L-Alanine benzyl ester 4-toluenesulfonate supplier

Name
L-Alanine benzyl ester 4-toluenesulfonate
EINECS 255-969-4
CAS No. 42854-62-6
Article Data8
CAS DataBase
Density
Solubility
Melting Point 112-116 °C
Formula C₁₀H₁₃NO₂^.C₇H₈O₃S
Boiling Point 256.5 °C at 760 mmHg
Molecular Weight 351.423
Flash Point 119.6 °C
Transport Information
Appearance Yellowish oil
Safety 22-24/25
Risk Codes 3586474
Molecular Structure
Hazard Symbols
Synonyms O-Benzyl-L-alanine toluene-p-sulphonate;benzyl 2-aminopropanoate; 4-methylbenzenesulfonic acid;H-Ala-OBzl.Tos;L-Alanine benzyl ester p-toluenesulfonate;Ala-OBzl.Tos;L-alaninebenzylesterp-toluene sulfonate salt;Ala.obzl.tos;L-Alanine benzyl ester tosylate;H-Ala-OBzl·TOS;H-Ala-OBzl TosOH;H-Ala-OBzl·TosOH;H-ala-Obzl.P-Tosylate;H-Ala-OBzl.TosOH;L-Ala-OBzl·Tos;
PSA 115.07000
LogP 4.09980

Synthetic route

: 56-41-7
L-alanin

: 104-15-4
toluene-4-sulfonic acid

: 100-51-6
benzyl alcohol

: 42854-62-6
L-alanine benzyl ester p-toluenesulfonate

Conditions

Conditions	Yield
In benzene for 10h; Reflux; Inert atmosphere;	100%
at 50 - 62℃; under 15.0015 Torr; for 5.5h;	98.6%
In cyclohexane; water for 4h; Dean-Stark; Reflux;	92%

...Expand

: 104-15-4
toluene-4-sulfonic acid

4-polystyryltriphenylmethyl-Ala-OBzl: 4-polystyryltriphenylmethyl-Ala-OBzl

: 42854-62-6
L-alanine benzyl ester p-toluenesulfonate

Conditions

Conditions	Yield
In tetrahydrofuran at 35℃; for 2h;	88%

: 17831-01-5
H-Ala-OBzl

: 104-15-4
toluene-4-sulfonic acid

: 42854-62-6
L-alanine benzyl ester p-toluenesulfonate

Conditions

Conditions	Yield
In diethyl ether

: 4530-20-5
BOC-glycine

: 42854-62-6
L-alanine benzyl ester p-toluenesulfonate

: 63649-08-1
Boc-Gly-Ala-OBzl

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine	100%
With TEA; diphenyl phosphoryl azide In N,N-dimethyl-formamide 1.) 0 deg C, 4 h; 2.) r.t., overnight;	85%
Stage #1: BOC-glycine; L-alanine benzyl ester p-toluenesulfonate With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane for 0.166667h; Inert atmosphere; Stage #2: With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 24h; Inert atmosphere;

: 13734-41-3
t-Boc-L-valine

: 42854-62-6
L-alanine benzyl ester p-toluenesulfonate

: 77946-33-9
Boc-Val-Ala-OBzl

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine	100%

: 15761-38-3
L-N-Boc-Ala

: 42854-62-6
L-alanine benzyl ester p-toluenesulfonate

: 18670-98-9
N-(tert-butoxycarbonyl)-L-alanyl-L-alanine benzyl ester

Conditions

Conditions	Yield
With triethylamine; dicyclohexyl-carbodiimide In pyridine for 5h; Ambient temperature;	99%
With benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide In N,N-dimethyl-formamide for 5h; Product distribution; Ambient temperature; other fluorinated alcohol and proton acceptor, other condensation reagents;	98%
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine	96%

: 42854-62-6
L-alanine benzyl ester p-toluenesulfonate

: 90826-08-7
N-tert-butyloxycarbonyl di-L-tryptophan

: 1311414-43-3
Boc-Trp-Trp-Ala-OBzl

Conditions

Conditions	Yield
With 4-methyl-morpholine; benzotriazol-1-ol; dicyclohexyl-carbodiimide In tetrahydrofuran at 0℃; for 24h; pH=8;	98%
With 4-methyl-morpholine; benzotriazol-1-ol; dicyclohexyl-carbodiimide In tetrahydrofuran at 0 - 20℃; for 26h; pH=8;	98%

: 42854-62-6
L-alanine benzyl ester p-toluenesulfonate

: 81846-19-7
treprostinil

: C33H45NO6

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane; water at 20℃; for 2.5h; Inert atmosphere;	97.8%

: (S)-α-trifluoromethyl-proline

: 42854-62-6
L-alanine benzyl ester p-toluenesulfonate

: 1202059-56-0
(S)-α-Tfm-Pro-L-Ala-OBn

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In N,N-dimethyl-formamide at 0 - 20℃; for 48.3h;	95%

: 124-38-9
carbon dioxide

: 42854-62-6
L-alanine benzyl ester p-toluenesulfonate

: (2S,2'S)-dibenzyl 2,2'-(carbonylbis(azanediyl))dipropanoate

Conditions

Conditions	Yield
Stage #1: carbon dioxide; L-alanine benzyl ester p-toluenesulfonate With pyridine; 1,8-diazabicyclo[5.4.0]undec-7-ene In dichloromethane at -20℃; for 0.5h; Stage #2: With thionyl chloride In dichloromethane at -20 - 20℃; for 2h; Inert atmosphere; Stage #3: L-alanine benzyl ester p-toluenesulfonate With pyridine at 20℃; for 4h; Inert atmosphere;	95%

: 45170-31-8
Boc-N-Me-Val-OH

: 42854-62-6
L-alanine benzyl ester p-toluenesulfonate

: C21H32N2O5

Conditions

Conditions	Yield
With 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 0 - 20℃; Inert atmosphere;	94%

: 42854-62-6
L-alanine benzyl ester p-toluenesulfonate

: 111061-44-0
N-Trityl-L-Serin-Triethylammonium-Salz

: 790692-15-8
Trt-L-Ser-L-Ala-OBn

Conditions

Conditions	Yield
With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In chloroform at 23℃; for 12h;	92%
With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In chloroform at 23℃; for 12h;	92%
With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine In chloroform at 23℃; Inert atmosphere;	84%

: 4465-45-6
(S)-3-hydroxy-2-(tritylamino)propanoic acid

: 42854-62-6
L-alanine benzyl ester p-toluenesulfonate

: 790692-15-8
Trt-L-Ser-L-Ala-OBn

Conditions

Conditions	Yield
With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In chloroform at 23℃;	92%

: 42854-62-6
L-alanine benzyl ester p-toluenesulfonate

: 17831-01-5
H-Ala-OBzl

Conditions

Conditions	Yield
With triethylamine In water; toluene at 5℃; for 2.5h;	92%

: 125686-76-2
N-picolinyl-α-aminoisobutyric acid

: 42854-62-6
L-alanine benzyl ester p-toluenesulfonate

: (S)-2-{2-Methyl-2-[(pyridine-2-carbonyl)-amino]-propionylamino}-propionic acid benzyl ester

Conditions

Conditions	Yield
With benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide In tetrahydrofuran; acetonitrile for 72h; Ambient temperature;	90%

: 42854-62-6
L-alanine benzyl ester p-toluenesulfonate

: 130539-23-0
methyl 3,4,6-tri-O-acetyl-2-deoxy-2-(4-nitrophenoxycarbonylamino)-β-D-glucopyranoside

: N-(methyl 3,4,6-tri-O-acetyl-2-amino-2-deoxy-β-D-glucopyranoside)-N'-carbamoyl-L-alanine benzyl ester

Conditions

Conditions	Yield
With pyridine; triethylamine for 24h; Ambient temperature;	90%

: 42854-62-6
L-alanine benzyl ester p-toluenesulfonate

: 17090-79-8
monensin

: 122629-89-4
2-monensinamidopropanoic acid benzyl ester

Conditions

Conditions	Yield
With 4-methyl-morpholine; benzotriazol-1-ol; dicyclohexyl-carbodiimide In tetrahydrofuran at 5℃; for 12h;	90%

: 42854-62-6
L-alanine benzyl ester p-toluenesulfonate

: 770-12-7
O-phenyl phosphorodichloridate

: 183370-70-9
phenyl(benzyloxy-L-alaninyl)phosphorochloridate

Conditions

Conditions	Yield
With triethylamine In dichloromethane at -78 - 20℃; for 2.5h;	90%
With triethylamine In dichloromethane at -78 - 20℃; for 4h; Inert atmosphere;	87%
With triethylamine In dichloromethane at -78 - 20℃; for 2.5h; Inert atmosphere;	87%
With triethylamine In dichloromethane at -78 - 20℃;

: 1111-72-4
carbon dioxide

: 42854-62-6
L-alanine benzyl ester p-toluenesulfonate

: 7524-52-9, 26988-71-6, 5619-09-0, 14907-27-8, 41222-70-2, 67557-19-1, 109492-62-8
(S)-tryptophan methyl ester hydrochloride

: N-({(1S)-1-[(benzyloxy)carbonyl]ethyl}(13C)aminocarbonyl)-L-tryptophan methyl ester

Conditions

Conditions	Yield
Stage #1: carbon dioxide; L-alanine benzyl ester p-toluenesulfonate With pyridine; 1,8-diazabicyclo[5.4.0]undec-7-ene In dichloromethane at -20℃; for 0.5h; Stage #2: With thionyl chloride In dichloromethane at -20 - 20℃; for 2h; Inert atmosphere; Stage #3: (S)-tryptophan methyl ester hydrochloride With pyridine at 20℃; for 4h; Inert atmosphere;	90%

...Expand

: 42854-62-6
L-alanine benzyl ester p-toluenesulfonate

: 132327-80-1
Fmoc-L-Gln(Trt)-OH

: 1381868-47-8
Fmoc-Gln(Trt)-Ala-OBzl ester

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; HATU In tetrahydrofuran at 20℃; for 3h; Inert atmosphere;	90%
Stage #1: L-alanine benzyl ester p-toluenesulfonate; Fmoc-L-Gln(Trt)-OH With triethylamine In dichloromethane for 0.0833333h; Stage #2: With benzotriazol-1-ol; dicyclohexyl-carbodiimide	79%

: 2592-18-9, 23082-29-3, 55674-67-4, 85979-33-5, 86748-77-8, 23082-30-6
N-tert-butoxycarbonyl-L-allo-threonine

: 42854-62-6
L-alanine benzyl ester p-toluenesulfonate

: 947189-54-0
Boc-L-aThr-L-Ala-OBn

Conditions

Conditions	Yield
With 1-hydroxy-7-aza-benzotriazole; sodium hydrogencarbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane; N,N-dimethyl-formamide at -10 - 25℃; for 14h;	89%

: 31651-76-0
1-naphthyl dichlorophosphate

: 42854-62-6
L-alanine benzyl ester p-toluenesulfonate

: 906670-24-4
1-naphthyl(benzoxy-L-alaninyl)-phosphorochloridate

Conditions

Conditions	Yield
With triethylamine In dichloromethane at -78 - 20℃;	89%
With triethylamine In dichloromethane at -78 - 20℃; for 3h; Inert atmosphere;	85%
With triethylamine In dichloromethane at -78 - 20℃; for 2.5h;	75%

: 1228178-29-7
C36H38N4O9

: 42854-62-6
L-alanine benzyl ester p-toluenesulfonate

: 1228178-51-5
Fmoc-Asp(Bzl)-Ile-ψ(NH-CO-NH)-Ala-OBzl

Conditions

Conditions	Yield
With 4-methyl-morpholine In N,N-dimethyl-formamide at 20℃;	89%

: 1228178-31-1
C31H30N4O8

: 42854-62-6
L-alanine benzyl ester p-toluenesulfonate

: 1228178-53-7
Fmoc-Ser(Bzl)-Gly-ψ(NH-CO-NH)-Ala-OBzl

Conditions

Conditions	Yield
With 4-methyl-morpholine In N,N-dimethyl-formamide at 20℃;	89%

: 1228178-33-3
C35H38N4O8

: 42854-62-6
L-alanine benzyl ester p-toluenesulfonate

: 1228178-49-1
Fmoc-Ser(tBu)-Phe-ψ(NH-CO-NH)-Ala-OBzl

Conditions

Conditions	Yield
With 4-methyl-morpholine In N,N-dimethyl-formamide at 20℃;	89%

: 2389-60-8
Z-Lys(Boc)-OH

: 42854-62-6
L-alanine benzyl ester p-toluenesulfonate

: Z-Lys(Boc)-Ala-OBn

Conditions

Conditions	Yield
Stage #1: Z-Lys(Boc)-OH With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane for 0.5h; Inert atmosphere; Stage #2: L-alanine benzyl ester p-toluenesulfonate In dichloromethane at 22℃; for 4h; Inert atmosphere;	89%

: 2592-18-9
Boc-Thr-OH

: 42854-62-6
L-alanine benzyl ester p-toluenesulfonate

: 18671-01-7
Boc-L-Thr-L-Ala-OBn

Conditions

Conditions	Yield
With diphenylphosphoranyl azide; triethylamine In N,N-dimethyl-formamide at 0 - 20℃; for 24h;	88%

: 32315-10-9
bis(trichloromethyl) carbonate

: 42854-62-6
L-alanine benzyl ester p-toluenesulfonate

: L-tryptophan tert-butyl ester hydrochloride

: 286939-23-9
N-[[(1S)-1-[(benzyloxy)carbonyl]ethyl]carbamoyl]-L-tryptophan tert-butylester

Conditions

Conditions	Yield
Stage #1: bis(trichloromethyl) carbonate; L-alanine benzyl ester p-toluenesulfonate With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 0.0833333h; Stage #2: L-tryptophan tert-butyl ester hydrochloride With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 0.5h; Further stages.;	88%

...Expand

: 13574-13-5
Boc-Glu(OBzl)-OH

: 42854-62-6
L-alanine benzyl ester p-toluenesulfonate

: 53935-21-0
tert-Butoxycarbonyl-L-glutamyl(ω-benzylester)-L-alanin-benzylester

Conditions

Conditions	Yield
With hexachloroethane; benzotriazol-1-ol; Hexamethylphosphorous triamide In N,N-dimethyl-formamide	87%
With benzotriazol-1-ol; triethylamine In N,N-dimethyl-formamide at 20℃; for 24h; Condensation;	83%

: (R)-α-trifluoromethyl-proline

: 42854-62-6
L-alanine benzyl ester p-toluenesulfonate

: 1202059-70-8
(R)-α-Tfm-Pro-L-Ala-OBn

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In N,N-dimethyl-formamide at 0 - 20℃; for 24.3h;	87%

: 42854-62-6
L-alanine benzyl ester p-toluenesulfonate

: 171195-66-7
1',3'-dohexadecyl N--L-glutamate

: 1',3'-dihexadecyl N-<1-(N-alanyl-O-benzyl ester)succinyl>-L-glutamate

Conditions

Conditions	Yield
With triethylamine In ethyl acetate for 24h; Ambient temperature;	85%

L-Alanine benzyl ester 4-toluenesulfonate Specification

The IUPAC name of L-Alanine benzyl ester 4-toluenesulfonate is benzyl 2-aminopropanoate; 4-methylbenzenesulfonic acid . With the CAS registry number 42854-62-6, it is also named as Benzyl L-alaninate 4-methylbenzenesulfonate (1:1) ; L-Alanine, phenylmethyl ester, 4-methylbenzenesulfonate (1:1) ; benzyl (2R)-2-aminopropanoate 4-toluenesulfonate .

The L-Alanine benzyl ester 4-toluenesulfonate is yellowish oil which should be stored at the temperature of 0-6°C. The product's categories are Amino Acids Derivatives, Alanine [Ala, A], Amino Acid Benzyl Esters, Amino Acids (C-Protected), Biochemistry, Aromatics, Chiral Reagents, Alanine and Peptide Synthesis.

This product is a benzoxazine derivatives as modulators of chemokine receptors for treatment of inflammatory and immunoregulatory diseases. To the best of our knowledge the acute and chronic toxicity of this product is not fully known. So people should not breathe dust and must avoid contact with skin and eyes.

The L-Alanine benzyl ester 4-toluenesulfonate can be obtained by toluene-4-sulfonic acid , phenylmethanol and L-alanine through esterification.

This product also can be used to prepare other chemicals. For example: 1. It can react with benzhydrylideneamine to get benzyl N-(diphenylmethylene)-L-alaninate .

2. It also reacts with (2-oxo-4-phenyl-azetidin-1-yl)-acetic acid to obtain {2-[(S,R)-2-oxo-4-phenylazetidin-1-yl]acetyl}-L-alanine benzyl ester .

The other characteristics of this product can be summarized as: (1)ACD/LogP: 1.30 ; (2)# of Rule of 5 Violations: 0 ; (3)#H bond acceptors: 3 ; (4)#H bond donors: 2 ; (5)#Freely Rotating Bonds: 5 ; (6)Enthalpy of Vaporization: 49.4 kJ/mol ; (7)Vapour Pressure: 0.0154 mmHg at 25°C ; (8)Rotatable Bond Count: 5 ; (9)Exact Mass: 351.114043 ; (10)MonoIsotopic Mass: 351.114043 ; (11)Topological Polar Surface Area: 115 ; (12)Heavy Atom Count: 24 ; (13)Complexity: 371 ; (14)Undefined Atom StereoCenter Count: 1 ; (15)Covalently-Bonded Unit Count: 2.

People can use the following data to convert to the molecule structure. SMILES: O=S(=O)(O)c1ccc(cc1)C.O=C(OCc1ccccc1)[C@@H](N)C; InChI: InChI=1/C10H13NO2.C7H8O3S/c1-8(11)10(12)13-7-9-5-3-2-4-6-9;1-6-2-4-7(5-3-6)11(8,9)10/h2-6,8H,7,11H2,1H3;2-5H,1H3,(H,8,9,10)/t8-;/m0./s1.

Product Name

L-Alanine benzyl ester 4-toluenesulfonate

Synthetic route

L-Alanine benzyl ester 4-toluenesulfonate Specification

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