[ CAS No. 127346-48-9 ] {[proInfo.proName]}

Name: 127346-48-9|tert-Butyl (3-aminopropyl)carbamate hydrochloride|98%
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SKU: A100445
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Quality Control of [ 127346-48-9 ]

COA NMR CNMR HPLC LC-MS

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SDS Specification

Alternatived Products of [ 127346-48-9 ]

Product Details of [ 127346-48-9 ]

CAS No. :	127346-48-9	MDL No. :	MFCD01076598
Formula :	C₈H₁₉ClN₂O₂	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	WUXOJNUZYOFBMI-UHFFFAOYSA-N
M.W :	210.70	Pubchem ID :	21982912
Synonyms :

Calculated chemistry of [ 127346-48-9 ]

Physicochemical Properties

Num. heavy atoms :	13
Num. arom. heavy atoms :	0
Fraction Csp3 :	0.88
Num. rotatable bonds :	6
Num. H-bond acceptors :	3.0
Num. H-bond donors :	2.0
Molar Refractivity :	54.76
TPSA :	64.35 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) :	-6.77 cm/s

Lipophilicity

Log Po/w (iLOGP) :	0.0
Log Po/w (XLOGP3) :	1.15
Log Po/w (WLOGP) :	1.66
Log Po/w (MLOGP) :	0.95
Log Po/w (SILICOS-IT) :	0.14
Consensus Log Po/w :	0.78

Druglikeness

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

Water Solubility

Log S (ESOL) :	-1.47
Solubility :	7.06 mg/ml ; 0.0335 mol/l
Class :	Very soluble
Log S (Ali) :	-2.1
Solubility :	1.69 mg/ml ; 0.00802 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-1.68
Solubility :	4.37 mg/ml ; 0.0207 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	2.16

Safety of [ 127346-48-9 ]

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 [ 127346-48-9 ]

* 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 [ 127346-48-9 ]
Downstream synthetic route of [ 127346-48-9 ]

[ 127346-48-9 ] Synthesis Path-Upstream 1~4

1
[ 129392-84-3 ]
[ 127346-48-9 ]

Reference： [1] Synthesis, 1990, p. 366 - 368
[2] Patent: US7470703, 2008, B1, . Location in patent: Page/Page column Sheet 1 of 9

2
[ 58885-58-8 ]
[ 127346-48-9 ]

Reference： [1] Synthesis, 1990, p. 366 - 368

3
[ 24424-99-5 ]
[ 127346-48-9 ]

Reference： [1] Synthesis, 1990, p. 366 - 368

4
[ 112663-43-1 ]
[ 127346-48-9 ]

Reference： [1] Synthesis, 1990, p. 366 - 368

[ 127346-48-9 ] Synthesis Path-Downstream 1~18

1
[ 65638-93-9 ]
[ 127346-48-9 ]
[ 145118-16-7 ]

Reference： [1]Helvetica Chimica Acta,1992,vol. 75,p. 1909 - 1924

2
[ 129392-84-3 ]
[ 127346-48-9 ]

Reference： [1]Synthesis,1990,p. 366 - 368
[2]Patent: US7470703,2008,B1 .Location in patent: Page/Page column Sheet 1 of 9

3
[ 127346-48-9 ]
[ 522-87-2 ]
{3-[((1R,2S,4aR,13bS,14aS)-2-Hydroxy-1,2,3,4,4a,5,7,8,13,13b,14,14a-dodecahydro-indolo[2',3':3,4]pyrido[1,2-b]isoquinoline-1-carbonyl)-amino]-propyl}-carbamic acid tert-butyl ester [ No CAS ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2005,vol. 15,p. 2758 - 2760

4
[ 1623-95-6 ]
[ 127346-48-9 ]
[ 788825-28-5 ]

Reference： [1]Journal of Medicinal Chemistry,2007,vol. 50,p. 2787 - 2798

5
[ 127346-48-9 ]
[ 145118-17-8 ]

Reference： [1]Helvetica Chimica Acta,1992,vol. 75,p. 1909 - 1924

6
[ 127346-48-9 ]
[ 145118-18-9 ]

Reference： [1]Helvetica Chimica Acta,1992,vol. 75,p. 1909 - 1924

7
[ 58885-58-8 ]
[ 127346-48-9 ]

Reference： [1]Synthesis,1990,p. 366 - 368

8
[ 24424-99-5 ]
[ 127346-48-9 ]

Reference： [1]Synthesis,1990,p. 366 - 368

9
[ 112663-43-1 ]
[ 127346-48-9 ]

Reference： [1]Synthesis,1990,p. 366 - 368

10
[ 127346-48-9 ]
[ 193473-82-4 ]
tert-butyl 3-(((3-((tert-butoxy)carbonylamino)propyl)methylamino)methyl)-4-fluorobenzoate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
35%	With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran;	Step 1A. Synthesis of tert-butyl 3-(((3-((tert-butoxy)carbonylamino)propyl)methylamino)methyl)-4-fluorobenzoate Crude tert-butyl-4-fluoro-3(alpha-bromomethyl)benzoate (4.6 g., 16 mmol), prepared as described in (WO 95/18619, PCT/US95/00248), was dissolved in 100 mL THF, along with 3-tert-butoxycarbonylamino-1-propylamine hydrochloride (2.9 g., 16.6 mmol) and diisopropylethylamine added (4.6 g., 36 mmol). The solution was stirred overnight, diluted with 1N NaOH, and extracted with three portions of ether. The combined organics were washed with water and sat. NaCl, dried over MgSO4, and concentrated under vacuum to 5.7 g. of a yellow oil. This was purified by flash chromatography (CH2Cl2/EtOAc) to afford the product as a clear oil (2.04 g., ~35%). 1H-NMR (600 MHz, DMSO-d6): 7.99 (dd, J=2, 5.1 Hz, 1H), 7.78 (ddd, J=2.3, 2.8, 3.0 Hz, 1H), 7.22 (dd, J=8.8, 0.7, 1H), 6.73 (b, 1H), 3.68 (s, 2H), 2.94 (m, 2H), 2.15 (b, 1H), 1.51 (s, 9H), 1.49 (m, 2H), 1.33 (s, 9H); MS (ES): 765.4 [2M+H]+, 383.3 [M+H]+.

Reference： [1]Patent: US6569402,2003,B1

11
C₃₃H₂₁ClN₄O [ No CAS ]
[ 127346-48-9 ]
C₄₁H₃₈N₆O₃ [ No CAS ]

Reference： [1]Angewandte Chemie - International Edition,2007,vol. 46,p. 7583 - 7586

12
[ 1225189-77-4 ]
[ 127346-48-9 ]
[ 1225189-82-1 ]

Reference： [1]Bioorganic and Medicinal Chemistry,2010,vol. 18,p. 7878 - 7889

13
[ 1225190-08-8 ]
[ 127346-48-9 ]
[ 1225190-11-3 ]

Reference： [1]Bioorganic and Medicinal Chemistry,2010,vol. 18,p. 7878 - 7889

14
[ 5336-90-3 ]
[ 127346-48-9 ]
N-[(3-(N-tert-butoxycarbonylamino)propyl)]acridine-9-carboxamide [ No CAS ]

Reference： [1]Chemistry - A European Journal,2011,vol. 17,p. 1946 - 1953

15
2-(7-(3-bromopropoxy)-2-oxo-2H-chromen-4-yl)acetic acid [ No CAS ]
[ 127346-48-9 ]
tert-butyl (3-(2-(7-(3-bromopropoxy)-2-oxo-2H-chromen-4-yl)-acetamido)propyl)carbamate [ No CAS ]

Reference： [1]Organic and Biomolecular Chemistry,2016,vol. 14,p. 7777 - 7791

16
[ 66880-78-2 ]
[ 127346-48-9 ]
N<SUP>1</SUP>-(2-tetradecylhexadecanoyl)-N<SUP>3</SUP>-tert-butoxycarbonyl-1,3-diaminopropane [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
94%	With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20℃;	To a stirred solution of 2-tetradecylhexadecanoylchloride (general formula V; 0.39 g; 0.83 mmol) in dichloromethane (25 ml) A/-ieri-butoxykarbonyl-l,3-diaminopropane-hydrochloride ((CH3)3C-0-(C=0)- H N-(CH2)n-N H2HCI, n = 3; 186 mg, 0,88 mmol) and Lambda/,/V-diisopropylethylamine (240 muIota) were added and the mixture was stirred at room temperature overnight. Then the mixture was diluted with dichloromethane (50 ml) and the obtained solution was washed with aq. NaHS04(5 %; 2 x 15 ml) and H20 (2 x 15 ml). The organic layer was dried over anhydrous MgS04and concentrated in vacuo. The crude products were purified by flash chromatography on silica gel column (110 ml) in toluene-ethyl acetate (gradient 0-42 % ethyl acetate, 14 ml/min, 64 min, sample was applied to the column in chloroform). Homogenous fractions of the product was evaporated in vacuo and lyophilized from dioxane to give 460 mg (94% yield) of A/1-(2-tetradecylhexadecanoyl)-/V3-tert-butoxycarbonyl-l,3- diaminopropane (general formula VI; where nx= 13 and X = polymethylene linker of the general formula II, where n2= 3). IR (CHCI3): v=3347 (N H), 3308 (N H), 2953, 2919, 2850, 1684 (C=0; Boc), 1644 (Amide I), 1544 (Amide II), 1526 (Amide II), 1467, 1447, 1390 (CH3; Boc), 1365 (CH3; Boc), 1277, 1248, 1175, 940, 870, 720 cm"1;XH N MR (400 MHz, CDCI3): delta= 6.20 (s, NXH); 4.98 (s, N3H); 3.31 (dt, 7 = 6, 5.7 Hz, 2H, H-l); 3.16 (t, J = 5.7 Hz, 2H, H-3); 2.04 (spt, J = 4.7 Hz, H-2'); 1.64-1.56 (m, 4H, H-3', H-l", H-2); 1.44 (s, 9H, 3 x CH3); 1.41-1.36 (m, 2H, H-3', H-l"); 1.30-1.20 (m, 48H, 24 x CH2); 0.87 (t, J = 7.4 Hz, 6H, H-16', H-14");13C NMR (100 MHz, CDCI3): delta= 176.65 (C-l'), 156.63 (N3C), 79.33 (C(CH3)3), 48.09 (C-2'), 36.98 (C-l), 35.55 (C-3), 33.08 (2C, C-3', C-l"), 31.91 (2C, C-14', C-12"), 30.44 (C-2), 29.80-29.60 (m, 14C), 29.54 (2C, C-13', C-ll"), 29.35 (2C, C-6', C-4"), 28.38 (3C, (C(CH3)3), 27.62 (2C, C-4', C-2"), 22.68 (2C, C-15', C-13"), 14.1 (2C, C-16', C-14"). For C38H76N203calculated relative molecular mass 609.0; monoisotopic mass 608.6; found: MS: (ESI) m/z: 609.6, ([M+H]+) (100); 631.6 ([M+Na]+) (100); 632.6 ([M+H+Na]2+) (40); 1218.2 ([2M+H]+) (20); 1240.2 ([2M+H+Na]2+) (40) H -MS: for C38H77N203calculated m/z: 609.59287 found m/z: 609.59311; for C38H76N203Na calculated m/z: 631.57482 found m/z: 631.57487.

Reference： [1]Patent: WO2018/82723,2018,A1 .Location in patent: Page/Page column 9; 10

17
C₂₃H₂₄N₃O₃⁽¹⁺⁾*Cl^(1-) [ No CAS ]
[ 127346-48-9 ]
C₃₁H₄₀N₅O₄⁽¹⁺⁾*Cl^(1-) [ No CAS ]

Reference： [1]Angewandte Chemie - International Edition,2019,vol. 58,p. 6311 - 6315
Angew. Chem.,2019,vol. 131,p. 6377 - 6381,5

18
[ 19438-61-0 ]
[ 127346-48-9 ]
C₁₇H₂₂N₂O₄ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
80%	With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 110℃; for 18h;	5-methylisobenzofuran-l,3-dione (305 mg, 1.88 mmol) was dissolved in DMF (5 mL). Tert- butyl (3-aminopropyl)carbamate hydrochloride (595 mg, 1.5 equiv.) was added, followed by DIPEA (983 pL, 3.0 equiv.). The reaction mixture was heated to 110 C for 18 hours. The reaction mixture was then cooled and diluted with EtOAc (50 mL). The EtOAc solution was washed with saturated aq. NH4Cl (20 mL) and H20 (3 x 20 mL). The aqueous washes were back-extracted with EtOAc (30 mL). The combined organic extracts were washed with brine (20 mL), dried (MgS04), and concentrated to a solid which was purified by silica gel chromatography (39% EtO Ac/Hexanes) to afford 481 mg (80% yield) of intermediate carbamate 1-95 as a white solid.

Reference： [1]Patent: WO2019/183577,2019,A1 .Location in patent: Page/Page column 169

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Ghs Precautionary Statements

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Code	Phrase
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P230	Keep wetted
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P233	Keep container tightly closed.
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Code	Phrase
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P321
P322
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P304 + P340	IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P304 + P341	IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P305 + P351 + P338	IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P306 + P360	IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes.
P307 + P311	IF exposed: call a POISON CENTER or doctor/physician.
P308 + P313	IF exposed or concerned: Get medical advice/attention.
P309 + P311	IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician.
P332 + P313	IF SKIN irritation occurs: Get medical advice/attention.
P333 + P313	IF SKIN irritation or rash occurs: Get medical advice/attention.
P335 + P334	Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.
P337 + P313	IF eye irritation persists: Get medical advice/attention.
P342 + P311	IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.
P370 + P376	In case of fire: Stop leak if safe to Do so.
P370 + P378	In case of fire:
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Purity	Size	Price	VIP Price	USA Stock *0-1 Day	Global Stock *5-7 Days	Quantity
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Physical hazards
Code	Phrase
H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
H203	Explosive; fire, blast or projection hazard
H204	Fire or projection hazard
H205	May mass explode in fire
H220	Extremely flammable gas
H221	Flammable gas
H222	Extremely flammable aerosol
H223	Flammable aerosol
H224	Extremely flammable liquid and vapour
H225	Highly flammable liquid and vapour
H226	Flammable liquid and vapour
H227	Combustible liquid
H228	Flammable solid
H229	Pressurized container: may burst if heated
H230	May react explosively even in the absence of air
H231	May react explosively even in the absence of air at elevated pressure and/or temperature
H240	Heating may cause an explosion
H241	Heating may cause a fire or explosion
H242	Heating may cause a fire
H250	Catches fire spontaneously if exposed to air
H251	Self-heating; may catch fire
H252	Self-heating in large quantities; may catch fire
H260	In contact with water releases flammable gases which may ignite spontaneously
H261	In contact with water releases flammable gas
H270	May cause or intensify fire; oxidizer
H271	May cause fire or explosion; strong oxidizer
H272	May intensify fire; oxidizer
H280	Contains gas under pressure; may explode if heated
H281	Contains refrigerated gas; may cause cryogenic burns or injury
H290	May be corrosive to metals
Health hazards
Code	Phrase
H300	Fatal if swallowed
H301	Toxic if swallowed
H302	Harmful if swallowed
H303	May be harmful if swallowed
H304	May be fatal if swallowed and enters airways
H305	May be harmful if swallowed and enters airways
H310	Fatal in contact with skin
H311	Toxic in contact with skin
H312	Harmful in contact with skin
H313	May be harmful in contact with skin
H314	Causes severe skin burns and eye damage
H315	Causes skin irritation
H316	Causes mild skin irritation
H317	May cause an allergic skin reaction
H318	Causes serious eye damage
H319	Causes serious eye irritation
H320	Causes eye irritation
H330	Fatal if inhaled
H331	Toxic if inhaled
H332	Harmful if inhaled
H333	May be harmful if inhaled
H334	May cause allergy or asthma symptoms or breathing difficulties if inhaled
H335	May cause respiratory irritation
H336	May cause drowsiness or dizziness
H340	May cause genetic defects
H341	Suspected of causing genetic defects
H350	May cause cancer
H351	Suspected of causing cancer
H360	May damage fertility or the unborn child
H361	Suspected of damaging fertility or the unborn child
H361d	Suspected of damaging the unborn child
H362	May cause harm to breast-fed children
H370	Causes damage to organs
H371	May cause damage to organs
H372	Causes damage to organs through prolonged or repeated exposure
H373	May cause damage to organs through prolonged or repeated exposure
Environmental hazards
Code	Phrase
H400	Very toxic to aquatic life
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. 127346-48-9 ] {[proInfo.proName]}

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[ 127346-48-9 ] Synthesis Path-Upstream 1~4

[ 127346-48-9 ] Synthesis Path-Downstream 1~18

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Aliphatic Chain Hydrocarbons

Amides

Amines

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[ 127346-48-9 ]