[ CAS No. 44902-02-5 ]

Name: 44902-02-5|(S)-2-Aminoheptanoic acid|98%
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Quality Control of [ 44902-02-5 ]

COA NMR CNMR HPLC LC-MS

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Alternatived Products of [ 44902-02-5 ]

Product Details of [ 44902-02-5 ]

CAS No. :	44902-02-5	MDL No. :	MFCD08275754
Formula :	C₇H₁₅NO₂	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	N/A
M.W :	145.20 g/mol	Pubchem ID :	5312965
Synonyms :

Calculated chemistry of of [ 44902-02-5 ]

Physicochemical Properties

Num. heavy atoms :	10
Num. arom. heavy atoms :	0
Fraction Csp3 :	0.86
Num. rotatable bonds :	5
Num. H-bond acceptors :	3.0
Num. H-bond donors :	2.0
Molar Refractivity :	40.24
TPSA :	63.32 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) :	-7.9 cm/s

Lipophilicity

Log Po/w (iLOGP) :	1.64
Log Po/w (XLOGP3) :	-1.0
Log Po/w (WLOGP) :	0.98
Log Po/w (MLOGP) :	-1.47
Log Po/w (SILICOS-IT) :	0.42
Consensus Log Po/w :	0.11

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	1.0
Bioavailability Score :	0.55

Water Solubility

Log S (ESOL) :	0.22
Solubility :	241.0 mg/ml ; 1.66 mol/l
Class :	Highly soluble
Log S (Ali) :	0.16
Solubility :	208.0 mg/ml ; 1.43 mol/l
Class :	Highly soluble
Log S (SILICOS-IT) :	-0.93
Solubility :	17.2 mg/ml ; 0.118 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	1.83

Safety of [ 44902-02-5 ]

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 [ 44902-02-5 ]

* 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 [ 44902-02-5 ]

[ 44902-02-5 ] Synthesis Path-Downstream 1~34

1
[ 44902-02-5 ]
[ 52437-21-5 ]

Reference： [1]Journal of the American Chemical Society,1951,vol. 73,p. 1336

2
[ 44902-02-5 ]
[ 108-24-7 ]
[ 897044-61-0 ]

Reference： [1]Journal of the American Chemical Society,1956,vol. 78,p. 4636,4642

3
2-Formylamino-heptanoic acid [ No CAS ]
[ 44902-01-4 ]
[ 44902-02-5 ]

Reference： [1]Helvetica Chimica Acta,1960,vol. 43,p. 1915 - 1927

4
[ 44902-02-5 ]
[ 501-53-1 ]
[ 50833-50-6 ]

Reference： [1]Journal of Medicinal Chemistry,1973,vol. 16,p. 1324 - 1326

5
2-aminoheptanoic acid (hydrochloride) [ No CAS ]
[ 44902-02-5 ]

Reference： [1]Chemische Berichte,1975,vol. 108,p. 3079 - 3090

6
[ 139040-46-3 ]
[ 44902-02-5 ]

Reference： [1]Journal of the American Chemical Society,1992,vol. 114,p. 1906 - 1908

7
(S)-2-<N-Benzyl-N-(benzyloxycarbonyl)amino>heptanoic Acid [ No CAS ]
[ 44902-02-5 ]

Reference： [1]Journal of the American Chemical Society,1987,vol. 109,p. 4649 - 4659

8
[ 127700-58-7 ]
[ 44902-02-5 ]

Reference： [1]Tetrahedron,1993,vol. 49,p. 6309 - 6330
[2]Journal of the Chemical Society. Chemical communications,1989,p. 1852 - 1854

9
(2S)-2-(para-toluenesulfonylamino)-heptanoic acid [ No CAS ]
[ 44902-02-5 ]

Reference： [1]Tetrahedron Letters,1995,vol. 36,p. 151 - 154
[2]Organic and Biomolecular Chemistry,2006,vol. 4,p. 2888 - 2897

10
2-Amino-heptanoic acid isobutyl ester; compound with toluene-4-sulfonic acid [ No CAS ]
[ 44902-02-5 ]

Reference： [1]Tetrahedron Asymmetry,1997,vol. 8,p. 367 - 370

12
[ 44902-02-5 ]
[ 24424-99-5 ]
[ 71066-01-8 ]

Reference： [1]Bioorganic and medicinal chemistry letters,2004,vol. 14,p. 275 - 278

13
2-Amino-heptanoic acid isobutyl ester; compound with toluene-4-sulfonic acid [ No CAS ]
[ 44902-01-4 ]
[ 44902-02-5 ]

Reference： [1]Tetrahedron,2005,vol. 61,p. 10254 - 10261

14
C₁₅H₂₃NO₂ [ No CAS ]
[ 44902-02-5 ]

Reference： [1]Synthesis,2006,p. 4032 - 4040

15
[ 44902-02-5 ]
(1-formyl-hexyl)-carbamic acid <i>tert</i>-butyl ester [ No CAS ]

Reference： [1]Bioorganic and medicinal chemistry letters,2004,vol. 14,p. 275 - 278

16
[ 44902-02-5 ]
[ 666718-80-5 ]

Reference： [1]Bioorganic and medicinal chemistry letters,2004,vol. 14,p. 275 - 278

17
[ 44902-02-5 ]
C₁₆H₂₉NO₆ [ No CAS ]

Reference： [1]Bioorganic and medicinal chemistry letters,2004,vol. 14,p. 275 - 278

18
[ 139040-40-7 ]
[ 44902-02-5 ]

Reference： [1]Journal of the American Chemical Society,1992,vol. 114,p. 1906 - 1908

19
[ 139040-35-0 ]
[ 44902-02-5 ]

Reference： [1]Journal of the American Chemical Society,1992,vol. 114,p. 1906 - 1908

20
[ 44902-02-5 ]
[ 50833-51-7 ]

Reference： [1]Journal of Medicinal Chemistry,1973,vol. 16,p. 1324 - 1326

21
[ 1115-90-8 ]
[ 44902-02-5 ]

Reference： [1]Helvetica Chimica Acta,1960,vol. 43,p. 1915 - 1927

22
[ 110-53-2 ]
1.3-dithiolane [ No CAS ]
[ 44902-02-5 ]

Reference： [1]Helvetica Chimica Acta,1960,vol. 43,p. 1915 - 1927

23
[ 6065-59-4 ]
[ 44902-02-5 ]

Reference： [1]Helvetica Chimica Acta,1960,vol. 43,p. 1915 - 1927

24
[ 616-88-6 ]
[ 44902-02-5 ]

Reference： [1]Helvetica Chimica Acta,1960,vol. 43,p. 1915 - 1927

25
[ 44902-02-5 ]
C₁₆H₂₉ClN₂O₅ [ No CAS ]
C₁₉H₃₅N₃O₇ [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2011,vol. 54,p. 7535 - 7546

26
[ 44902-02-5 ]
[ 1339952-64-5 ]

Reference： [1]Journal of Medicinal Chemistry,2011,vol. 54,p. 7535 - 7546

27
[ 44902-02-5 ]
C₁₄H₂₇N₃O₅ [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2011,vol. 54,p. 7535 - 7546

28
[ 44902-02-5 ]
[ 82911-69-1 ]
[ 1197020-22-6 ]

Yield	Reaction Conditions	Operation in experiment
65%	With sodium carbonate; In 1,4-dioxane; water; at 20℃;	The unprotected aminoheptanoic acid derivative (100 mg, 0.689 mmol, 1.00 equiv) wasdissolved in 10% Na2CO3 solution (2.0 mL) and dioxane (1.0 mL) and Fmoc-OSu (256 mg,0.759 mmol, 1.10 equiv) was added. The mixture was allowed to warm to rt and stirredovernight. The reaction was quenched by the addition of water (30 mL). The aqueous layer waswashed with diethyl ether (1 × 50 mL). The aqueous layer was acidified with HCl to pH = 2 andextracted with dichloromethane (4 × 50 mL). The combined organic phases were dried oversodium sulfate, filtered, and concentrated in vacuo. The crude product was purified by reversedphasepreparative HPLC using linear CH3CN/H2O gradients containing 0.1% trifluoroacetic acid(TFA). Identification was carried out by ESI-ToF MS and NMR spectroscopy. The N-Fmocprotected amino acid was obtained as white solid. Yield: 165 mg (0.449 mmol, 65%).1H NMR (500 MHz, C3D6O): delta = 0.88-0.91 (m, 3 H, CH3), 1.28-1.38 (m, 4 H, (CH2)2CH3), 1.42-1.50 (m, 2 H, CH2CH2CHCO2H), 1.70-1.78 (m, 1 H, CH2CH2CHCO2H), 1.84-1.91 (m, 1 H,CH2CH2CHCO2H), 4.21-4.27 (m, 2 H, COOCH2CH), CHCO2H), 4.33 (d, J = 7.2 Hz, 2 H,COOCH2CH), 7.30-7.34 (m, 2 H, Ar), 7.39-7.42 (m, 2 H, Ar), 7.71-7.73 (m, 2 H, Ar), 7.86 (d, J =7.5 Hz, 2 H, Ar) ppm signals for NH and COOH were not found; 13C NMR (126 MHz,S18C3D6O): delta = 14.3 (CH3), 23.1 (CH2CH2CH3), 26.2 (CH2CH2CHCO2H), 32.1 (CH2CH2CH3), 32.5 (CH2CHCO2H), 48.0 (COOCH2CH), 54.7 (CHCO2H), 67.1 (COOCH2CH), 120.8 (Ar-C), 126.2 (Ar-C), 127.9 (Ar-C), 128.5 (Ar-C), 142.1 (Ar-C), 145.0 (Ar-C), 157.1 (COOCH2), 174.1 (COOH) ppm; HRMS (ESI): m/z [M + Na]+ calcd. for [C22H25NNaO4]+: 390.1676; found: 390.1684.

Reference： [1]Organic Letters,2012,vol. 14,p. 5110 - 5113
[2]Beilstein Journal of Organic Chemistry,2013,vol. 9,p. 2009 - 2014

29
[ 44902-02-5 ]
(2S)-2-aminoheptan-1-ol [ No CAS ]

Reference： [1]Tetrahedron Letters,2017,vol. 58,p. 4623 - 4627

30
[ 44902-02-5 ]
C₁₃H₂₀N₂O₅S [ No CAS ]

Reference： [1]Tetrahedron Letters,2017,vol. 58,p. 4623 - 4627

31
[ 44902-02-5 ]
C₇H₁₅NO₃ [ No CAS ]

Reference： [1]Journal of the American Chemical Society,2018,vol. 140,p. 1165 - 1169

32
[ 111-14-8 ]
[ 44902-02-5 ]

Reference： [1]Advanced Synthesis and Catalysis,2019
[2]Advanced Synthesis and Catalysis,2019,vol. 361,p. 1348 - 1358

33
xenematide G [ No CAS ]
[ 72-19-5 ]
[ 44902-02-5 ]
[ 153-94-6 ]

Yield	Reaction Conditions	Operation in experiment
	With hydrogenchloride; In water; at 120℃; for 3h;	General procedure: Compounds 1 and 2 (1mg each) were hydrolysed with 6MHCl (1ml) at 120 C for 3 h. The solutions were then evaporatedto dryness, and the residues were re-dissolved in 1mlof water and dried on a rotary evaporator. Next, 100 mul of 1Msodium bicarbonate was added to each residue to form solutions.Amino acid standards were also individually dissolvedin 100 mul of 1M sodium bicarbonate at concentrations of1mgml-1. The D, L-aminoheptanoic acid were purchasedfrom Aladdin Biochemical Technology and J&K Scientific.Thirty-five microlitres of Nalpha-(2,4-dinitro-5-fluorophenyl)-L-alaninamide (L-FDAA, Marfey?s Reagent, for threonine,leucine and tryptophan) [26] and 60mul Nalpha-(2,4-dinitro-5-fluorophenyl)-D/L-leucinamide (D/L-FDLA, advanced Marfey?sreagent, for alpha-aminoheptanoic acid) [27] in acetone(10mgml-1) was added to each solution. The solutions wereincubated in a water bath at 55 C for 1 h. After cooling toroom temperature, each solution was dissolved in MeCN forHPLC analysis. At 26 C, MeCN/H2O containing 0.1%HCOOH was used as mobile phase using the following gradient:0-5min, 20% MeCN; 5-35 min, 20-60% MeCN;35-40min, 60-100% MeCN and 40-50 min, 100-20%MeCN. The flow rate was 1 ml min-1 with UV detection at340 nm. The HPLC results for the amino acids were comparedto the results of the standard samples [26].

Reference： [1]Journal of Antibiotics,2019

34
[ 52358-05-1 ]
[ 44902-02-5 ]

Reference： [1]Advanced Synthesis and Catalysis,2019,vol. 361,p. 1348 - 1358

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Code	Phrase
H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
H203	Explosive; fire, blast or projection hazard
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H221	Flammable gas
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H231	May react explosively even in the absence of air at elevated pressure and/or temperature
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H316	Causes mild skin irritation
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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. 44902-02-5 ]

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Product Details of [ 44902-02-5 ]

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Medicinal Chemistry

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Application In Synthesis of [ 44902-02-5 ]

[ 44902-02-5 ] Synthesis Path-Downstream 1~34

Related Functional Groups of [ 44902-02-5 ]

Amino Acid Derivatives

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Related Functional Groups of
[ 44902-02-5 ]