[ CAS No. 142217-77-4 ] {[proInfo.proName]}

Name: 142217-77-4|(1S,2S,3S,5S)-5-(2-Amino-6-(benzyloxy)-9H-purin-9-yl)-3-(benzyloxy)-2-(benzyloxymethyl)cyclopentanol|97%
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SKU: A206559
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2D 3D

Structure of 142217-77-4 * Storage: {[proInfo.prStorage]}

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Quality Control of [ 142217-77-4 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 142217-77-4 ]

SDS Specification

Alternatived Products of [ 142217-77-4 ]

Product Details of [ 142217-77-4 ]

CAS No. :	142217-77-4	MDL No. :	MFCD09750977
Formula :	C₃₂H₃₃N₅O₄	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	SYPCZZWUNIHLBU-COROXYKFSA-N
M.W :	551.64	Pubchem ID :	45789858
Synonyms :

Calculated chemistry of [ 142217-77-4 ]

Physicochemical Properties

Num. heavy atoms :	41
Num. arom. heavy atoms :	27
Fraction Csp3 :	0.28
Num. rotatable bonds :	11
Num. H-bond acceptors :	7.0
Num. H-bond donors :	2.0
Molar Refractivity :	155.81
TPSA :	117.54 Å²

Pharmacokinetics

GI absorption :	High
BBB permeant :	No
P-gp substrate :	Yes
CYP1A2 inhibitor :	Yes
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	Yes
CYP2D6 inhibitor :	Yes
CYP3A4 inhibitor :	Yes
Log Kp (skin permeation) :	-6.82 cm/s

Lipophilicity

Log Po/w (iLOGP) :	4.18
Log Po/w (XLOGP3) :	4.0
Log Po/w (WLOGP) :	4.26
Log Po/w (MLOGP) :	2.28
Log Po/w (SILICOS-IT) :	3.53
Consensus Log Po/w :	3.65

Druglikeness

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

Water Solubility

Log S (ESOL) :	-5.54
Solubility :	0.00159 mg/ml ; 0.00000287 mol/l
Class :	Moderately soluble
Log S (Ali) :	-6.17
Solubility :	0.000373 mg/ml ; 0.000000676 mol/l
Class :	Poorly soluble
Log S (SILICOS-IT) :	-9.02
Solubility :	0.000000522 mg/ml ; 0.0000000009 mol/l
Class :	Poorly soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	3.0
Synthetic accessibility :	5.47

Safety of [ 142217-77-4 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P261-P305+P351+P338	UN#:	N/A
Hazard Statements:	H302-H315-H319-H335	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 142217-77-4 ]

* 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.

Upstream synthesis route of [ 142217-77-4 ]
Downstream synthetic route of [ 142217-77-4 ]

[ 142217-77-4 ] Synthesis Path-Upstream 1~7

1
[ 142217-77-4 ]
[ 142217-80-9 ]

Reference： [1] Bioorganic and Medicinal Chemistry Letters, 1997, vol. 7, # 2, p. 127 - 132
[2] Bioorganic and Medicinal Chemistry Letters, 1997, vol. 7, # 2, p. 127 - 132

2
[ 110567-22-1 ]
[ 19916-73-5 ]
[ 142217-77-4 ]

Yield	Reaction Conditions	Operation in experiment
6 g	With tetrabutylammomium bromide; potassium hydroxide In toluene at 80℃; for 6 h;	To the reaction flask, 100 mL of toluene and 0.1 g of tetrabutylammonium bromide were added.N3 10g, stirring 10min, adding 30percent KOHSolution 50g, add Gua 10g, stir to dissolve,Warm up to 80°C, heat and stir for 6h,TLC (ethyl acetate:n-heptane=1:.1, N3:Rf=0.7, N4:Rf=0.3) was monitored, and a small amount of N3 remained. The sample was submitted for HPLC (N3 peak time 10 min, N4 peak 6 min), and N3 remained less than 1percent. Finish the reaction and let it stand. Divide the water layer and wash it with drinking water twice.Toluene was concentrated and removed to obtain 12 g of a solid. After column chromatography, the mixture was concentrated and dried to obtain 6 g of a white solid with a purity of 99.9percent.

Reference： [1] Bioorganic and Medicinal Chemistry Letters, 1997, vol. 7, # 2, p. 127 - 132
[2] Patent: US5206244, 1993, A,
[3] Patent: CN107513065, 2017, A, . Location in patent: Paragraph 0013-0014; 0015-0016; 0017-0018

3
[ 3587-60-8 ]
[ 142217-77-4 ]