N-Benzyloxycarbonyl-L-proline

N-Benzyloxycarbonyl-L-proline, also known as Cas 1148-11-4, is a chemical compound used in various fields. It appears as a white solid with a slight odor. Its molecular formula is C15H17NO4. N-Benzyloxycarbonyl-L-proline is sparingly soluble in water. In terms of safety information, it is important to note that this compound may cause irritation to the skin and eyes. It is recommended to handle it with care and avoid direct contact. Additionally, it is advisable to avoid exposure to high temperatures, as it may emit toxic fumes. Proper precautions should be taken to prevent its spread to the environment.

Applicable Fields

N-Benzyloxycarbonyl-L-proline finds applications in various fields due to its unique properties. One of its main purposes is in the field of pharmaceuticals. It is commonly used as a building block in the synthesis of peptides and proteins. The mechanism of action in this context involves its ability to protect the amino group during peptide synthesis, allowing for the formation of specific peptide bonds. This compound is also utilized in the field of organic chemistry as a protecting group for carboxylic acids. It helps to prevent unwanted reactions and allows for selective transformations.

Storage

ConditionsIt is recommended to store N-Benzyloxycarbonyl-L-proline in a cool and dry place, away from direct sunlight. Proper ventilation should be ensured to prevent the accumulation of any potentially harmful fumes.

The?IUPAC name of?N-Carbobenzoxy-L-proline is 1-phenylmethoxycarbonylpyrrolidine-2-carboxylic acid . With the?CAS registry number 1148-11-4, it is also named as?1-(Benzyloxycarbonyl)proline ; Benzyloxycarbonyl-L-proline ; Benzyloxycarbonylproline ; Carbobenzoxy-L-proline ; Carbobenzoxy-S-proline?;?L-1,2-Pyrrolidinedicarboxylic acid 1-benzyl ester ; 1,2-Pyrrolidinedicarboxylic acid, 1-(phenylmethyl) ester, (S)- (9CI) .

The?N-Carbobenzoxy-L-proline is white to light yellow crystal powder?which should be stored at the?temperature of?2-8 °C. It is harmful by inhalation, in contact with skin and if swallowed.?And it is irritating to eyes, respiratory system and skin.?Risk of impaired fertility.?So people should?not breathe dust and avoid contact with skin and eyes.?In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.?If you want to contact this product, you must wear suitable protective clothing.

The other characteristics of this product can be summarized as:?(1)ACD/LogP: 1.17 ; (2)# of Rule of 5 Violations: 0 ; (3)ACD/LogD (pH 5.5): -0.35 ; (4)ACD/LogD (pH 7.4): -2.07 ; (5)ACD/BCF (pH 5.5): 1 ; (6)ACD/BCF (pH 7.4): 1 ; (7)ACD/KOC (pH 5.5): 3.13 ; (8)ACD/KOC (pH 7.4): 1 ; (9)#H bond acceptors: 5 ; (10)#H bond donors: 1 ; (11)#Freely Rotating Bonds: 4 ; (12)Index of Refraction: 1.582 ; (13)Molar Refractivity: 63.55 cm³ ; (14)Molar Volume: 190.3 cm³ ; (15)Polarizability: 25.19×10^-24 cm³ ; (16)Surface Tension: 58.5 dyne/cm ; (17)Enthalpy of Vaporization: 72.53 kJ/mol ; (18)Vapour Pressure: 3.06E-08 mmHg at 25°C ; (19)Rotatable Bond Count: 4 ; (20)Exact Mass: 249.100108 ; (21)MonoIsotopic Mass: 249.100108 ; (22)Topological Polar Surface Area: 66.8 ; (23)Heavy Atom Count: 18.

People can use the following data to convert to the molecule structure.?SMILES: O=C(O)[C@@H]2N(C(=O)OCc1ccccc1)CCC2;?InChI: InChI=1/C13H15NO4/c15-12(16)11-7-4-8-14(11)13(17)18-9-10-5-2-1-3-6-10/h1-3,5-6,11H,4,7-9H2,(H,15,16)/t11-/m1/s1.

The following is the toxicity data which has been tested.

CHEMICAL IDENTIFICATION

RTECS NUMBER :

UY0745000

CHEMICAL NAME :

1,2-Pyrrolidinedicarboxylic acid, 1-benzyl ester, L-

CAS REGISTRY NUMBER :

1148-11-4

LAST UPDATED :

199406

DATA ITEMS CITED :

3

MOLECULAR FORMULA :

C13-H15-N-O4

MOLECULAR WEIGHT :

249.29

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :

LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :

Intravaginal

SPECIES OBSERVED :

Rodent - mouse

DOSE/DURATION :

>1 gm/kg

TOXIC EFFECTS :

Details of toxic effects not reported other than lethal dose value

REFERENCE :

JPMSAE Journal of Pharmaceutical Sciences. (American Pharmaceutical Assoc., 2215 Constitution Ave., NW, Washington, DC 20037) V.50- 1961- Volume(issue)/page/year: 68,696,1979 ** REPRODUCTIVE DATA **

TYPE OF TEST :

TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :

Intraperitoneal

DOSE :

280 mg/kg

SEX/DURATION :

female 28 day(s) pre-mating

TOXIC EFFECTS :

Reproductive - Fertility - female fertility index (e.g. # females pregnant per # sperm positive females; # females pregnant per # females mated)

REFERENCE :

JPMSAE Journal of Pharmaceutical Sciences. (American Pharmaceutical Assoc., 2215 Constitution Ave., NW, Washington, DC 20037) V.50- 1961- Volume(issue)/page/year: 68,696,1979

TYPE OF TEST :

TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :

Intravaginal

DOSE :

280 ug/kg

SEX/DURATION :

female 28 day(s) pre-mating

TOXIC EFFECTS :

Reproductive - Fertility - female fertility index (e.g. # females pregnant per # sperm positive females; # females pregnant per # females mated)

REFERENCE :

JPMSAE Journal of Pharmaceutical Sciences. (American Pharmaceutical Assoc., 2215 Constitution Ave., NW, Washington, DC 20037) V.50- 1961- Volume(issue)/page/year: 68,696,1979