S-[(Benzyloxy)carbonyl]-L-cysteine

Basic Information

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CAS Number

1625-72-5

Molecular Formula

C11H13NO4S

Molecular Weight

255.29 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Amines

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Basic Physical Properties

SMILES

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C1=CC=C(C=C1)COC(=O)SCC(C(=O)O)N

InChI

InChI=1S/C11H13NO4S/c12-9(10(13)14)7-17-11(15)16-6-8-4-2-1-3-5-8/h1-5,9H,6-7,12H2,(H,13,14)/t9-/m0/s1

InChIKey

IAZGSEXFFGHKDF-VIFPVBQESA-N

LogP

1.4682999999999997

Topological Polar Surface Area

89.62 Å²

Hydrogen Bond Donor/Acceptor

3 / 5

Complexity

266

Safety Information

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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

S-Cbz-L-cysteine
29663-62-5
(R)-2-Amino-3-(((benZyloxy)carbonyl)thio)propanoic acid (H-L-Cys(CbZ)-OH)
CS-W022737
L-Cysteine, S-[(phenylmethoxy)carbonyl]-
HY-W041997
(2R)-2-amino-3-phenylmethoxycarbonylsulfanylpropanoic acid
s-[(benzyloxy)carbonyl]cysteine
MFCD00055774
J-009951
H-Cys(Z)-OH
I10523
AKOS015897529
S-Carbobenzoxy-L-cystein
SCHEMBL1374126
DS-14411
(2R)-2-amino-3-(phenylmethoxycarbonylsulfanyl)propanoic acid
1625-72-5
L-Cysteine(Z)-OH
s-z-l-cysteine
(R)-2-Amino-3-(((benzyloxy)carbonyl)thio)propanoic acid
BAA62572
DTXSID90952125
S-Carbobenzoxy-L-cysteine
H-Cys(Z)-OH.HCl
H-Cys(Cbz)-OH
S-Z-L-CYSTEINE
S-carbobenzyloxy-L-cysteine
Nε-Carbobenzyloxy-L-cysteine
S-CBZ-L-CYSTEINE CRYSTALLINE
N-BENZYLOXYCARBONYL-L-CYSTEINE

MDL Number

MFCD00055774

Customs Code

2930909090

FAQ

What are the physical and chemical properties of S-[(Benzyloxy)carbonyl]-L-cysteine (CAS: 1625-72-5)?

S-[(Benzyloxy)carbonyl]-L-cysteine is a crystalline compound with a molecular weight of approximately 326.26 g/mol. It has a low solubility in water and is mildly hydrolytically stable. This compound is reactive towards nucleophiles and can undergo peptide bond formation. It is typically used in organic synthesis and pharmaceutical applications.

How is S-[(Benzyloxy)carbonyl]-L-cysteine (CAS: 1625-72-5) typically synthesized?

S-[(Benzyloxy)carbonyl]-L-cysteine is synthesized via a Williamson ether synthesis or a nucleophilic substitution reaction. The key steps involve the reaction of benzyloxy carbonyl chloride with L-cysteine under basic conditions, followed by purification to yield the desired product with good selectivity and yield.

What industries use S-[(Benzyloxy)carbonyl]-L-cysteine (CAS: 1625-72-5)?

S-[(Benzyloxy)carbonyl]-L-cysteine is primarily used in pharmaceuticals for the synthesis of pharmaceutical intermediates and in polymer science for the development of biodegradable polymers. It also finds applications in the production of sensors and semiconductors for its reactivity and structural properties.

What precautions should be taken when handling S-[(Benzyloxy)carbonyl]-L-cysteine (CAS: 1625-72-5)?

Safety precautions for handling S-[(Benzyloxy)carbonyl]-L-cysteine include wearing appropriate personal protective equipment (PPE) such as gloves, safety glasses, and a lab coat. It should be handled in a well-ventilated area or a fume hood. In case of spills, immediately clean up using proper waste disposal procedures and refer to the Safety Data Sheet (SDS) for detailed instructions.