N-[(Benzyloxy)carbonyl]-D-valine

Basic Information

View in Editor

CAS Number

1685-33-2

Molecular Formula

C13H17NO4

Molecular Weight

251.28 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Ethers

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Basic Physical Properties

Melting Point

58.0 to 63.0 deg-C

Boiling Point

432.6 ºC at 760 mmHg

Density

1.1820

Flash Point

215.4 ºC

Refractive Index

4 ° (C=2, AcOH)

Specific Rotation

+2.8-+4.8 °(c=2, acetic acid)

SMILES

View in Editor

CC(C)C(C(=O)O)NC(=O)OCC1=CC=CC=C1

InChI

InChI=1S/C13H17NO4/c1-9(2)11(12(15)16)14-13(17)18-8-10-6-4-3-5-7-10/h3-7,9,11H,8H2,1-2H3,(H,14,17)(H,15,16)/t11-/m1/s1

InChIKey

CANZBRDGRHNSGZ-LLVKDONJSA-N

LogP

2.022

Topological Polar Surface Area

75.63 Å²

Hydrogen Bond Donor/Acceptor

2 / 5

Complexity

285

Safety Information

View Safety Information

Hazard Statement

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Synonyms & References

English

CBZ-D-VALINE
AS-12746
C2139
N-Carbobenzoxy-D-valine
Cbz-D-Val-OH
Valine, N-carboxy-, N-benzyl ester, D-
N-Cbz-D-valine
AKOS015924216
Z-D-Valine
EN300-121305
(R)-2-benzyloxycarbonylamino-3-methyl-butyric acid
N-alpha-BenZyloxycarbonyl-D-valine (CbZ-D-Val-OH)
WRJ5TH8NR7
SR-01000635893-1
CS-W014621
A810980
(R)-2-(benzyloxycarbonylamino)-3-methylbutanoic acid
N-Benzyloxycarbonyl-D-valine
(2R)-3-methyl-2-(phenylmethoxycarbonylamino)butanoic acid
HY-W013905
Q-101853
((Benzyloxy)carbonyl)-D-valine
N-[(Phenylmethoxy)carbonyl]-D-valine
D-Valine, N-[(phenylmethoxy)carbonyl]-
N-[(benzyloxy)carbonyl]-D-valine
n-benzyloxycarbonyl d-valine
(2R)-2-[[(Benzyloxy)carbonyl]amino]-3-methylbutanoic acid
1685-33-2
N-[(benzyloxy) carbonyl]-D-valine
MFCD00065703
Z-D-Val-OH

MDL Number

MFCD00065703

Customs Code

29225090

FAQ

What are the physical and chemical properties of N-[(Benzyloxy)carbonyl]-D-valine (CAS: 1685-33-2)?

N-[(Benzyloxy)carbonyl]-D-valine (CAS: 1685-33-2) is a white crystalline solid with a molecular weight of approximately 262.27 g/mol. It has a melting point of 215-217°C and is soluble in methanol, ethanol, and chloroform. The compound is stable in air and is a chiral molecule. It is less reactive than many other carboxylic acid derivatives but can undergo esterification and amidation reactions under appropriate conditions.

How is N-[(Benzyloxy)carbonyl]-D-valine (CAS: 1685-33-2) typically synthesized?

N-[(Benzyloxy)carbonyl]-D-valine (CAS: 1685-33-2) can be synthesized using a multi-step process involving the protection of D-valine with benzyloxycarbonyl group. This typically involves the reaction of D-valine with phenyl methyl chloroformate in the presence of a base like triethylamine to form the protected amino acid. Further steps may include acetylation and deprotection to achieve the final product. The yield and selectivity can be improved by optimizing reaction conditions and using appropriate solvents and catalysts.

What industries use N-[(Benzyloxy)carbonyl]-D-valine (CAS: 1685-33-2)?

N-[(Benzyloxy)carbonyl]-D-valine (CAS: 1685-33-2) is primarily used in the pharmaceutical industry as a building block for the synthesis of peptides and other biologically active compounds. It is also used in the polymer industry for the modification of synthetic polymers and in the chemical sensing field for the development of sensor materials. Additionally, it finds applications in the development of semiconductors and electronic materials.

What precautions should be taken when handling N-[(Benzyloxy)carbonyl]-D-valine (CAS: 1685-33-2)?

When handling N-[(Benzyloxy)carbonyl]-D-valine (CAS: 1685-33-2), it is important to wear protective gloves, safety goggles, and a lab coat. Work in a well-ventilated area or a fume hood to avoid inhalation of dust or vapors. Spills should be cleaned up using appropriate absorbent materials, and the area should be thoroughly washed. In case of skin contact, remove contaminated clothing and wash the affected area with plenty of water. In case of eye contact, rinse eyes with water for at least 15 minutes and seek medical attention. For more detailed safety information, refer to the Material Safety Data Sheet (MSDS) (formerly known as SDS).