32854-09-4

Basic information

• Product Name: Dimethyl L-cystinate dihydrochloride
• Synonyms: DiMethyl L-Cystine dihydrochloride;(2R,2'R)-DiMethyl 3,3'-disulfanediylbis(2-aMinopropanoate) dihydrochloride;L-Cystine,1,1'-diMethyl ester, hydrochloride (1:2);Methyl 2-amino-3-(((R)-2-amino-3-methoxy-3-oxopropyl)disulfanyl)propanoate dihydrochloride;(L-Cys-OMe)2·2HCl;(H-L-Cys-OMe)2·2HCl (Disulfide bond);L-Cystine bis(methyl ester) dihydrochloride≥ 98% (TLC);DIMETHYL CYSTINATE 2HCL
• CAS NO: 32854-09-4
• Molecular Formula: C₈H₁₆N₂O₄S₂*2ClH
• Molecular Weight: 341.28
• EINECS: 251-261-4
• Product Categories: pharmacetical;Chemical Amines;Amine;Amino Acids & Derivatives;Sulfur & Selenium Compounds;Amino Acid Derivatives;Cysteine/Cystine;Peptide Synthesis
• Mol File: 32854-09-4.mol
• Article Data: 19

Chemical Properties

• Melting Point: 182-183 °C (dec.)(lit.)
• Boiling Point: 375.5 °C at 760 mmHg
• Flash Point: 180.9 °C
• Appearance: White/Powder
• Vapor Pressure: 7.75E-06mmHg at 25°C
• Storage Temp.: Store at RT.
• Solubility: DMSO, Methanol, Water
• BRN: 4727524
• CAS DataBase Reference: Dimethyl L-cystinate dihydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: Dimethyl L-cystinate dihydrochloride(32854-09-4)
• EPA Substance Registry System: Dimethyl L-cystinate dihydrochloride(32854-09-4)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-22
• Safety Statements: 26-36-37/39
• WGK Germany: 3
• Hazardous Substances Data: 32854-09-4(Hazardous Substances Data)

Usage

Chemical Properties

White Solid

Uses

L-Cystine-dimethyl Ester Dihydrochloride (cas# 32854-09-4) is a compound useful in organic synthesis.

InChI:InChI=1/C8H16N2O4S2/c1-13-7(11)5(9)3-15-16-4-6(10)8(12)14-2/h5-6H,3-4,9-10H2,1-2H3/p+2/t5-,6-/m0/s1

Upstream product

• 18598-63-5 L-cysteine methyl ester hydrochloride 
• 220168-39-8 benzyl N-(benzoyloxy)benzohydroxamate 
• 67-56-1 methanol 
• 13059-63-7 L-cystine dihydrochloride 
• 56-89-3 L-cystine 
• 349-46-2 S,S-cystine 

Downstream Products

• 3693-95-6 N,N'-bis[(phenylmethoxy)carbonyl]-L-cystine 1,1'-dimethyl ester 
• 84344-30-9 (S)-4-((R)-1-Methoxycarbonyl-2-{(R)-2-methoxycarbonyl-2-[(S)-4-methoxycarbonyl-4-(2,2,2-trifluoro-acetylamino)-butyrylamino]-ethyldisulfanyl}-ethylcarbamoyl)-2-(2,2,2-trifluoro-acetylamino)-butyric acid methyl ester 
• 5673-91-6 dimethyl 3,3'-disulfanediyl(2R,2'R)-bis(2-benzamidopropanoate) 
• 16707-82-7 N,N’-di(benzoyl)-L-cysteine diamide 
• 866760-12-5 methyl S-(2-fluorophenyl)-L-cysteinate 

Relevant articles and documents

Biosynthetic selenoproteins with genetically-encoded photocaged selenocysteines

Selenocysteine is a valuable component of both natural selenoproteins and designer biocatalysts; however the availability of such proteins is hampered by technical limitations. Here we report the first general strategy for the production of selenoproteins via genetically-encoded incorporation of a synthetic photocaged selenocysteine residue in yeast cells, and provide examples of light-controlled protein dimerization and targeted covalent labeling in vitro.

Palladium-Catalyzed Carbonylative Synthesis of Aryl Selenoesters Using Formic Acid as an Ex Situ CO Source

A new catalytic protocol for the synthesis of selenoesters from aryl iodides and diaryl diselenides has been developed, where formic acid was employed as an efficient, low-cost, and safe substitute for toxic and gaseous CO. This protocol presents a high functional group tolerance, providing access to a large family of selenoesters in high yields (up to 97%) while operating under mild reaction conditions, and avoids the use of selenol which is difficult to manipulate, easily oxidizes, and has a bad odor. Additionally, this method can be efficiently extended to the synthesis of thioesters with moderate-to-excellent yields, by employing for the first time diorganyl disulfides as precursors.

Pd/BIPHEPHOS is an Efficient Catalyst for the Pd-Catalyzed S-Allylation of Thiols with High n-Selectivity

The Pd-catalyzed S-allylation of thiols with stable allylcarbonate and allylacetate reagents offers several advantages over established reactions for the formation of thioethers. We could demonstrate that Pd/BIPHEPHOS is a catalyst system which allows the transition metal-catalyzed S-allylation of thiols with excellent n-regioselectivity. Mechanistic studies showed that this reaction is reversible under the applied reaction conditions. The excellent functional group tolerance of this transformation was demonstrated with a broad variety of thiol nucleophiles (18 examples) and allyl substrates (9 examples), and could even be applied for the late-stage diversification of cephalosporins, which might find application in the synthesis of new antibiotics. (Figure presented.).