1240390-36-6|tert-Butyl ((3R,4R)-4-aminotetrahydro-2H-pyran-3-yl)carbamate| Ambeed

Alternatived Products of [ 1240390-36-6 ]

Product Details of [ 1240390-36-6 ]

CAS No. :	1240390-36-6	MDL No. :	MFCD19105154
Formula :	C₁₀H₂₀N₂O₃	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	FEECMUCDEXAFQK-SFYZADRCSA-N
M.W :	216.28	Pubchem ID :	68077633
Synonyms :

Calculated chemistry of [ 1240390-36-6 ] Expand+

Safety of [ 1240390-36-6 ]

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 [ 1240390-36-6 ]

* 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 [ 1240390-36-6 ]
Downstream synthetic route of [ 1240390-36-6 ]

[ 1240390-36-6 ] Synthesis Path-Upstream 1~9

1
[ 1240390-35-5 ]
[ 1240390-36-6 ]

Yield	Reaction Conditions	Operation in experiment
610 mg	With 10 wt% Pd(OH)2 on carbon; hydrogen In ethanol	Step 8: To a solution of tert-butyl (3R,4R)-4-azidotetrahydro-2H-pyran-3-ylcarbamate (700 mg, 2.89 mmol) in EtOH (10 ml) was added Pd(OH)2/C (200 mg), charged with H2 (1 atm), 6 h later, Pd(OH)2/C was filtered off, and the filtrate was concentrated to give tert-butyl (3R, 4R)-4-aminotetrahydro-2H-pyran-3-ylcarbamate (610 mg).
105 g	With platinum(IV) oxide; hydrogen In ethanol at 10 - 35℃;	A mixture of tert-butyl ((3R,4R)-4-azidotetrahydro-2H-pyran-3-yl)carbamate (120 g), platinum oxide (15.0 g) and ethanol (1.2 l) was stirred overnight at room temperature under hydrogen atmosphere. The reaction mixture was filtered through Celite under nitrogen atmosphere, and the Celite was washed twice with ethanol (500 ml). The filtrate was concentrated under reduced pressure to give the title compound (105 g). (1475) ¹H NMR (400 MHz, CDCl₃) δ 1.33 (2H, s), 1.46-1.53 (10H, m), 1.68-1.72 (1H, m), 3.01-3.03 (1H, m), 3.41-3.52 (2H, m), 3.73-3.75 (1H, m), 3.79-3.82 (1H, m), 3.88-3.91 (1H, m), 5.16 (1H, d, J=7.2 Hz).

Reference： [1] Patent: WO2010/97248, 2010, A1, . Location in patent: Page/Page column 38-39
[2] Patent: WO2013/78468, 2013, A1, . Location in patent: Paragraph 0747; 0755
[3] Patent: US2017/15655, 2017, A1, . Location in patent: Paragraph 1474-1475

2
[ 1240390-32-2 ]
[ 1240390-36-6 ]

Reference： [1] Patent: WO2013/78468, 2013, A1,
[2] Patent: US2017/15655, 2017, A1,

3
[ 1240390-33-3 ]
[ 1240390-36-6 ]

Reference： [1] Patent: WO2013/78468, 2013, A1,
[2] Patent: US2017/15655, 2017, A1,

4
[ 1240390-34-4 ]
[ 1240390-36-6 ]

Reference： [1] Patent: WO2013/78468, 2013, A1,
[2] Patent: US2017/15655, 2017, A1,

5
[ 25637-16-5 ]
[ 1240390-36-6 ]

Reference： [1] Patent: WO2013/78468, 2013, A1,

6
[ 3174-74-1 ]
[ 1240390-36-6 ]

Reference： [1] Patent: WO2013/78468, 2013, A1,

7
[ 286-22-6 ]
[ 1240390-36-6 ]

Reference： [1] Patent: WO2013/78468, 2013, A1,

8
[ 1240390-30-0 ]
[ 1240390-36-6 ]

Reference： [1] Patent: WO2013/78468, 2013, A1,

9
[ 24424-99-5 ]
[ 1240390-36-6 ]

Reference： [1] Patent: US2017/15655, 2017, A1,

Yield	Reaction Conditions	Operation in experiment
		10517] A 50-mE 1-neck round bottom flask was charged with reactant 22-A (0.50 g, 2.31 mmol), 6-8 (0.80 g, 2.31 mmol) and NaHCO3 (0.39 g, 4.6 mmol) in ethanol (10 ml) and water (10 ml). The reaction mixture was stirred at room temperature overnight. The reaction mixture was concentrated down, re-dissolved in EtOAc (100 mE), washed with water (2x) and dried over Na2504. After concentration, the crude was dissolved in 4N HC1/Dioxane (11 ml) and stirred atroom temperature for 3 hours to dc-Hoc. The reaction mixture was concentrated down again. The residue and DRU (1.58 g, 10.4 mmol) were dissolved in EtOH (10 mE). Heated to 50 C. for 20 minutes. Afier concentration, the crude was purified by column chromatography on silica gel with hexane-EtOAc to obtain 22-C. ECMS-ESI (mlz): [M+H]. found: 399.

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Isomers

Technical Information

• Acyl Group Substitution • Bouveault-Blanc Reduction • Buchwald-Hartwig C-N Bond and C-O Bond Formation Reactions • Catalytic Hydrogenation • Chan-Lam Coupling Reaction • Complex Metal Hydride Reductions • Ester Cleavage • Hydride Reductions • Lawesson's Reagent • Leuckart-Wallach Reaction • Mannich Reaction • Petasis Reaction • Preparation of Amines • Reactions of Amines • Reactions with Organometallic Reagents • Specialized Acylation Reagents-Carbodiimides and Related Reagents • Specialized Acylation Reagents-Ketenes • Specialized Acylation Reagents-Vilsmeier Reagent • Ugi Reaction

Historical Records

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[ 1240390-36-6 ]

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Num. heavy atoms :	15
Num. arom. heavy atoms :	0
Fraction Csp3 :	0.9
Num. rotatable bonds :	4
Num. H-bond acceptors :	4.0
Num. H-bond donors :	2.0
Molar Refractivity :	56.38
TPSA :	73.58 Å²

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) :	-7.55 cm/s

Log Po/w (iLOGP) :	2.11
Log Po/w (XLOGP3) :	0.1
Log Po/w (WLOGP) :	0.63
Log Po/w (MLOGP) :	0.03
Log Po/w (SILICOS-IT) :	0.04
Consensus Log Po/w :	0.58

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

Log S (ESOL) :	-0.98
Solubility :	22.7 mg/ml ; 0.105 mol/l
Class :	Very soluble
Log S (Ali) :	-1.2
Solubility :	13.6 mg/ml ; 0.0631 mol/l
Class :	Very soluble
Log S (SILICOS-IT) :	-1.15
Solubility :	15.4 mg/ml ; 0.0713 mol/l
Class :	Soluble

Product Details of [ 1240390-36-6 ]

Calculated chemistry of [ 1240390-36-6 ] Expand+

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 1240390-36-6 ]

Application In Synthesis of [ 1240390-36-6 ]

[ 1240390-36-6 ] Synthesis Path-Upstream 1~9

[ 1240390-36-6 ] Synthesis Path-Downstream 1~2

Technical Information