[ CAS No. 376348-65-1 ] {[proInfo.proName]}

Name: 376348-65-1|4,4-Difluoro-N-((S)-3-((1R,3R,5S)-3-(3-isopropyl-5-methyl-4H-1,2,4-triazol-4-yl)-8-azabicyclo[3.2.1]octan-8-yl)-1-phenylpropyl)cyclohexane-1-carboxamide|99%
Brand: Ambeed
SKU: A330828
Price: 12.0 USD
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Quality Control of [ 376348-65-1 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 376348-65-1 ]

SDS Specification

Alternatived Products of [ 376348-65-1 ]

Product Details of [ 376348-65-1 ]

CAS No. :	376348-65-1	MDL No. :	MFCD13188530
Formula :	C₂₉H₄₁F₂N₅O	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	GSNHKUDZZFZSJB-HLMSNRGBSA-N
M.W :	513.67	Pubchem ID :	3002977
Synonyms :	UK-427857

Calculated chemistry of [ 376348-65-1 ]

Physicochemical Properties

Num. heavy atoms :	37
Num. arom. heavy atoms :	11
Fraction Csp3 :	0.69
Num. rotatable bonds :	9
Num. H-bond acceptors :	6.0
Num. H-bond donors :	1.0
Molar Refractivity :	145.84
TPSA :	63.05 Å²

Pharmacokinetics

GI absorption :	High
BBB permeant :	No
P-gp substrate :	Yes
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	Yes
CYP3A4 inhibitor :	Yes
Log Kp (skin permeation) :	-5.78 cm/s

Lipophilicity

Log Po/w (iLOGP) :	4.0
Log Po/w (XLOGP3) :	5.15
Log Po/w (WLOGP) :	6.09
Log Po/w (MLOGP) :	3.74
Log Po/w (SILICOS-IT) :	4.78
Consensus Log Po/w :	4.75

Druglikeness

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

Water Solubility

Log S (ESOL) :	-5.9
Solubility :	0.000654 mg/ml ; 0.00000127 mol/l
Class :	Moderately soluble
Log S (Ali) :	-6.22
Solubility :	0.00031 mg/ml ; 0.000000603 mol/l
Class :	Poorly soluble
Log S (SILICOS-IT) :	-7.0
Solubility :	0.0000518 mg/ml ; 0.000000101 mol/l
Class :	Poorly soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	3.0
Synthetic accessibility :	5.66

Safety of [ 376348-65-1 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P280-P305+P351+P338	UN#:	N/A
Hazard Statements:	H302	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 376348-65-1 ]

* 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 [ 376348-65-1 ]

[ 376348-65-1 ] Synthesis Path-Downstream 1~31

1
[ 122665-97-8 ]
[ 376348-71-9 ]
[ 376348-65-1 ]

Reference： [1]European Journal of Organic Chemistry,2018,vol. 2018,p. 1821 - 1832
[2]Tetrahedron Letters,2005,vol. 46,p. 5005 - 5007

2
[ 178312-47-5 ]
[ 376348-65-1 ]

Reference： [1]Tetrahedron Letters,2005,vol. 46,p. 5005 - 5007
[2]Organic Letters,2018,vol. 20,p. 4959 - 4963

3
[ 376348-70-8 ]
[ 376348-65-1 ]

Reference： [1]Tetrahedron Letters,2005,vol. 46,p. 5005 - 5007
[2]Organic Letters,2018,vol. 20,p. 4959 - 4963

4
[ 17159-79-4 ]
[ 376348-65-1 ]

Reference： [1]Tetrahedron Letters,2005,vol. 46,p. 5005 - 5007
[2]Tetrahedron Letters,2005,vol. 46,p. 5005 - 5007

5
[ 37088-66-7 ]
[ 376348-65-1 ]

Reference： [1]Tetrahedron Letters,2005,vol. 46,p. 5005 - 5007

6
[ 135865-78-0 ]
[ 376348-65-1 ]

Reference： [1]Tetrahedron Letters,2005,vol. 46,p. 5005 - 5007
[2]European Journal of Organic Chemistry,2018,vol. 2018,p. 1821 - 1832
[3]Organic Letters,2018,vol. 20,p. 4959 - 4963

7
[ 190189-97-0 ]
[ 376348-65-1 ]

Reference： [1]Tetrahedron Letters,2005,vol. 46,p. 5005 - 5007
[2]Organic Letters,2018,vol. 20,p. 4959 - 4963

8
[ 423165-07-5 ]
[ 376348-78-6 ]
[ 376348-65-1 ]

Yield	Reaction Conditions	Operation in experiment
4.6 g		Compound (I) (3.09 g) as prepared in Example 5, compound (II) (2.34 g) as prepared in Example 4, and THF (30 g) were mixed in a round bottom flask. After the mixture was cooled in an ice bath and reacted for 10 min, HOAc (1.5 g) was added into the mixture and reacted for another 10 min. Subsequently, NaBH(OAc)2 (3.2 g) was added into the reaction mixture to reduce intermediate to crude product. The whole reaction mixture was quenched with 15% NaOH to pH >10. The organic phase was collected by phase separation, and concentrated under reduced pressure. Maraviroc (4.6 g) in a form of white powder was obtained from the concentrate by crystallization with EA.

Reference： [1]Journal of the American Chemical Society,2007,vol. 129,p. 15398 - 15404
[2]Patent: US2019/248782,2019,A1 .Location in patent: Paragraph 0030

9
[ 376348-71-9 ]
[ 376348-75-3 ]
[ 376348-65-1 ]

Reference： [1]Advanced Synthesis and Catalysis,2010,vol. 352,p. 2291 - 2298
[2]Organic Letters,2018,vol. 20,p. 4959 - 4963

10
[ 376348-78-6 ]
[ 423165-08-6 ]
[ 376348-65-1 ]

Reference： [1]Organic Process Research and Development,2008,vol. 12,p. 1104 - 1113
[2]Advanced Synthesis and Catalysis,2010,vol. 352,p. 2291 - 2298

11
[ 376348-75-3 ]
(1S)-3-((1R,5S)-3-(3-isopropyl-5-methyl-4H-1,2,4-triazol-4-yl)-8-azabicyclo[3.2.1]octan-8-yl)-1-phenylpropan-1-amine [ No CAS ]
[ 376348-65-1 ]

Yield	Reaction Conditions	Operation in experiment
37%	With sodium carbonate In dichloromethane; water; toluene at 15 - 20℃; for 0.5h; Inert atmosphere; Large scale;

Reference： [1]Haycock-Lewandowski, Sarah J.; Wilder, Alexander; Ahman, Jens [Organic Process Research and Development, 2008, vol. 12, # 6, p. 1094 - 1103]

12
[ 869468-32-6 ]
[ 376348-65-1 ]

Reference： [1]Organic Process Research and Development,2008,vol. 12,p. 1094 - 1103

13
[ 76272-36-1 ]
[ 376348-65-1 ]

Reference： [1]Organic Process Research and Development,2008,vol. 12,p. 1094 - 1103

14
[ 178312-47-5 ]
[ 376348-65-1 ]

Reference： [1]Organic Process Research and Development,2008,vol. 12,p. 1094 - 1103

15
ethyl (S)-3-amino-3-phenyl-propionate hydrochloride [ No CAS ]
[ 376348-65-1 ]

Reference： [1]Organic Process Research and Development,2008,vol. 12,p. 1104 - 1113

16
[ 376348-75-3 ]
[ 376348-65-1 ]

Reference： [1]Organic Process Research and Development,2008,vol. 12,p. 1104 - 1113

17
ethyl (S)-3-[(4,4-difluorocyclohexyl)carboxamido]-3-phenylpropanoate [ No CAS ]
[ 376348-65-1 ]

Reference： [1]Organic Process Research and Development,2008,vol. 12,p. 1104 - 1113

18
[ 423165-13-3 ]
[ 376348-65-1 ]

Reference： [1]Organic Process Research and Development,2008,vol. 12,p. 1104 - 1113
[2]Organic Letters,2018,vol. 20,p. 4959 - 4963
[3]Patent: US2019/248782,2019,A1

19
[ 614-19-7 ]
[ 376348-65-1 ]

Reference： [1]European Journal of Organic Chemistry,2018,vol. 2018,p. 1821 - 1832

20
[ 103365-47-5 ]
[ 376348-65-1 ]

Reference： [1]European Journal of Organic Chemistry,2018,vol. 2018,p. 1821 - 1832

21
[ 718611-17-7 ]
[ 376348-65-1 ]

Reference： [1]European Journal of Organic Chemistry,2018,vol. 2018,p. 1821 - 1832

22
[ 122665-97-8 ]
[ 376348-65-1 ]

Reference： [1]Organic Letters,2018,vol. 20,p. 4959 - 4963
[2]Patent: US2019/248782,2019,A1

23
[ 28957-72-4 ]
[ 376348-65-1 ]