CAS 73724-43-3

3-[(1,1-Dimethylethyl)dithio]-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine

Description:

3-[(1,1-Dimethylethyl)dithio]-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine, with the CAS number 73724-43-3, is a synthetic compound primarily used in peptide synthesis and as a protecting group in organic chemistry. This compound features a dithio group, which enhances its stability and reactivity, making it useful in various chemical reactions. The presence of the fluorenylmethoxycarbonyl (Fmoc) group indicates its role as a protecting group for the amino acid L-alanine, allowing for selective reactions without interfering with the amino or carboxyl functionalities. The bulky tert-butyl dithio moiety contributes to steric hindrance, which can influence the compound's reactivity and solubility. Overall, this compound is characterized by its complex structure, which combines elements of both organic and organosilicon chemistry, making it valuable in the synthesis of peptides and other organic compounds. Its unique properties allow for specific applications in research and development within the fields of biochemistry and medicinal chemistry.

Formula: C₂₂H₂₅NO₄S₂

InChI: InChI=1S/C22H25NO4S2/c1-22(2,3)29-28-13-19(20(24)25)23-21(26)27-12-18-16-10-6-4-8-14(16)15-9-5-7-11-17(15)18/h4-11,18-19H,12-13H2,1-3H3,(H,23,26)(H,24,25)/t19-/m0/s1

InChI key: InChIKey=ZDUMTHLUTJOUML-IBGZPJMESA-N

SMILES: C(OC(N[C@@H](CSSC(C)(C)C)C(O)=O)=O)C1C=2C(C=3C1=CC=CC3)=CC=CC2

Synonyms:

• (2R)-3-(tert-Butyldisulfanyl)-2-(9H-fluoren-9-ylmethoxycarbonylamino)propanoic acid
• 3-(tert-butyldisulfanyl)-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine
• 3-[(1,1-Dimethylethyl)dithio]-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-<span class="text-smallcaps">L</span>-alanine
• <span class="text-smallcaps">L</span>-Alanine, 3-[(1,1-dimethylethyl)dithio]-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-
• Fmoc-Cys(StBu)-OH
• Fmoc-Cys(tButhio)-OH
• N-α-Fmoc-S-t-butylthio-<span class="text-smallcaps">L</span>-cysteine
• L-Alanine, 3-[(1,1-dimethylethyl)dithio]-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-
• 3-[(1,1-Dimethylethyl)dithio]-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine
• N-α-Fmoc-S-t-butylthio-L-cysteine

Fmoc-Cys(StBu)-OH

CAS: 73724-43-3

Was converted into the corresponding N-Me-Cys derivative in excellent yield. Educt for obtaining the Cys 4-methyl-2,6,7-trioxabicyclo[2,2,2]octyl (OBO) orthoester. The OBO ester was attached to a thiol resin as disulfide for obtaining peptides containing a C-terminal cysteine.

Formula: C₂₂H₂₅NO₄S₂

Purity: 99.4%

Color and Shape: White Powder

Molecular weight: 431.58

Ref: 01-4007445

(R)-2-((((9H-FLUOREN-9-YL)METHOXY)CARBONYL)AMINO)-3-(TERT-BUTYLDISULFANYL)PROPANOIC ACID

CAS: 73724-43-3

Formula: C₂₂H₂₅NO₄S₂

Purity: 97%

Color and Shape: Solid

Molecular weight: 431.5682

Ref: IN-DA003QN0

Fmoc-Cys(StBu)-OH

CAS: 73724-43-3

Fmoc-Cys(StBu)-OH

Purity: 98%

Molecular weight: 431.57g/mol

Ref: 54-OR36369

Fmoc-Cys(StBu)-OH

CAS: 73724-43-3

Formula: C₂₂H₂₅NO₄S₂

Purity: (HPLC) ≥ 98.0%

Color and Shape: White to off-white or faint beige powder

Molecular weight: 431.57

Ref: 7W-GM5540

Fmoc-L-Cys(StBu)-OH

CAS: 73724-43-3

Fmoc-L-Cys(StBu)-OH is a synthetic molecule that is used in pharmaceutical formulations. It can be synthesized from Fmoc-L-Cys and L-serine methyl ester by the chemical ligation of the two molecules. The chloride group at the end of this molecule provides a functional group for conjugation with other biomolecules, such as fatty acids. This molecule has been shown to have high purity with an isolated yield of about 98%.

Formula: C₂₂H₂₅NO₄S₂

Purity: Min. 98 Area-%

Color and Shape: Powder

Molecular weight: 431.57 g/mol

Ref: 3D-FF41067

N-(((9H-Fluoren-9-yl)methoxy)carbonyl)-S-(tert-butylthio)-L-cysteine

CAS: 73724-43-3

Purity: 97%

Molecular weight: 431.5700073

Ref: 10-F609682