1-Propanol,2-[(phenylmethyl)amino]-, (2S)- supplier

Name
N-BENZYL-L-ALANINOL
EINECS
CAS No. 6940-80-3
Article Data27
CAS DataBase
Density 1.02 g/cm³
Solubility
Melting Point 47-49 °C(Solv: cyclohexane (110-82-7); ligroine (8032-32-4))
Formula C₁₀H₁₅NO
Boiling Point 292.2 °C at 760 mmHg
Molecular Weight 165.235
Flash Point 120 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 1-Propanol,2-(benzylamino)-, L-(+)- (8CI);1-Propanol, 2-[(phenylmethyl)amino]-, (S)-;(2S)-(Benzylamino)propan-1-ol;(S)-2-Benzylamino-1-propanol;(S)-N-Benzylalaninol;N-Benzyl-L-alaninol;NSC 60401;
PSA 32.26000
LogP 1.54790

Synthetic route

: 7244-67-9
N-benzoyl-L-alanine methyl ester

: 6940-80-3
(S)-N-benzylalaninol

Conditions

Conditions	Yield
With lithium aluminium tetrahydride In tetrahydrofuran for 3h; Heating;	87%
With lithium aluminium tetrahydride In tetrahydrofuran for 3.5h; Reduction; Heating;
With lithium aluminium tetrahydride In tetrahydrofuran

: 2749-11-3
(S)-Alaninol

: 100-52-7
benzaldehyde

: 6940-80-3
(S)-N-benzylalaninol

Conditions

Conditions	Yield
Stage #1: (S)-Alaninol; benzaldehyde In ethanol for 6h; Reflux; Stage #2: With sodium tetrahydroborate In ethanol at 20℃; for 4h; Cooling with ice;	86%
With sodium tetrahydroborate In methanol at 0℃; for 1h;	84%
With sodium cyanoborohydride; acetic acid In methanol Ambient temperature;	75.3%

: 7585-47-9, 40297-69-6, 65491-01-2
N-benzylalanine

: 6940-80-3
(S)-N-benzylalaninol

Conditions

Conditions	Yield
With lithium aluminium tetrahydride In tetrahydrofuran for 5h; Heating;	77%

: 2198-64-3
N-benzoyl-L-alanine

: 6940-80-3
(S)-N-benzylalaninol

Conditions

Conditions	Yield
With lithium aluminium tetrahydride; diethyl ether
With sodium hydroxide; sodium tetrahydroborate; sulfuric acid 1.) THF, ether, room temp., overnight 2.) reflux, 3 h; Yield given. Multistep reaction;
With lithium aluminium tetrahydride In tetrahydrofuran for 24h; Heating;
With lithium aluminium tetrahydride In tetrahydrofuran Heating;

: 3217-09-2
(RS)-2-benzylaminopropanol

: 6940-80-3
(S)-N-benzylalaninol

Conditions

Conditions	Yield
With L-Tartaric acid

: 7585-47-9, 40297-69-6, 65491-01-2
N-benzyl-(S)-alanine

: 6940-80-3
(S)-N-benzylalaninol

Conditions

Conditions	Yield
With lithium borohydride; chloro-trimethyl-silane In tetrahydrofuran for 24h;

: 56-41-7
L-alanin

: 100-52-7
benzaldehyde

: 6940-80-3
(S)-N-benzylalaninol

Conditions

Conditions	Yield
Multistep reaction;

: 65943-49-9, 86941-35-7, 86941-38-0, 40916-81-2
(S)-2-{[1-Phenyl-meth-(E)-ylidene]-amino}-propan-1-ol

: 6940-80-3
(S)-N-benzylalaninol

Conditions

Conditions	Yield
With sodium tetrahydroborate In methanol at 0℃; for 2h;
With sodium tetrahydroborate In ethanol
With sodium tetrahydroborate In ethanol at 20℃; for 2h;
With sodium tetrahydroborate
With sodium tetrahydroborate In ethanol at 0℃;

: bis(tetraethylammonium) carbonate

: 458560-71-9
(S)-3-benzyl-4-methyl-[1,2,3]-oxathiazolidine-2,2-dioxide

: 6940-80-3
(S)-N-benzylalaninol

Conditions

Conditions	Yield
Stage #1: bis(tetraethylammonium) carbonate; (S)-3-benzyl-4-methyl-[1,2,3]-oxathiazolidine-2,2-dioxide In acetonitrile Stage #2: With sulfuric acid	73 mg

: 100-52-7
benzaldehyde

(E)-n-C6H13CH=CHZrCp2Cl: (E)-n-C6H13CH=CHZrCp2Cl

: 6940-80-3
(S)-N-benzylalaninol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 4 Angstroem molecular sieves / CH2Cl2 / 3 h / 20 °C 2: sodium borohydride / ethanol / 2 h / 20 °C View Scheme
Multi-step reaction with 2 steps 1: 4 Angstroem molecular sieves 2: NaBH4 View Scheme

: 98-88-4
benzoyl chloride

6-t-butyl-12-p-tolyl-5,6,7,12-tetrahydrodibenz[c,f][1,5]azastibocine: 6-t-butyl-12-p-tolyl-5,6,7,12-tetrahydrodibenz[c,f][1,5]azastibocine

: 6940-80-3
(S)-N-benzylalaninol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: aq. NaOH / 1 h / 20 °C 2: LiAlH4 / tetrahydrofuran / Heating View Scheme

: 98-88-4
benzoyl chloride

tetrabutyl ammonium [Zn(2-thione-1,3-dithiole-4,5-dithiolate)2]: tetrabutyl ammonium [Zn(2-thione-1,3-dithiole-4,5-dithiolate)2]

: 6940-80-3
(S)-N-benzylalaninol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 98 percent / aq. K2CO3 / CHCl3 / 3 h / Heating 2: 87 percent / LiAlH4 / tetrahydrofuran / 3 h / Heating View Scheme

: 100-52-7
benzaldehyde

methylacetylene metal salt: methylacetylene metal salt

: 6940-80-3
(S)-N-benzylalaninol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 4 Angstroem molecular sieves / CH2Cl2 2: NaBH4 / ethanol View Scheme

: 100-52-7
benzaldehyde

(C5H5)2(Cl)Zr{trans-CH=CH[CH2]4OSi(CH3)2(t-Bu)}: (C5H5)2(Cl)Zr{trans-CH=CH[CH2]4OSi(CH3)2(t-Bu)}

: 6940-80-3
(S)-N-benzylalaninol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: benzene / 4 h / Heating 2: NaBH4 / methanol / 2 h / 0 °C View Scheme

: 98-88-4
benzoyl chloride

1,2:5,6-dianhydro-3,4-O-methylethylidene-L-iditol bound on Rink resin: 1,2:5,6-dianhydro-3,4-O-methylethylidene-L-iditol bound on Rink resin

: 6940-80-3
(S)-N-benzylalaninol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: K2CO3 / H2O; CHCl3 / 3 h / Heating 2: LiAlH4 / tetrahydrofuran / 3.5 h / Heating View Scheme

: 31022-10-3
N-benzyl-L-alanine methyl ester

: 6940-80-3
(S)-N-benzylalaninol

Conditions

Conditions	Yield
With lithium aluminium tetrahydride In dichloromethane

: 100-52-7
benzaldehyde

: 6940-80-3
(S)-N-benzylalaninol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: toluene / Reflux 2: sodium tetrahydroborate / ethanol / 0 °C View Scheme

: 5292-43-3
bromoacetic acid tert-butyl ester

: 6940-80-3
(S)-N-benzylalaninol

: 873197-15-0
(S)-[N-benzyl-(2-hydroxy-1-methylethyl)-amino]acetic acid

Conditions

Conditions	Yield
With potassium carbonate In water; toluene at 20 - 65℃; for 21h; Inert atmosphere;	100%
With potassium carbonate In N,N-dimethyl-formamide at 0 - 20℃;	89%
With potassium hydrogencarbonate; sodium iodide In N,N-dimethyl-formamide at 20℃; for 12h;	76%

: 6940-80-3
(S)-N-benzylalaninol

: (2S)-Benzyl-(1-hydroxy-2-propyl)aminoacetonitrile

Conditions

Conditions	Yield
With formaldehyd; sodium hydrogensulfite In water	99%

: 6940-80-3
(S)-N-benzylalaninol

: 78-94-4
methyl vinyl ketone

: 167905-80-8
(S)-(+)-5-benzyl-7-hydroxy-6-methyl-5-azaheptanone-2

Conditions

Conditions	Yield
In chloroform for 24h; Ambient temperature;	98%

: 6940-80-3
(S)-N-benzylalaninol

: 108-24-7
acetic anhydride

: 1013663-94-9
C12H17NO2

Conditions

Conditions	Yield
With silica-supported phosphomolybdic acid at 20℃; for 0.166667h;	97%

: 6940-80-3
(S)-N-benzylalaninol

: 79-04-9
chloroacetyl chloride

: 118948-07-5
N-Benzyl-2-chloro-N-((S)-2-hydroxy-1-methyl-ethyl)-acetamide

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃;	95%

: 110-88-3
1,3,5-Trioxan

: 6940-80-3
(S)-N-benzylalaninol

: 536-74-3
phenylacetylene

: (S)-2-[benzyl(3-phenylprop-2-yn-1-yl)amino]propan-1-ol

Conditions

Conditions	Yield
With copper(l) chloride In toluene at 100℃; for 0.666667h; Microwave irradiation; Inert atmosphere;	93%

...Expand

: 6940-80-3
(S)-N-benzylalaninol

: 563-47-3
3-Chloro-2-methylpropene

: (S)-(+)-3-benzyl-2,5-dimethyl-3-aza-5-hexen-1-ol

Conditions

Conditions	Yield
With potassium carbonate In water at 62℃; for 24h;	92%

: 51594-55-9
(R)-(-)-epichlorohydrin

: 6940-80-3
(S)-N-benzylalaninol

: ((2S,5S)-4-benzyl-5-methylmorpholin-2-yl)methanol

Conditions

Conditions	Yield
Stage #1: (R)-(-)-epichlorohydrin; (S)-N-benzylalaninol With lithium perchlorate In toluene at 20℃; for 16h; Stage #2: With methanol; sodium hydroxide In toluene at 20℃; for 36h;	92%

: 6940-80-3
(S)-N-benzylalaninol

: 90838-45-2
1,3-dichloro-2-(phenylsulfonyl)propane

: 214911-98-5
(S)-2-[(2-Benzenesulfonyl-allyl)-benzyl-amino]-propan-1-ol

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran	89%

: (4S,5R)-4-trityloxymethyl-3-oxa-1-azabicyclo[3.1.0]hexan-2-one

: 6940-80-3
(S)-N-benzylalaninol

: (4R,5S)4-((benzyl((S)-1-hydroxypropan-2-yl)amino)methyl)-5-(trityloxymethyl)oxaazolidin-2-one

Conditions

Conditions	Yield
In dichloromethane at 20℃; for 24h; Inert atmosphere;	89%

: 6940-80-3
(S)-N-benzylalaninol

: 162240-94-0
(R)-1-<(Phenylmethyl)amino>-2-propanol

Conditions

Conditions	Yield
Stage #1: (S)-N-benzylalaninol With triethylamine; trifluoroacetic anhydride In tetrahydrofuran at 120℃; for 12h; Sealed tube; Inert atmosphere; Microwave irradiation; Stage #2: With sodium hydroxide In tetrahydrofuran; water at 20℃; for 2h; Inert atmosphere; stereospecific reaction;	88%

: 4801-15-4
3-bromo-1,1-diphenyl-1-propene

: 6940-80-3
(S)-N-benzylalaninol

: 221876-44-4
(S)-(+)-2-[N-Benzyl-N-(3,3-diphenyl-2-propen-1-yl)]amino-1-propanol

Conditions

Conditions	Yield
With potassium carbonate In water at 20℃; for 24h; Alkylation;	87%

: 1333501-65-7
(4R,5S)-4-trityloxymethyl-3-oxa-1-azabicyclo[3.1.0]hexan-2-one

: 6940-80-3
(S)-N-benzylalaninol

: (4S,5R)4-((benzyl((S)-1-hydroxypropan-2-yl)amino)methyl)-5-(trityloxymethyl)oxazolidin-2-one

Conditions

Conditions	Yield
In dichloromethane at 20℃; for 24h; Inert atmosphere;	85%

: 6940-80-3
(S)-N-benzylalaninol

: 90238-20-3
N,N-diethyl-α,α-difluorobenzylamine

: (S)-N-benzyl-N-(2-fluoro-1-methylethyl)benzamide

Conditions

Conditions	Yield
at 100℃; for 0.166667h; microwave irradiation;	84%

: 6940-80-3
(S)-N-benzylalaninol

: 4392-24-9
Cinnamyl bromide

: 221876-43-3
(S)-(+)-2-(N-Benzyl-N-cinnamyl)amino-1-propanol

Conditions

Conditions	Yield
With potassium carbonate In water at 20℃; for 24h; Alkylation;	80%

: 37746-78-4
4-bromo-trans-crotonic acid ethyl ester

: 6940-80-3
(S)-N-benzylalaninol

: ethyl (S)-(+)-5-benzyl-7-hydroxy-6-methyl-5-aza-2-heptenoate

Conditions

Conditions	Yield
With potassium carbonate In water at 60℃; for 48h;	79%

: 6940-80-3
(S)-N-benzylalaninol

: 67812-33-3
(4R,5R)-5-(methoxycarbonyl)-2,2-dimethyl-1,3-dioxolane-4-carboxylic acid

: 250137-68-9
N-benzyl-N'-[(1S)-2-hydroxy-1-methylethyl]-(2R,3R)-2,3-di-isopropylidenetartramic acid methyl ester

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate In dichloromethane at 25℃; for 12h; Acylation;	76%

: 6940-80-3
(S)-N-benzylalaninol

: 98-59-9
p-toluenesulfonyl chloride

: 209266-15-9
(S)-N-benzyl-2-(p-tolylsulfonyl-amino)propanol

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0℃; for 0.333333h;	74%

: 6940-80-3
(S)-N-benzylalaninol

: (+/-)-(R,S)-2,3-di-O-isopropylidenetartaric acid monomethyl ester

: 250137-72-5
N-benzyl-N'-[(1S)-2-hydroxy-1-methylethyl]-(2R,3S)/(2S,3R)-2,3-di-isopropylidenetartramic acid methyl ester

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate In dichloromethane at 25℃; for 12h; Acylation;	69%

: 6940-80-3
(S)-N-benzylalaninol

: 590-17-0
cyanomethyl bromide

: 152673-15-9
(S)-N-benzyl-N-cyanomethyl-2-aminopropan-1-ol

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide	68%
With potassium carbonate In acetonitrile for 2.5h; Heating;	68%
With potassium carbonate In acetonitrile

: 110-87-2
3,4-dihydro-2H-pyran

: 6940-80-3
(S)-N-benzylalaninol

: 1097211-32-9
C15H23NO2

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In dichloromethane at 25℃; for 17h;	66%

: 6940-80-3
(S)-N-benzylalaninol

: N-benzyl-N-(2-chloro-1-methylethyl)amine hydrochloride

Conditions

Conditions	Yield
With thionyl chloride In chloroform for 2h; Heating;	60%
With thionyl chloride In chloroform for 2h; Chlorination; Heating;

: 6940-80-3
(S)-N-benzylalaninol

: N-benzyl-2-bromo-1-methylethylammonium bromide

Conditions

Conditions	Yield
With hydrogen bromide; phosphorus tribromide	60%

: 6940-80-3
(S)-N-benzylalaninol

: 6046-93-1
copper(II) acetate monohydrate

: C24H38Cu2N2O8

Conditions

Conditions	Yield
In methanol at 80℃; for 4h;	45%

: 6940-80-3
(S)-N-benzylalaninol

: 458560-69-5
(S)-3-benzyl-4-methyl-1,2,3-oxathiazolidine-2-oxide

Conditions

Conditions	Yield
With thionyl chloride; triethylamine In dichloromethane at -78 - 20℃;	44%
With pyridine; thionyl chloride In tetrahydrofuran
With 1H-imidazole; thionyl chloride; triethylamine In dichloromethane

: 6940-80-3
(S)-N-benzylalaninol

: 1521-51-3
rac-3-bromocyclohexene

: (2S,3'R/S)-2-[N-benzyl-(cyclohexen-3'-yl)amino]propan-1-ol

Conditions

Conditions	Yield
In diethyl ether for 48h; Ambient temperature;	26%

1-Propanol,2-[(phenylmethyl)amino]-, (2S)- Specification

The 1-Propanol,2-[(phenylmethyl)amino]-, (2S)-, with the CAS registry number 6940-80-3, is also known as N-Benzyl-l-alaninol. This chemical's molecular formula is C₁₀H₁₅NO and molecular weight is 165.23. What's more, both its IUPAC name and systematic name are the same which is called (2S)-2-(Benzylamino)propan-1-ol.

Physical properties about 1-Propanol,2-[(phenylmethyl)amino]-, (2S) are: (1).ACD/LogP: 1.47; (2)#of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -1.48; (4)ACD/LogD (pH 7.4): -0.1; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 4.01; (9)#H bond acceptors: 2; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 5; (12)Polar Surface Area: 12.47 Å²; (13)Index of Refraction: 1.531; (14)Molar Refractivity: 50.15 cm³; (15)Molar Volume: 161.9 cm³; (16)Polarizability: 19.88×10^-24cm³; (17)Surface Tension: 39.2 dyne/cm; (18)Density: 1.02 g/cm³; (19)Flash Point: 120 °C; (20)Enthalpy of Vaporization: 56.16 kJ/mol; (21)Boiling Point: 292.2 °C at 760 mmHg; (22)Vapour Pressure: 0.000848 mmHg at 25 °C.

You can still convert the following datas into molecular structure:
(1) SMILES: OC[C@@H](NCc1ccccc1)C
(2) InChI: InChI=1/C10H15NO/c1-9(8-12)11-7-10-5-3-2-4-6-10/h2-6,9,11-12H,7-8H2,1H3/t9-/m0/s1
(3) InChIKey: PJXWCRXOPLGFLX-VIFPVBQEBR

Product Name

N-BENZYL-L-ALANINOL

Synthetic route

1-Propanol,2-[(phenylmethyl)amino]-, (2S)- Specification

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