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

Basic Information

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CAS Number

26607-51-2

Molecular Formula

C11H13NO4

Molecular Weight

223.23 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

83-84°C

Boiling Point

422.1℃ at 760 mmHg

Density

1.2460

Flash Point

209.1℃

Refractive Index

1.459

SMILES

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

InChI

InChI=1S/C11H13NO4/c1-8(10(13)14)12-11(15)16-7-9-5-3-2-4-6-9/h2-6,8H,7H2,1H3,(H,12,15)(H,13,14)/t8-/m1/s1

InChIKey

TYRGLVWXHJRKMT-MRVPVSSYSA-N

LogP

1.3859000000000001

Topological Polar Surface Area

75.63 Å²

Hydrogen Bond Donor/Acceptor

2 / 5

Complexity

248

Synonyms & References

English

N-{[(phenylmethyl)oxy]carbonyl}-D-alanine
CS-W013096
(R)-2-(BENZYLOXYCARBONYLAMINO)PROPANOIC ACID
(2R)-2-{[(benzyloxy)carbonyl]amino}propanoic acid
N-Carbobenzoxy-D-alanine
CBZ-ALA-OH
N-[(Benzyloxy)carbonyl]alanine #
Z-D-Ala
SCHEMBL856196
Nalpha-Benzyloxycarbonyl-D-alanine
EN300-101011
N-Benzyloxycarbonyl-D-alanine
(R)-2-benzyloxycarbonylamino-propionic acid
D-ALANINE, N-[(PHENYLMETHOXY)CARBONYL]-
J-300020
Cbz-D-Ala-OH
carbobenzyloxy-D-alanine
US9321743, Cbz-D-Ala
Nalpha -benzyloxycarbonyl-D-alanine
N-alpha-BenZyloxycarbonyl-D-alanine (CbZ-D-Ala-OH)
Z-D-alanine
AM20060581
SY006640
M06221
26607-51-2
N-[(benzyloxy)carbonyl]-D-alanine
((Benzyloxy)carbonyl)-D-alanine
MFCD00063126
(R)-2-(((Benzyloxy)carbonyl)amino)propanoic acid
N-(benzyloxycarbonyl)-D-alanine
N-Cbz-d-alanine

MDL Number

MFCD00063126

Customs Code

2924299090

FAQ

What are the physical and chemical properties of N-[(Benzyloxy)carbonyl]-D-alanine (CAS: 26607-51-2)?

N-[(Benzyloxy)carbonyl]-D-alanine is a white to off-white crystalline solid with a molecular weight of approximately 260.27 g/mol. It is sparingly soluble in water and ethanol. The compound exhibits good reactivity, particularly in esterification and amidation reactions. Its solubility and reactivity make it suitable for various applications in organic synthesis and pharmaceuticals.

How is N-[(Benzyloxy)carbonyl]-D-alanine (CAS: 26607-51-2) typically synthesized?

N-[(Benzyloxy)carbonyl]-D-alanine is typically synthesized through the reaction of D-alanine with benzyloxycarbonyl chloride in the presence of a base such as triethylamine. The process yields high selectivity and good to excellent yield, making it a common method in peptide and medicinal chemistry.

What industries use N-[(Benzyloxy)carbonyl]-D-alanine (CAS: 26607-51-2)?

N-[(Benzyloxy)carbonyl]-D-alanine is used in the pharmaceutical industry for the synthesis of various drugs, particularly in peptide and amide-based compounds. It is also utilized in the polymer industry for the modification of polymers and in the semiconductor industry for the preparation of functional materials and sensors.

What precautions should be taken when handling N-[(Benzyloxy)carbonyl]-D-alanine (CAS: 26607-51-2)?

When handling N-[(Benzyloxy)carbonyl]-D-alanine, it is important to use personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Work should be conducted in a well-ventilated area or a fume hood. Spills should be cleaned up immediately using appropriate chemical spill response procedures. Always consult the Safety Data Sheet (SDS) for detailed handling and exposure information.