[ CAS No. 718611-17-7 ] {[proInfo.proName]}

Name: 718611-17-7|(S)-Boc-3-Amino-3-phenylpropan-1-ol|97%
Brand: Ambeed
SKU: A102542
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Quality Control of [ 718611-17-7 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 718611-17-7 ]

SDS Specification

Alternatived Products of [ 718611-17-7 ]

Product Details of [ 718611-17-7 ]

CAS No. :	718611-17-7	MDL No. :	MFCD09025325
Formula :	C₁₄H₂₁NO₃	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	SMEMODSNLZWKBF-LBPRGKRZSA-N
M.W :	251.32	Pubchem ID :	7172194
Synonyms :

Calculated chemistry of [ 718611-17-7 ]

Physicochemical Properties

Num. heavy atoms :	18
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.5
Num. rotatable bonds :	7
Num. H-bond acceptors :	3.0
Num. H-bond donors :	2.0
Molar Refractivity :	70.73
TPSA :	58.56 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) :	-6.32 cm/s

Lipophilicity

Log Po/w (iLOGP) :	2.69
Log Po/w (XLOGP3) :	2.13
Log Po/w (WLOGP) :	2.31
Log Po/w (MLOGP) :	2.07
Log Po/w (SILICOS-IT) :	2.06
Consensus Log Po/w :	2.25

Druglikeness

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

Water Solubility

Log S (ESOL) :	-2.52
Solubility :	0.751 mg/ml ; 0.00299 mol/l
Class :	Soluble
Log S (Ali) :	-2.99
Solubility :	0.256 mg/ml ; 0.00102 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-3.64
Solubility :	0.058 mg/ml ; 0.000231 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	0.0
Synthetic accessibility :	2.49

Safety of [ 718611-17-7 ]

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 [ 718611-17-7 ]

* 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 [ 718611-17-7 ]

[ 718611-17-7 ] Synthesis Path-Downstream 1~70

1
[ 956101-46-5 ]
[ 718611-17-7 ]

Reference： [1]Tetrahedron Letters,2007,vol. 48,p. 7094 - 7098
[2]Tetrahedron Letters,1994,vol. 35,p. 1589 - 1592

2
[ 718611-17-7 ]
[ 103365-47-5 ]

Reference： [1]Tetrahedron Letters,2007,vol. 48,p. 7094 - 7098
[2]Tetrahedron Letters,1994,vol. 35,p. 1589 - 1592

3
[ 103365-47-5 ]
[ 718611-17-7 ]

Yield	Reaction Conditions	Operation in experiment
0.39 g	With borane-THF; In tetrahydrofuran; at 0℃; for 2h;Inert atmosphere;	will(S)-3-tert-butoxycarbonylamino-3-phenylalanine(0.40g, 1.5mmol)Dissolved in 5 mL THF,Nitrogen protection, at 0 C,Slowly add BH3THF (3 mL, 1 M/mL).Then continue the reaction for 2 hours.Adding an appropriate amount of acetone consumes excess BH3.Then add saturated sodium bicarbonate solution,The aqueous phase is extracted three times with ethyl acetate and the organic layers are combined.After washing the organic layer with saturated sodium chloride solution,After drying over anhydrous magnesium sulfate,Evaporated to get(S)-tert-Butyl-N-(3-hydroxy-1-phenylpropyl)carbamate0.39g (104%).
	With lithium aluminium tetrahydride; In tetrahydrofuran; at 0℃; for 1h;	Method F (S) 3-PHENYL-3- (TERT-BUTOXYCARBONYLAMINO) propionaldehyde Lithium aluminium hydride (19 ml of 1M solution in THF) was added to a solution of (S) 3-phenyl-3- (tert-butoxycarbonylamino) propionic acid (5. 01G) in THF (50ML) at 0C. The reaction mixture was stirred for 1 hour and ethyl acetate (20ML) WAS added followed by water (0. 5ML), 6M sodium hydroxide (0. 5ml) and water (5ML). The mixture was filtered through CELITE and evaporated to dryness to give (S) 3-phenyl-3-(tert-butoxycarbonylamino)propanol, yield 2.89g. This material was dissolved in dichloromethane (40ML) and Dess Martin periodinane (2.12g) was added. The reaction mixture was stirred for 1 hour then washed with 2M sodium hydroxide (2X20ML) and brine (LOML) and dried. The dichloromethane solution was concentrated to a volume of about 20ML and used directly in the next stage.
	With sodium tetrahydroborate; In tetrahydrofuran; at 0℃; for 1h;	(S) 3-PHENYL-3-TERT-BUTOXYCARBONYLAMINO) propionaldehyde Lithium aluminium hydride (19 ml of 1M solution in THF) was added to a solution of (S) 3-PHENYL-3-(TERT-BUTOXYCARBONYLAMINO) propionic acid (5. 01G) in THF (50ml) at 0C. The reaction mixture was stirred for 1 hour and ethyl acetate (20ML) was added followed by water (0. 5ML), 6M sodium hydroxide (0. 5ML) and water (5ML). The mixture was filtered through Celite and evaporated to dryness to give (S) 3-PHENYL-3- (TERT-BUTOXYCARBONYLAMINO) propanol, yield 2.89g. This material was dissolved in dichloromethane (40ML) and Dess Martin periodinane (2.12g) was added. The reaction mixture was stirred for 1 hour then washed with 2M sodium hydroxide (2X20ML) and brine (10ML) and dried. The dichloromethane solution was concentrated to a volume of about 20ML and used directly in the next stage.

Reference： [1]Chirality,2010,vol. 22,p. 299 - 307
[2]Heterocycles,1997,vol. 45,p. 1883 - 1889
[3]European Journal of Organic Chemistry,2018,vol. 2018,p. 1821 - 1832
[4]Patent: CN107879963,2018,A .Location in patent: Paragraph 0501-0502
[5]Patent: WO2005/9959,2005,A1 .Location in patent: Page/Page column 51-52
[6]Patent: WO2004/56773,2004,A1 .Location in patent: Page 92 - 93

4
[ 718611-17-7 ]
[ 82769-76-4 ]

Yield	Reaction Conditions	Operation in experiment
96%	With hydrogenchloride; In 1,4-dioxane; water;	In a 100 mL round bottom flask, 6 mmol / 1.51 g of the product of Example 4 was added.Add 30 mL of 1,4-dioxane,After thoroughly stirring and dissolving, 20 mL of a HCl (4M) aqueous solution was dropped into the flask,The solution was pale yellow,After the reaction of the raw materials is monitored by TLC,Extract once with 20 mL of ethyl acetate, take the aqueous phase, dropwise add NaOH (4M) aqueous solution in an ice bath,After adjusting the pH to 13, extract 3 times with 20 mL of dichloromethane.Take the organic phase, wash with saturated brine, and dry over anhydrous sodium sulfate.Preparation by flash liquid chromatography (methanol: dichloromethane = 1: 1-5: 1)Purified to obtain 0.87 g of colorless oily liquid compound 6,The yield was 96%.
0.016 g	With trifluoroacetic acid; In dichloromethane; at 0 - 20℃; for 2h;	To a solution of (XII) (0.030 g, 0.12 mmol) in DCM (2 mL) was added TFA (0.3 mL) drop wise at 0 C. It was kept at 0 C for half an hour and then allowed to come to room temperature and stirred for further 1.5 h. After completion (TLC), the reaction mixture was concentrated in vacuo to remove DCM and TFA. The residue was then dissolved in methanol (3 mL) and Et3N (0.016 mL, 0.12 mmol) was added and the resultant solution was passed through a short column of silica gel with methanol as an eluent. The methanol fractions were concentrated in vacuo to furnish 14 as a white hygroscopic solid (0.016 g, 89 nmax)

Reference： [1]Patent: CN110845369,2020,A .Location in patent: Paragraph 0102-0105
[2]Tetrahedron,2009,vol. 65,p. 2605 - 2609
[3]Heterocycles,1997,vol. 45,p. 1883 - 1889
[4]Tetrahedron Asymmetry,2007,vol. 18,p. 2099 - 2103
[5]Patent: EP2749553,2014,A1 .Location in patent: Paragraph 0102; 0103

5
[ 496929-87-4 ]
[ 718611-17-7 ]
{3-[3-(2,6-difluoro-benzyl)-5-(2-fluoro-3-methoxy-phenyl)-2,4,6-trioxo-[1,3,5]triazinan-1-yl]-1-phenyl-propyl}-carbamic acid <i>tert</i>-butyl ester [ No CAS ]