L-Aspartic acid benzyl ester supplier

Name
L-Aspartic acid benzyl ester
EINECS 218-541-8
CAS No. 7362-93-8
Article Data9
CAS DataBase
Density 1.283 g/cm³
Solubility
Melting Point 176 °C
Formula C₁₁H₁₃NO₄
Boiling Point 391 °C at 760 mmHg
Molecular Weight 223.229
Flash Point 190.3°C
Transport Information
Appearance
Safety
Risk Codes R20/21/22; R36/37/38; R40; R43
Molecular Structure
Hazard Symbols Xn
Synonyms Asparticacid, 1-benzyl ester, L- (8CI);(S)-3-Amino-4-(benzyloxy)-4-oxobutanoicacid;1-Benzyl L-aspartate;Aspartic acid 1-benzylester;Aspartic acid a-benzyl ester;L-Aspartic acid a-benzyl ester;NSC 186918;a-Benzyl L-aspartate;H-Asp-OBzl;
PSA 89.62000
LogP 1.23210

Synthetic route

: 30925-18-9
2-tert-butoxycarbonylamino-succinic acid 1-benzyl ester

: 7362-93-8
(S)-3-amino-4-(benzyloxy)-4-oxobutanoic acid

Conditions

Conditions	Yield
With phosphoric acid In tetrahydrofuran at 20℃; for 4h;	94%
With phosphoric acid In dichloromethane at 20℃; for 3h;	94%
With trifluoroacetic acid In dichloromethane for 2h; Ambient temperature;

: 2886-33-1
dibenzyl L-aspartate toluene-4-sulphonate

: 7362-93-8
(S)-3-amino-4-(benzyloxy)-4-oxobutanoic acid

Conditions

Conditions	Yield
With hydrogen bromide In acetic acid

: 6327-59-9
L-aspartic acid dibenzyl ester hydrochloride

: 7362-93-8
(S)-3-amino-4-(benzyloxy)-4-oxobutanoic acid

Conditions

Conditions	Yield
With hydrogen bromide; acetic acid

: 5487-35-4
(S)-3-amino-dihydro-furan-2,5-dione; hydrobromide

: 100-51-6
benzyl alcohol

: 7362-93-8
(S)-3-amino-4-(benzyloxy)-4-oxobutanoic acid

Conditions

Conditions	Yield
With triethylamine

L-aspartic acid dibenzyl ester-toluene-4-sulfonate: L-aspartic acid dibenzyl ester-toluene-4-sulfonate

: 7362-93-8
(S)-3-amino-4-(benzyloxy)-4-oxobutanoic acid

Conditions

Conditions	Yield
With hydrogen iodide; acetic acid

: 56-84-8
L-Aspartic acid

: 100-51-6
benzyl alcohol

: 7362-93-8
(S)-3-amino-4-(benzyloxy)-4-oxobutanoic acid

Conditions

Conditions	Yield
With PPA at 92℃; for 8h;
With sulfuric acid In diethyl ether at 20℃; for 24h;

: 123-51-3
i-Amyl alcohol

: 7362-93-8
(S)-3-amino-4-(benzyloxy)-4-oxobutanoic acid

: C16H23NO4

Conditions

Conditions	Yield
Stage #1: (S)-3-amino-4-(benzyloxy)-4-oxobutanoic acid With 6-chloro-3-((dimethylamino)(dimethyliminio)methyl)-1H-benzo[d][1,2,3]triazol-3-ium-1-olatehexafluorophosphate(V) In dichloromethane at 20℃; for 0.5h; Stage #2: i-Amyl alcohol With triethylamine In dichloromethane at 20℃; for 4h;	95%

: 67-56-1
methanol

: 7362-93-8
(S)-3-amino-4-(benzyloxy)-4-oxobutanoic acid

: 51298-61-4
(S)-1-benzyl 4-methyl 2-aminosuccinate

Conditions

Conditions	Yield
With thionyl chloride for 17h; Heating;	86%
Stage #1: (S)-3-amino-4-(benzyloxy)-4-oxobutanoic acid With thionyl chloride for 0.25h; Cooling with ice-water; Stage #2: methanol at 20℃; for 29h;
With thionyl chloride at 20℃; Cooling with ice;

: 7362-93-8
(S)-3-amino-4-(benzyloxy)-4-oxobutanoic acid

: 101649-06-3
N-((R)-3-Benzyloxytetradecanoyloxy)succinimid

: 142982-03-4
N-<(R)-3-(benzyloxy)tetradecanoyl>-(S)-aspartic acid α-benzyl ester

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide for 17h; Ambient temperature;	86%

: 119072-55-8, 7188-38-7
tert-butylisonitrile

: 7362-93-8
(S)-3-amino-4-(benzyloxy)-4-oxobutanoic acid

: 552-89-6
2-nitro-benzaldehyde

: 4-benzyloxycarbonyl-1-<(N-tert-butylcarbamoyl)(2-nitrophenyl)methyl>azetidin-2-one

Conditions

Conditions	Yield
In methanol at 0℃; for 12h;	85%

...Expand

: 50-00-0
formaldehyd

: 7362-93-8
(S)-3-amino-4-(benzyloxy)-4-oxobutanoic acid

: 3128-85-6
diphenylmethyl isocyanide

: 168134-84-7
4-benzyloxycarbonyl-1-<(N-diphenylmethylcarbamoyl)methyl>azetidin-2-one

Conditions

Conditions	Yield
In methanol at 0℃; for 12h;	83%

...Expand

: 119072-55-8, 7188-38-7
tert-butylisonitrile

: 7362-93-8
(S)-3-amino-4-(benzyloxy)-4-oxobutanoic acid

: 123-11-5
4-methoxy-benzaldehyde

: 4-benzyloxycarbonyl-1-<(N-tert-butylcarbamoyl)(4-methoxyphenyl)methyl>azetidin-2-one

Conditions

Conditions	Yield
In methanol at 0℃; for 12h;	80%

...Expand

: 696-59-3
cis,trans-2,5-dimethoxytetrahydrofuran

: 7362-93-8
(S)-3-amino-4-(benzyloxy)-4-oxobutanoic acid

: 866139-29-9
(2-pyrrol-1-yl)succinic acid 1-benzyl ester

Conditions

Conditions	Yield
With sodium acetate; acetic acid at 76℃; for 2h;	78%
Stage #1: (S)-3-amino-4-(benzyloxy)-4-oxobutanoic acid With sodium acetate; acetic acid In water at 20 - 75℃; for 0.5h; Inert atmosphere; Stage #2: cis,trans-2,5-dimethoxytetrahydrofuran In water at 75℃; for 2h; Inert atmosphere;

: 119072-55-8, 7188-38-7
tert-butylisonitrile

: 6095-62-1
4,4,4-trichloro-Δ2-butenal

: 7362-93-8
(S)-3-amino-4-(benzyloxy)-4-oxobutanoic acid

: 4-benzyloxycarbonyl-1-<(N-tert-butylcarbamoyl)(3,3,3-trichloro-1-propenyl)methyl>azetidin-2-one

Conditions

Conditions	Yield
In methanol at 0℃; for 24h;	72%

...Expand

: 7362-93-8
(S)-3-amino-4-(benzyloxy)-4-oxobutanoic acid

9-Fluorenylmethyloxycarbonyl deriv.: 9-Fluorenylmethyloxycarbonyl deriv.

: 86060-83-5
N-(9-fluorenylmethoxycarbonyl)-L-aspartyl α-benzyl ester

Conditions

Conditions	Yield
	64%

: 7362-93-8
(S)-3-amino-4-(benzyloxy)-4-oxobutanoic acid

: 3128-85-6
diphenylmethyl isocyanide

: dehydrocholic aldehyde

: 4-benzyloxycarbonylmethyl-1-<(N-diphenylmethylcarbamoyl)(dehydrocholyic)methyl>azetidin-2-one

Conditions

Conditions	Yield
In methanol 1 h; RT;	61%

...Expand

: 3262-72-4
(S)-N-(tert-butoxycarbonyl)serine

: 7362-93-8
(S)-3-amino-4-(benzyloxy)-4-oxobutanoic acid

: 18107-18-1
diazomethyl-trimethyl-silane

A: 51298-61-4
(S)-1-benzyl 4-methyl 2-aminosuccinate

B: Boc-Ser-Asp(Me)-OBn

Conditions

Conditions	Yield
Stage #1: (S)-N-(tert-butoxycarbonyl)serine; (S)-3-amino-4-(benzyloxy)-4-oxobutanoic acid With C12H6B2Br4O3 In 1,2-dichloro-ethane at 90℃; for 24h; Stage #2: diazomethyl-trimethyl-silane In methanol; hexane; 1,2-dichloro-ethane at 0℃; for 0.5h;	A 19 %Spectr. B 60%

...Expand

: 119072-55-8, 7188-38-7
tert-butylisonitrile

: 1074-12-0
phenylglyoxal hydrate

: 7362-93-8
(S)-3-amino-4-(benzyloxy)-4-oxobutanoic acid

: 4-benzyloxycarbonyl-1-<(N-tert-butylcarbamoyl)(benzoyl)methyl>azetidin-2-one

Conditions

Conditions	Yield
In methanol at 0℃; for 12h;	58%

...Expand

: 20615-64-9
fluorene-9-carbaldehyde

: 7362-93-8
(S)-3-amino-4-(benzyloxy)-4-oxobutanoic acid

: 3128-85-6
diphenylmethyl isocyanide

: 4-benzyloxycarbonyl-1-<(N-diphenylmethylcarbamoyl)(9-fluorenyl)methyl>azetidin-2-one

Conditions

Conditions	Yield
In methanol at 65℃; for 48h;	33%

...Expand

: 620-02-0
5-Methylfurfural

: 1197040-29-1
phenyl isocyanate

: 7362-93-8
(S)-3-amino-4-(benzyloxy)-4-oxobutanoic acid

: (4S)-N-phenyl-2-(4-benzyloxycarbonyl-2-oxo-azetidin-1-yl)-2-(5-methyl-2-furyl)-acetamide

Conditions

Conditions	Yield
In methanol Ambient temperature;	31%

...Expand

: 872-85-5
pyridine-4-carbaldehyde

: 119072-55-8, 7188-38-7
tert-butylisonitrile

: 7362-93-8
(S)-3-amino-4-(benzyloxy)-4-oxobutanoic acid

: 4-benzyloxycarbonyl-1-<(N-tert-butylcarbamoyl)(4-pyridinyl)methyl>azetidin-2-one

Conditions

Conditions	Yield
In methanol at 0℃; for 12h;	31%

...Expand

: 1197040-29-1
phenyl isocyanate

: 7362-93-8
(S)-3-amino-4-(benzyloxy)-4-oxobutanoic acid

: 100-52-7
benzaldehyde

: (4S)-N-phenyl-2-(4-benzyloxycarbonyl-2-oxo-azetidin-1-yl)-2-phenyl-acetamide

Conditions

Conditions	Yield
In methanol for 64h; Ambient temperature;	30%

...Expand

: 696-59-3
cis,trans-2,5-dimethoxytetrahydrofuran

: 7362-93-8
(S)-3-amino-4-(benzyloxy)-4-oxobutanoic acid

: 883977-41-1
(S)-2-Carbazol-9-yl-succinic acid 1-benzyl ester

Conditions

Conditions	Yield
With hydrogenchloride; acetic acid In 1,4-dioxane for 3h; Heating;	30%

: 7362-93-8
(S)-3-amino-4-(benzyloxy)-4-oxobutanoic acid

: 2835-21-4
allyl isocyanide

: 78-84-2
isobutyraldehyde

: 4-benzyloxycarbonyl-1-<(N-allylcarbamoyl)(isopropyl)methyl>azetidin-2-one

Conditions

Conditions	Yield
In methanol at 0℃; for 8h;	28%

...Expand

: 1197040-29-1
phenyl isocyanate

: 7362-93-8
(S)-3-amino-4-(benzyloxy)-4-oxobutanoic acid

: 591-31-1
3-methoxy-benzaldehyde

: (4S)-N-phenyl-2-(4-benzyloxycarbonyl-2-oxo-azetidin-1-yl)-2-(3-methoxyphenyl)-acetamide

Conditions

Conditions	Yield
In methanol Ambient temperature;	24%

...Expand

: 7362-93-8
(S)-3-amino-4-(benzyloxy)-4-oxobutanoic acid

: 4779-31-1
Z-Asp-OBn

Conditions

Conditions	Yield
With water; sodium hydrogencarbonate anschliessend Behandeln mit Chlorokohlensaeure-benzylester;

: 540-88-5
acetic acid tert-butyl ester

: 7362-93-8
(S)-3-amino-4-(benzyloxy)-4-oxobutanoic acid

: 2131-29-5
(S)-1-benzyl-4-tert-butyl 2-aminosuccinate

Conditions

Conditions	Yield
With perchloric acid

: 7362-93-8
(S)-3-amino-4-(benzyloxy)-4-oxobutanoic acid

: 25474-85-5
4-methoxybenzyloxycarbonyl azide

: p-methoxybenzyloxycarbonyl-Asp-α-OBzl

Conditions

Conditions	Yield
With magnesium oxide In 1,4-dioxane; water

: 7362-93-8
(S)-3-amino-4-(benzyloxy)-4-oxobutanoic acid

: 501-53-1
benzyl chloroformate

: 4779-31-1
Z-Asp-OBn

: 7362-93-8
(S)-3-amino-4-(benzyloxy)-4-oxobutanoic acid

: 115-11-7
isobutene

: 2131-29-5
(S)-1-benzyl-4-tert-butyl 2-aminosuccinate

Conditions

Conditions	Yield
With sulfuric acid In 1,4-dioxane

: 75-77-4
chloro-trimethyl-silane

: 7362-93-8
(S)-3-amino-4-(benzyloxy)-4-oxobutanoic acid

: N-(Trimethylsilyl)asparaginsaeure-1-benzylester

Conditions

Conditions	Yield
With triethylamine In dichloromethane

: 13303-10-1
tert-Butyl 4-nitrophenyl carbonate

: 7362-93-8
(S)-3-amino-4-(benzyloxy)-4-oxobutanoic acid

: 30925-18-9
2-tert-butoxycarbonylamino-succinic acid 1-benzyl ester

Conditions

Conditions	Yield
With triethylamine

L-Aspartic acid benzyl ester Specification

The IUPAC name of H-Asp-OBzl is 3-amino-4-oxo-4-phenylmethoxybutanoic acid. With the CAS registry number 7362-93-8, it is also named as L-Aspartic acid, 1-(phenylmethyl) ester. The product's categories are Amino Acids Derivatives; Amino Acids; Aspartic acid [Asp, D]; Amino Acids and Derivatives; Amino Acid Benzyl Esters; Amino Acids (C-Protected); Biochemistry. It is used in peptide synthesis. Additionally, this chemical should be sealed in the conmtainer and stored in the cool and dry place.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 1.23; (2)# of Rule of 5 Violations: 0; (3)ACD/BCF (pH 5.5): 1; (4)ACD/BCF (pH 7.4): 1; (5)ACD/KOC (pH 5.5): 1; (6)ACD/KOC (pH 7.4): 1; (7)#H bond acceptors: 5; (8)#H bond donors: 3; (9)#Freely Rotating Bonds: 7; (10)Index of Refraction: 1.563; (11)Molar Refractivity: 56.53 cm³; (12)Molar Volume: 173.9 cm³; (13)Polarizability: 22.41×10^-24 cm³; (14)Surface Tension: 56.1 dyne/cm; (15)Enthalpy of Vaporization: 67.56 kJ/mol; (16)Vapour Pressure: 8.17E-07 mmHg at 25°C; (17)Rotatable Bond Count: 6; (18)Exact Mass: 223.084458; (19)MonoIsotopic Mass: 223.084458; (20)Topological Polar Surface Area: 89.6; (21)Heavy Atom Count: 16; (22)Complexity: 248.

People can use the following data to convert to the molecule structure.
1. SMILES:[O-]C(=O)C[C@@H](C(=O)OCc1ccccc1)[NH3+]
2. InChI:InChI=1/C11H13NO4/c12-9(6-10(13)14)11(15)16-7-8-4-2-1-3-5-8/h1-5,9H,6-7,12H2,(H,13,14)/t9-/m0/s1

Product Name

L-Aspartic acid benzyl ester

Synthetic route

L-Aspartic acid benzyl ester Specification

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