41365-75-7

Basic information

• Product Name: 1-AMINO-3,3-DIETHOXYPROPANE
• Synonyms: 3,3-Diethoxy-1-propanamine;3,3-Diethoxypropylamine;3-AMINOPROPIONALDEHYDE DIETHYL ACETAL;3,3-DIETHOXY-1-PROPYLAMINE;1-AMINO-3,3-DIETHOXYPROPANE;APEA;RARECHEM AL BW 0123;TIMTEC-BB SBB005781
• CAS NO: 41365-75-7
• Molecular Formula: C₇H₁₇NO₂
• Molecular Weight: 147.22
• Mol File: 41365-75-7.mol
• Article Data: 13

Chemical Properties

• Boiling Point: 72 °C (12.0016 mmHg)
• Flash Point: 78 °C
• Appearance: Clear colorless to yellow/liquid
• Density: 0.91 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.321mmHg at 25°C
• Refractive Index: 1.4233-1.4253
• Storage Temp.: room temp
• PKA: 8.92±0.13(Predicted)
• Sensitive: Air Sensitive
• CAS DataBase Reference: 1-AMINO-3,3-DIETHOXYPROPANE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-AMINO-3,3-DIETHOXYPROPANE(41365-75-7)
• EPA Substance Registry System: 1-AMINO-3,3-DIETHOXYPROPANE(41365-75-7)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-27-36/37/39-45
• RIDADR: UN 3267 8/PG 2
• WGK Germany: 3
• HazardClass: 8
• PackingGroup: I
• Hazardous Substances Data: 41365-75-7(Hazardous Substances Data)

Usage

Chemical Properties

CLEAR COLOURLESS TO YELLOW LIQUID

Uses

1-Amino-3,3-diethoxypropane has been used:with alginate in the preparation of hydrogelin the generation of polyethylene glycol (PEG) polyethylenimine (PEI) polyplexes conjugate for transfection studies in hepatocellular carcinoma cell culturesas a component of pH-sensitive PEG derivative for lipopolyplexes formation

General Description

1-Amino-3,3-diethoxypropane is an effective modulator of alginate and chitosan based hydrogels and effectively used for the delivery of bone marrow stromal cells (BMSCs) for regeneration of cartilage.

InChI:InChI=1/C7H17NO2/c1-3-9-7(5-6-8)10-4-2/h7H,3-6,8H2,1-2H3/p+1

Synthetic route

3-nitropropanal diethyl acetal (107833-73-8) → aminopropane diethyl acetal (41365-75-7)

Conditions	Yield
With palladium 10% on activated carbon; hydrogen In methanol at 20℃; under 7600.51 Torr; for 12h;	98%

N-(3,3-diethoxypropyl)phthalimide (2453-90-9) → aminopropane diethyl acetal (41365-75-7)

Conditions	Yield
With hydrazine In methanol for 2h; Heating;	87%
With hydrazine In methanol; dichloromethane	70%

3,3-bis(ethyloxy)propanenitrile (2032-34-0) → aminopropane diethyl acetal (41365-75-7)

Conditions	Yield
With lithium aluminium tetrahydride In diethyl ether for 16h; Ambient temperature;	49%
With lithium aluminium tetrahydride

3-chloro-1,1-diethoxy-propane (35573-93-4) → aminopropane diethyl acetal (41365-75-7)

Conditions	Yield
With ethanol; ammonia
With sodium azide; hydrogen; palladium on activated charcoal 1.) DMF, 2.) C2H5OH, 4 d; Yield given. Multistep reaction;
Multi-step reaction with 2 steps 1: NaN3 / dimethylsulfoxide / 16 h / 50 °C 2: 8.2 g / H2 / 5 percent Pd/C / methanol / 2 h / 20 °C / 2585.74 Torr View Scheme
Multi-step reaction with 2 steps 1: 83 percent / dimethylformamide / 5 h / 145 °C 2: 87 percent / hydrazine / methanol / 2 h / Heating View Scheme

3-chloro-1,1-diethoxy-propane (35573-93-4) → aminopropane diethyl acetal (41365-75-7) + bis-(3,3-diethoxy-propyl)-amine (854253-50-2)

Conditions	Yield
With ethanol; ammonia at 115 - 118℃;

3,3-diethoxypropionic amide (41365-74-6) → aminopropane diethyl acetal (41365-75-7)

Conditions	Yield
With lithium aluminium tetrahydride In diethyl ether

3-chloro-propionaldehyde diethyl acetate → aminopropane diethyl acetal (41365-75-7)

Conditions	Yield
With ammonia at 80℃;

3-azidopropanal diethyl acetal (688317-69-3) → aminopropane diethyl acetal (41365-75-7)

Conditions	Yield
With hydrogen; palladium on activated charcoal; 5% Pd on active carbon In methanol at 20℃; under 2585.74 Torr; for 2h;	8.2 g

ethyl 3,3-diethoxypropanoate (10601-80-6) → aminopropane diethyl acetal (41365-75-7) + 35 percent formaldehyde-solution

Conditions	Yield
Multi-step reaction with 2 steps 1: aq. NH3 2: LiAlH4 / diethyl ether View Scheme

orthoformic acid triethyl ester (122-51-0) + SOCl2 (1 mol) → aminopropane diethyl acetal (41365-75-7) + 35 percent formaldehyde-solution

Conditions	Yield
Multi-step reaction with 3 steps 1: Zn / benzene 2: aq. NH3 3: LiAlH4 / diethyl ether View Scheme

aminopropane diethyl acetal (41365-75-7) + di-tert-butyl dicarbonate (24424-99-5) → 1-(tert-butyloxycarbonylamino)-3,3-diethoxypropane (153815-24-8)

Conditions	Yield
In acetonitrile	100%
In dichloromethane at 20℃; for 2h;	100%
With triethylamine In dichloromethane at 0 - 20℃; for 16.25h;	94%

aminopropane diethyl acetal (41365-75-7) + 2,2,2-Trichloroethyl chloroformate (17341-93-4) → 3-(2,2,2-trichloroethoxycarbonylamino)propionaldehyde diethyl acetal (380635-36-9)

Conditions	Yield
With triethylamine In tetrahydrofuran at 0 - 20℃; for 2.16667h;	100%

aminopropane diethyl acetal (41365-75-7) + propynoic acid methyl ester (922-67-8) → methyl 4-aza-7,7-diethoxyhept-2-enoate

Conditions	Yield
	100%

aminopropane diethyl acetal (41365-75-7) + p-toluenesulfonyl chloride (98-59-9) → N-(3,3-diethoxypropyl)-4-methylbenzenesulfonamide (164532-58-5)

Conditions	Yield
With dmap; triethylamine In dichloromethane at 20℃; for 10h;	100%
With dmap; triethylamine In dichloromethane at 0 - 20℃; for 2h;
With triethylamine In dichloromethane at 0 - 20℃;
With triethylamine In dichloromethane at 0℃; for 0.5h;
With triethylamine In dichloromethane at 20℃; for 1h; Inert atmosphere;

2-(2H-1,2,3-triazol-2-yl)-5-methylbenzoic acid (956317-36-5) + aminopropane diethyl acetal (41365-75-7) → N-(3,3-diethoxypropyl)-5-methyl-2-(2H-1,2,3-triazol-2-yl)benzamide (1410040-78-6)

Conditions	Yield
With N-[(dimethylamino)-1H-1,2,3-triazolo-[4,5-b]pyridin-1-ylmethylene]-N-methylmethanaminium hexafluorophosphate N-oxide; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 15h;	100%
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; for 3h;	1.6 g

aminopropane diethyl acetal (41365-75-7) + N-(4-chloro-6-prop-2-ynylamino-[1,3,5]triazin-2-yl)-O,N-dimethylhydroxylamine (1610535-31-3) → N-[4-(3,3-diethoxypropylamino)-6-prop-2-ynylamino-[1,3,5]triazin-2-yl]-O,N-dimethylhydroxylamine (1610534-70-7)

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In 1,4-dioxane at 60℃; for 2h;	100%

aminopropane diethyl acetal (41365-75-7) + 5-{4-[4-({[(3-methylphenyl)amino]carbonyl}amino)phenoxy]pyridin-2-yl}-1H-pyrrole-3-carboxylic acid (1268621-10-8) → N-(3,3-diethoxypropyl)-5-{4-[4-({[(3-methylphenyl)amino]carbonyl}amino)phenoxy]pyridin-2-yl}-1H-pyrrole-3-carboxamide

Conditions	Yield
Stage #1: 5-{4-[4-({[(3-methylphenyl)amino]carbonyl}amino)phenoxy]pyridin-2-yl}-1H-pyrrole-3-carboxylic acid With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; for 0.166667h; Stage #2: aminopropane diethyl acetal In N,N-dimethyl-formamide at 20℃; for 0.166667h;	100%

aminopropane diethyl acetal (41365-75-7) + (S*)-3-methyl-7-(methylcarbamoyl)-3-phenyl-2,3-dihydrobenzofuran-5-carboxylic acid → (S*)-N5-(3,3-diethoxypropyl)-N7,3-dimethyl-3-phenyl-2,3-dihydrobenzofuran-5,7-dicarboxamide

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide for 1h;	100%

aminopropane diethyl acetal (41365-75-7) + (S*)-3-ethyl-7-(methylcarbamoyl)-3-phenyl-2,3-dihydrobenzofuran-5-carboxylic acid → (S*)-N5-(3,3-diethoxypropyl)-3-ethyl-N7-methyl-3-phenyl-2,3-dihydrobenzofuran-5,7-dicarboxamide

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide for 1h;	100%

aminopropane diethyl acetal (41365-75-7) + (fluorenylmethoxy)carbonyl chloride (28920-43-6) → N-Fmoc-1-amino-3,3-diethoxypropane

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; for 12h;	100%

aminopropane diethyl acetal (41365-75-7) + 3-(3,4-dimethoxy-phenyl)-2-hydroxy-propionic acid methyl ester (54814-41-4, 54640-00-5, 54910-31-5) → (R)-(+)-N-(3,3-Diethoxypropyl)-3-(3,4-dimethoxyphenyl)-2-hydroxypropionamide (170801-80-6)

Conditions	Yield
With toluene-4-sulfonic acid at 140℃; for 2h;	99%

pyrrol-2-yl trichloromethyl ketone (35302-72-8) + aminopropane diethyl acetal (41365-75-7) → C12H20N2O3

Conditions	Yield
In acetonitrile at 20℃; Inert atmosphere;	99%

aminopropane diethyl acetal (41365-75-7) + methyl ethynyl ketone (1423-60-5) → (3Z)-4-[(3,3-diethoxypropyl)amino]but-3-en-2-one

Conditions	Yield
In ethanol at 20℃; for 0.2h;	99%

aminopropane diethyl acetal (41365-75-7) + p-(chloromethyl)benzoyl chloride (876-08-4) → 4-(chloromethyl)-N-(3,3-diethoxypropyl)benzamide

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 3h;	99%

aminopropane diethyl acetal (41365-75-7) + pentafluorobenzoylchloride (2251-50-5) → 2,3,4,5,6-pentafluoro-N-(3-oxopropyl)benzamide

Conditions	Yield
Stage #1: aminopropane diethyl acetal; pentafluorobenzoylchloride With triethylamine In dichloromethane at 0 - 20℃; Inert atmosphere; Schlenk technique; Stage #2: With hydrogenchloride; water In acetone for 1h; Inert atmosphere; Schlenk technique;	99%

aminopropane diethyl acetal (41365-75-7) + 4-((3-((S)-phenyl(((((R)-quinuclidin-3-yl)oxy)carbonyl)amino)methyl)phenoxy)methyl)benzoic acid (1613414-00-8) → (R)-quinuclidin-3-yl ((S)-(3-((4-((3,3-diethoxypropyl)carbamoyl)benzyl)oxy)phenyl)(phenyl)methyl)carbamate

Conditions	Yield
Stage #1: 4-((3-((S)-phenyl(((((R)-quinuclidin-3-yl)oxy)carbonyl)amino)methyl)phenoxy)methyl)benzoic acid With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; for 0.5h; Stage #2: aminopropane diethyl acetal at 20℃; for 18h;	99%

4‑chloro‑5‑bromo‑2‑(methylthio)pyrimidine (63810-78-6) + aminopropane diethyl acetal (41365-75-7) → 5-bromo-N-(3,3-diethoxypropyl)-2-(methylsulfanyl)pyrimidin-4-amine

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide for 3h;	98%

formaldehyd (50-00-0) + aminopropane diethyl acetal (41365-75-7) + bis(4-methylphenyl)phosphinous acid (14655-66-4) → (3,3-diethoxypropylaminomethyl)di-p-tolylphosphine oxide

Conditions	Yield
With toluene-4-sulfonic acid Kabachnik-Fields Reaction; Dean-Stark; Reflux;	98%

aminopropane diethyl acetal (41365-75-7) + 2,4-di-(β,β,β-trifluoroethoxy)-5-nitropyridine (79878-15-2) → 4-(3',3'-diethoxypropylamino)-5-nitro-2-(β,β,β-trifluoroethoxy)-pyridine (79878-17-4)

Conditions	Yield
In chloroform-d1 for 1h;	97%

aminopropane diethyl acetal (41365-75-7) + Methyl (S)-(+)-3-(3,4 dimethoxyphenyl)-2-hydroxypropionate (153381-08-9) → (S)-(-)-N-(3,3-Diethoxypropyl)-3-(3,4-dimethoxyphenyl)-2-hydroxypropionamide (153309-68-3)

Conditions	Yield
With toluene-4-sulfonic acid at 140℃; for 2h;	97%

aminopropane diethyl acetal (41365-75-7) + benzaldehyde (100-52-7) → N-(3,3-diethoxypropyl)benzylamine hydrochloride (1099778-15-0)

Conditions	Yield
With chloroform; 10% Pd/C; hydrogen In ethanol at 20℃; under 1551.49 Torr; for 10h; chemoselective reaction;	97%

aminopropane diethyl acetal (41365-75-7) + 3-Fluorobenzaldehyde (456-48-4) → 3-fluoro-N-(3,3-diethoxypropyl)benzylamine hydrochloride (1099778-13-8)

Conditions	Yield
With chloroform; 10% Pd/C; hydrogen In ethanol at 20℃; under 1551.49 Torr; for 10h; chemoselective reaction;	97%

aminopropane diethyl acetal (41365-75-7) + diethyl 2-(ethoxycarbonylmethylene)malonate (13049-86-0) → C18H33NO8 (1314160-55-8)

Conditions	Yield
In dichloromethane at 20℃; for 18h;	97%

aminopropane diethyl acetal (41365-75-7) + 5-[4-(2-fluoro-5-{[(2-fluoro-5-methylphenyl)amino]carbonyl}phenoxy)pyridin-2-yl]-1H-pyrrole-3-carboxylic acid (1268619-84-6) → N-(3,3-diethoxypropyl)-5-[4-(2-fluoro-5-{[(2-fluoro-5-methylphenyl)amino]carbonyl}phenoxy)pyridin-2-yl]-1H-pyrrole-3-carboxamide

Conditions	Yield
Stage #1: 5-[4-(2-fluoro-5-{[(2-fluoro-5-methylphenyl)amino]carbonyl}phenoxy)pyridin-2-yl]-1H-pyrrole-3-carboxylic acid With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; for 0.166667h; Stage #2: aminopropane diethyl acetal In N,N-dimethyl-formamide for 0.166667h;	97%

aminopropane diethyl acetal (41365-75-7) + 5-(4-{4-fluoro-3-[(3-methyl-2-furoyl)amino]phenoxy}pyridin-2-yl)-1H-pyrrole-3-carboxylic acid (1268619-99-3) → N-(3,3-diethoxypropyl)-5-(4-{4-fluoro-3-[(3-methyl-2-furoyl)amino]phenoxy}pyridin-2-yl)-1H-pyrrole-3-carboxamide

Conditions	Yield
Stage #1: 5-(4-{4-fluoro-3-[(3-methyl-2-furoyl)amino]phenoxy}pyridin-2-yl)-1H-pyrrole-3-carboxylic acid With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; for 0.166667h; Stage #2: aminopropane diethyl acetal In N,N-dimethyl-formamide for 0.166667h;	97%

aminopropane diethyl acetal (41365-75-7) + benzenesulfonyl chloride (98-09-9) → N-(3,3-diethoxypropyl)benzenesulfonamide

Conditions	Yield
With sodium carbonate In dichloromethane; water at 0℃; for 2h;	97%

aminopropane diethyl acetal (41365-75-7) + 2-fluoro-5-chloronitrobenzene (345-18-6) → 4-chloro-N-(3,3-diethoxypropyl)-2-nitroaniline

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In isopropyl alcohol at 80℃; for 4.5h;	97%
With N-ethyl-N,N-diisopropylamine In isopropyl alcohol at 80℃; for 4.5h;	97%

aminopropane diethyl acetal (41365-75-7) + 4,7,10,13-tetraoxa-16-azaheneicosanoic acid 21-[(3aS,4S,6aR)-hexahydro-2-oxo-1H-thieno[3,4-d]imidazol-4-yl]-17-oxo-2,5-dioxo-1-pyrrolidinyl ester → C28H52N4O9S (1166397-67-6)

Conditions	Yield
In dichloromethane at 20℃; for 3h;	96%

aminopropane diethyl acetal (41365-75-7) + diphenylcarbamic chloride (83-01-2) → N'-(3,3-diethoxypropyl)-N,N-diphenylurea

Conditions	Yield
With triethylamine In benzene	96%

Upstream product

• 41365-37-1 2-(3,4-Dimethoxyphenyl)-7-methoxy-3-methyl-5-[(E)-1-propenyl]benzofuran 
• 41365-35-9 2-(4-Hydroxy-3-methoxyphenyl)-3-methyl-5-benzofurancarbaldehyde 
• 41365-34-8 rac-2-Methoxy-4-[3-methyl-5-[(1R*,2S*)-1,2-dihydroxypropyl]benzofuran-2-yl]phenol 
• 41365-32-6 cirsilineol 
• 41365-31-5 1-(2-Hydroxy-4-methoxyphenyl)-3-(1,3-benzodioxole-5-yl)-2-propanol 
• 41365-30-4 2-[3-(1,3-Benzodioxol-5-yl)propyl]-5-methoxyphenol 
• 41365-28-0 1-(propan-2-ylamino)-3-(1,2,3,4-tetrahydro-1,4-ethanonaphthalen-5-yloxy)propan-2-ol hydrochloride (1:1) 
• 41365-25-7 (2R,3S)-8-hydroxy-3-(hydroxymethyl)-2,3,9-trimethyl-2,3-dihydro-4H-furo[3,2-c]chromen-4-one 
• 41365-24-6 N,N'-diethyl-N,N'-diphenylthioperoxydicarbamic acid 
• 41364-53-8 oxiran-2-ylmethyl 8-(3-octyloxiran-2-yl)octanoate 
• 4136-37-2 STACHYDRINE HYDROCHLORIDE 
• 41363-50-2 4-Phenyl-alpha-methylphenylacetate-gamma-propylsulfonate sodium salt 
• 41363-26-2 3,4,6,11-tetrahydro-2H-pyrimido[2,1-b]quinazoline hydrobromide 
• 41363-21-7 methyl 4-{[(4-{[bis(aziridin-1-yl)phosphoryl]oxy}phenyl)carbamoyl]oxy}benzoate 

Downstream Products

• 41366-01-2 2-(nonyloxy)ethanol 
• 41366-02-3 2-(nonyloxy)ethanol 
• 41366-03-4 2-nonoxyethanol 
• 4136-64-5 2-(2-{[3-(4-fluorophenyl)-1-phenyl-1H-pyrazol-4-yl]methylidene}hydrazino)-N-naphthalen-1-yl-2-oxoacetamide 
• 41366-64-7 2-oxo-2a,3,8,8a-tetrahydro-3,8-methanonaphtho[2,3-b]azete-1(2H)-sulfonyl chloride 
• 41366-77-2 1-benzyl-3,5-dibromopyridin-4(1H)-one 
• 41366-99-8 Histamine, N-acetyl-5-fluoro- 
• 41368-47-2 (2Z,5E)-2,5-Heptadien-1-ol 
• 4136-86-1 2-Butylsuccinic acid dimethyl ester 
• 4136-91-8 TETRAISOPROPYLTHIURAM DISULFIDE 
• 4136-95-2 2,4,6-Trichlorobenzoyl chloride 
• 4136-97-4 METHYL 4-AMINOSALICYLATE 
• 4137-02-4 3-(4-bromophenyl)-2-thioxo-1,3-thiazinan-4-one 
• 41370-29-0 2-(3,3-dimethylcyclohexylidene)ethanol 

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