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14825-82-2

Basic Information
CAS No.: 14825-82-2
Name: (S)-(-)-4-BENZYLOXAZOLIDINE-2,5-DIONE
Article Data: 47
Molecular Structure:
Molecular Structure of 14825-82-2 ((S)-(-)-4-BENZYLOXAZOLIDINE-2,5-DIONE)
Formula: C10H9NO3
Molecular Weight: 191.186
Synonyms: 2,5-Oxazolidinedione,4-(phenylmethyl)-, (S)-;2,5-Oxazolidinedione, 4-benzyl-, L- (8CI);(-)-4-Benzyl-2,5-oxazolidinedione;(S)-4-(Phenylmethyl)-2,5-oxazolidinedione;L-Phenylalanine N-carboxy anhydride;N-Carboxy-L-phenylalanine anhydride;N-Carboxy-L-phenylalanine cyclic anhydride;Phenylalanine N-carboxy anhydride;Phenylalanine-N-carboxy acid anhydride;(4S)-4-Benzyl-1,3-oxazolidine-2,5-dione;
Density: 1.3 g/cm3
Melting Point: 90 °C
Safety: 22-24/25
PSA: 55.40000
LogP: 1.19290
Synthetic route
79-37-8

oxalyl dichloride

130529-77-0

C20H33NO4Si

14825-82-2

L-phenylalanine-N-carboxyanhydride

Conditions
ConditionsYield
With N,N-dimethyl-formamide In dichloromethane at 0 - 20℃;100%
32315-10-9

bis(trichloromethyl) carbonate

16480-57-2

L-phenylalanine sodium salt

14825-82-2

L-phenylalanine-N-carboxyanhydride

Conditions
ConditionsYield
With 4-methyl-morpholine In water; acetonitrile at 20℃; for 0.00277778h; Reagent/catalyst; Flow reactor; Inert atmosphere;100%
Stage #1: bis(trichloromethyl) carbonate; L-phenylalanine sodium salt With 4-methyl-morpholine In water; acetonitrile at 20℃; for 2.77778E-05h;
Stage #2: In water; ethyl acetate; acetonitrile at 20℃; for 0.000261111h; Solvent; Reagent/catalyst;
100%
13734-34-4

N-tert-butoxycarbonyl-L-phenylalanine

14825-82-2

L-phenylalanine-N-carboxyanhydride

Conditions
ConditionsYield
With phosphorus trichloride In dichloromethane at 0℃; for 2h;98%
With bis(trichloromethyl) carbonate; triethylamine In ethyl acetate Ambient temperature;75%
32315-10-9

bis(trichloromethyl) carbonate

63-91-2

L-phenylalanine

14825-82-2

L-phenylalanine-N-carboxyanhydride

Conditions
ConditionsYield
In tetrahydrofuran at 50℃;94%
In tetrahydrofuran at 40℃; Inert atmosphere;91.5%
In tetrahydrofuran at 50℃; Inert atmosphere;84%
116-16-5

1,1,1,3,3,3-hexachloro-propan-2-one

63-91-2

L-phenylalanine

14825-82-2

L-phenylalanine-N-carboxyanhydride

Conditions
ConditionsYield
In tetrahydrofuran at 50℃; Inert atmosphere;91.5%
75-44-5

phosgene

63-91-2

L-phenylalanine

14825-82-2

L-phenylalanine-N-carboxyanhydride

Conditions
ConditionsYield
In tetrahydrofuran; toluene at 50℃; for 1h;86%
In tetrahydrofuran; toluene at 50℃; for 1.5h;86%
63-91-2

L-phenylalanine

503-38-8

trichloromethyl chloroformate

14825-82-2

L-phenylalanine-N-carboxyanhydride

Conditions
ConditionsYield
With pyrographite In tetrahydrofuran at 55℃; for 0.5h;86%
In tetrahydrofuran at 40 - 50℃; for 3h;42.8%
In tetrahydrofuran phosgenation;

N-phenoxycarbonyl-L-phenylalanine

14825-82-2

L-phenylalanine-N-carboxyanhydride

Conditions
ConditionsYield
Stage #1: N-phenoxycarbonyl-L-phenylalanine With acetic acid In acetonitrile at 80℃; Inert atmosphere;
Stage #2: With hydrogenchloride In water; acetonitrile at 20℃; for 1h; Inert atmosphere;
78%
1161-13-3

N-Cbz-L-Phe

14825-82-2

L-phenylalanine-N-carboxyanhydride

Conditions
ConditionsYield
With 1-pyrrolidinecarboxaldehyde; 1,3,5-trichloro-2,4,6-triazine In acetonitrile at 20℃; for 8h;69%
41844-91-1

N-methoxycarbonyl-L-phenylalanine

14825-82-2

L-phenylalanine-N-carboxyanhydride

Conditions
ConditionsYield
With phosphorus tribromide In diethyl ether66.8%
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  • (S)-(-)-4-benzyloxazolidine-2,5-dione  CAS NO.14825-82-2

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    14825-82-2

    (S)-(-)-4-benzyloxazolidine-2,5-dione CAS NO.14825-82-2

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Specification

The 2,5-Oxazolidinedione,4-(phenylmethyl)-, (4S)-, with the CAS registry number 14825-82-2, is also known as L-Phenylalanine N-carboxy anhydride. This chemical's molecular formula is C10H9NO3 and molecular weight is 191.18. What's more, its systematic name is (4S)-4-benzyl-1,3-oxazolidine-2,5-dione. You should not breathe dust. When using it, you must avoid contact with skin and eyes. 

Physical properties of 2,5-Oxazolidinedione,4-(phenylmethyl)-, (4S)- are: (1)ACD/LogP: 1.28; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1; (4)ACD/LogD (pH 7.4): 1; (5)ACD/BCF (pH 5.5): 6; (6)ACD/BCF (pH 7.4): 6; (7)ACD/KOC (pH 5.5): 121; (8)ACD/KOC (pH 7.4): 120; (9)#H bond acceptors: 4; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 55.4 Å2; (13)Index of Refraction: 1.569; (14)Molar Refractivity: 48.216 cm3; (15)Molar Volume: 147.089 cm3; (16)Polarizability: 19.114×10-24cm3; (17)Surface Tension: 50.081 dyne/cm; (18)Density: 1.3 g/cm3.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C2N[C@@H](Cc1ccccc1)C(=O)O2
(2)InChI: InChI=1S/C10H9NO3/c12-9-8(11-10(13)14-9)6-7-4-2-1-3-5-7/h1-5,8H,6H2,(H,11,13)/t8-/m0/s1
(3)InChIKey: GQBIVYSGPXCELZ-QMMMGPOBSA-N