]

Reference： [1]Journal of Organic Chemistry,1996,vol. 61,p. 2582 - 2583

11
[ 176505-53-6 ]
[ 2280-48-0 ]

Reference： [1]Journal of Organic Chemistry,1996,vol. 61,p. 2582 - 2583

12
[ 1025811-20-4 ]
[ 2280-48-0 ]

Reference： [1]Journal of Organic Chemistry,1996,vol. 61,p. 2582 - 2583

13
[ 176505-51-4 ]
[ 2280-48-0 ]

Reference： [1]Journal of Organic Chemistry,1996,vol. 61,p. 2582 - 2583

14
[ 87378-22-1 ]
[ 2280-48-0 ]

Reference： [1]Liebigs Annalen der Chemie,1983,p. 1133 - 1151

15
[ 84907-86-8 ]
[ 2280-48-0 ]

Reference： [1]Synthesis,1982,p. 868 - 870

16
[ 84907-84-6 ]
[ 2280-48-0 ]

Reference： [1]Synthesis,1982,p. 868 - 870

17
(+/-)-α-formylamino-β-methoxy-isovaleric acid [ No CAS ]
[ 2280-48-0 ]

Reference： [1]Helvetica Chimica Acta,1952,vol. 35,p. 589,602

18
[ 2280-28-6 ]
[ 2280-48-0 ]

Reference： [1]Bulletin of the Chemical Society of Japan,1966,vol. 39,p. 2287 - 2289

19
[ 14598-96-0 ]
[ 2280-48-0 ]

Reference： [1]Bulletin of the Chemical Society of Japan,1966,vol. 39,p. 2287 - 2289

20
Sodium; 3,3-dimethyl-oxirane-2-carboxylate [ No CAS ]
[ 2280-48-0 ]

Reference： [1]Bulletin of the Chemical Society of Japan,1966,vol. 39,p. 2287 - 2289

21
[ 796600-15-2 ]
[ 2280-48-0 ]
[ 1182367-29-8 ]

Yield	Reaction Conditions	Operation in experiment
		Example 14; (R)-2-chloro-4-(2-hydroxy-2-methyl-1-(5-phenyl-1,3,4-oxadiazol-2-yl)propylamino)-3-methylbenzonitrile; Intermediate 14a; (R)-2-(3-chloro-4-cyano-2-methylphenylamino)-3-hydroxy-3-methylbutanoic acid; <strong>[796600-15-2]2-chloro-4-fluoro-3-methylbenzonitrile</strong> (1.06 g, 6.26 mmol) was mixed together with (R)-2-amino-3-hydroxy-3-methylbutanoic acid (1.00 g, 7.51 mmol) in DMSO (25 mL). K2CO3 (1.73 g, 12.52 mmol) was added to the reaction mixture and stirred at 75 C. for 24 h. Then the reaction mixture was cool down to room temperature and poured slowly in to a 10% citric acid solution and stirred for 10 min at room temperature. The solution was extracted with EtOAc several times to get the crude product. The crude product was chromatographed with a gradient of hexane/EtOAc (4:6) and then with EtOAc, 100% to get the title compound (1.40 g). 1H NMR (500 MHz, acetone-d6, delta in ppm) 7.51 (d, J=9 Hz, 1H), 6.72 (d, J=9 Hz, 1H), 5.48 (d, J=9 Hz, 1H), 4.16 (d, J=9 Hz, 1H), 2.34 (s, 3H), 1.43 (s, 3H), 1.41 (s, 3H).

Reference： [1]Patent: US2009/253758,2009,A1 .Location in patent: Page/Page column 46-47

22
[ 2280-48-0 ]
[ 28920-43-6 ]
[ 884880-39-1 ]

Reference： [1]Nature Chemistry,2010,vol. 2,p. 280 - 285

23
[ 288159-40-0 ]
[ 2280-48-0 ]

Reference： [1]Nature Chemistry,2010,vol. 2,p. 280 - 285

24
[ 2280-48-0 ]
[ 1182367-75-4 ]
[ 1354339-88-0 ]

Yield	Reaction Conditions	Operation in experiment
97%		4-fluoro-3-methyl-2-(trifluoromethyl)benzonitrile (763 mg, 3.76 mmol) was mixed together with (R)-2-amino-3-hydroxy-3-methylbutanoic acid (500 mg, 3.76 mmol) in DMSO (25 mL). K2CO3 (1.56 g, 11.28 mmol) was added to the reaction mixture and the reaction mixture stirred at 85 C. for 18 h. The reaction mixture was allowed to cool to room temperature, quenched with H2O (25 mL) and extracted with EtOAc (2×30 mL). The aqueous layer was then acidified with solid citric acid and extracted with EtOAc (2×80 mL). The later organic extracts were combined, washed with H2O (2×30 mL), dried (Na2SO4), filtered and concentrated under reduced pressure to provided the title compound as a yellow solid (1.15 g, 97%): 1H NMR (400 MHz, d6-acetone, delta in ppm) 7.63 (d, J=9 Hz, 1H), 6.97 (d, J=9 Hz, 1H), 5.62 (d, J=9 Hz, 1H), 4.20 (d, J=9 Hz, 1H), 2.33 (s, 3H), 1.43 (s, 3H) and 1.42 (s, 3H).

Reference： [1]Patent: US2012/4270,2012,A1 .Location in patent: Page/Page column 10

25
[ 2280-48-0 ]
[ 194853-86-6 ]
[ 1354339-84-6 ]

Yield	Reaction Conditions	Operation in experiment
98%		4-fluoro-2-(trifluoromethyl)benzonitrile (7.10 g, 37.55 mmol) was mixed together with (R)-2-amino-3-hydroxy-3-methylbutanoic acid (5 g, 37.55 mmol) in DMSO (220 mL). K2CO3 (15.57 g, 112.65 mmol) was added to the reaction mixture and the reaction mixture stirred at 85 C. for 96 h. The reaction mixture was allowed to cool to room temperature and quenched with H2O (40 mL) and extracted with EtOAc (2×80 mL). The aqueous layer was then acidified with solid citric acid and extracted with EtOAc (2×80 mL). The later organic extracts were combined, washed with H2O (2×30 mL), dried (Na2SO4), filtered and concentrated under reduced pressure to provided the title compound as a pale yellow solid (11.1 g, 98%): 1H NMR (400 MHz, d6-acetone, delta in ppm) 7.57 (d, J=9 Hz, 1H), 6.98 (d, J=2 Hz, 1H), 6.80 (dd, J=9 and 2 Hz, 1H), 5.52 (br s, 1H), 3.96 (d, J=7 Hz, 1H), 1.42 (s, 3H), and 1.36 (s, 3H).

Reference： [1]Patent: US2012/4270,2012,A1 .Location in patent: Page/Page column 9

26
[ 2280-48-0 ]
[ 1354339-83-5 ]

Reference： [1]Patent: US2012/4270,2012,A1

27
[ 2280-48-0 ]
[ 1354339-87-9 ]

Reference： [1]Patent: US2012/4270,2012,A1

28
[ 2280-48-0 ]
[ 1354339-93-7 ]

Reference： [1]Patent: US2012/4270,2012,A1

29
[ 2280-48-0 ]
[ 1354339-89-1 ]

Reference： [1]Patent: US2012/4270,2012,A1

30
[ 2280-48-0 ]
[ 1354339-95-9 ]

Reference： [1]Patent: US2012/4270,2012,A1

31
[ 2280-48-0 ]
[ 1354339-86-8 ]

Reference： [1]Patent: US2012/4270,2012,A1

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Ghs Precautionary Statements

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P222	Do not allow contact with air.
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P230	Keep wetted
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P232	Protect from moisture.
P233	Keep container tightly closed.
P234	Keep only in original container.
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P240	Ground/bond container and receiving equipment.
P241	Use explosion-proof electrical/ventilating/lighting/equipment.
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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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P270	Do not eat, drink or smoke when using this product.
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P235 + P410	Keep cool. Protect from sunlight.
Response
Code	Phrase
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P304	IF INHALED:
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P310	Immediately call a POISON CENTER or doctor/physician.
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P313	Get medical advice/attention.
P314	Get medical advice/attention if you feel unwell.
P315	Get immediate medical advice/attention.
P320
P302 + P352	IF ON SKIN: wash with plenty of soap and water.
P321
P322
P330	Rinse mouth.
P331	Do NOT induce vomiting.
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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.
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P391	Collect spillage. Hazardous to the aquatic environment
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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:
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P371 + P380 + P375	In case of major fire and large quantities: Evacuate area. Fight fire remotely due to the risk of explosion.
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Purity	Size	Price	VIP Price	USA Stock *0-1 Day	Global Stock *5-7 Days	Quantity
{[ item.p_purity ]}	{[ item.pr_size ]}	{[ getRatePrice(item.pr_usd, 1,1) ]} {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]}	{[ getRatePrice(item.pr_usd, 1,1) ]}	Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]} {[ getRatePrice(item.pr_usd,1,item.mem_rate) ]}	{[ item.pr_usastock ]}	Inquiry -	{[ item.pr_chinastock ]}	Inquiry -

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
H227	Combustible liquid
H228	Flammable solid
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
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
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. 2280-48-0 ] {[proInfo.proName]}

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[ 2280-48-0 ] Synthesis Path-Upstream 1~18

[ 2280-48-0 ] Synthesis Path-Downstream 1~31

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Amino Acid Derivatives

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[ 2280-48-0 ]