Methyl 2-amino-3-(((R)-2-amino-3-methoxy-3-oxopropyl)disulfanyl)propanoate dihydrochloride

Base Information

• Chemical Name: Methyl 2-amino-3-(((R)-2-amino-3-methoxy-3-oxopropyl)disulfanyl)propanoate dihydrochloride
• CAS No.: 32854-09-4
• Molecular Formula: C8H16N2O4S2^.2(HCl)
• Molecular Weight: 341.28
• Hs Code.: 29309090
• European Community (EC) Number: 251-261-4
• Mol file: 32854-09-4.mol

Synonyms:(H-Cys-OMe)2.2HCl;32854-09-4;SCHEMBL1565157;Methyl 2-amino-3-(((R)-2-amino-3-methoxy-3-oxopropyl)disulfanyl)propanoate dihydrochloride;CID 12916807;methyl 2-amino-3-[[(2R)-2-amino-3-methoxy-3-oxopropyl]disulfanyl]propanoate;dihydrochloride

Chemical Property of Methyl 2-amino-3-(((R)-2-amino-3-methoxy-3-oxopropyl)disulfanyl)propanoate dihydrochloride

Chemical Property:

• Appearance/Colour: White solid
• Vapor Pressure: 7.75E-06mmHg at 25°C
• Melting Point: 182-183 °C (dec.)(lit.)
• Boiling Point: 375.5 °C at 760 mmHg
• Flash Point: 180.9 °C
• PSA: 155.24000
• LogP: 2.37300
• Storage Temp.: Store at RT.
• Solubility.: DMSO, Methanol, Water
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 9
• Exact Mass: 340.0085048
• Heavy Atom Count: 18
• Complexity: 216

Purity/Quality:

98%,99%, ^*data from raw suppliers

L-Cystine-dimethyl Ester Dihydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-22
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC(=O)C(CSSCC(C(=O)OC)N)N.Cl.Cl
• Isomeric SMILES: COC(=O)[C@H](CSSCC(C(=O)OC)N)N.Cl.Cl
• Uses: L-Cystine-dimethyl Ester Dihydrochloride (cas# 32854-09-4) is a compound useful in organic synthesis.

Technology Process of Methyl 2-amino-3-(((R)-2-amino-3-methoxy-3-oxopropyl)disulfanyl)propanoate dihydrochloride

There total 5 articles about Methyl 2-amino-3-(((R)-2-amino-3-methoxy-3-oxopropyl)disulfanyl)propanoate dihydrochloride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

methanol (67-56-1) + L-cystine (56-89-3) → L-cystine dimethyl ester dihydrochloride (32854-09-4)

Guidance literature:

With chloro-trimethyl-silane;

DOI:10.1016/j.tetlet.2013.11.078

Reference yield: 98.0%

methanol (67-56-1) + S,S-cystine (349-46-2) → l-cystine dimethyl ester dihydrochloride (18598-59-9,22888-38-6,32854-09-4,110970-86-0,144000-36-2)

Guidance literature:

With thionyl chloride; at 0 - 20 ℃;

Reference yield:

L-cysteine methyl ester hydrochloride (18598-63-5) → L-cystine dimethyl ester dihydrochloride (32854-09-4)

Guidance literature:

With dihydrogen peroxide; In water-d2; at 24.84 ℃;

DOI:10.1021/acs.orglett.1c02620

upstream raw materials:

methanol

S,S-cystine

L-cystine

L-cysteine methyl ester hydrochloride

Downstream raw materials:

N,N'-bis(2'-acetoxybenzoyl)-L-cystine dimethyl ester

(R)-2-(3-Benzyl-ureido)-3-[(R)-2-(3-benzyl-ureido)-2-methoxycarbonyl-ethyldisulfanyl]-propionic acid methyl ester

methyl S-(2-fluorophenyl)-L-cysteinate

(R)-methyl 2-amino-3-((4-methoxyphenyl)thio)propanoate hydrochloride

Refernces

• 1、 -. "CYSTINE DIAMIDE ANALOGS FOR CYSTINURIA". Paragraph 0024; 0171-0172. . Retrieved 2021/06/22.
• 2、 Alves, Diego,Sacramento, Manoela Do,Santi, Claudio,Schwab, Ricardo S.,Teixeira, Wystan K. O.,Yano De Albuquerque, Danilo. "Palladium-Catalyzed Carbonylative Synthesis of Aryl Selenoesters Using Formic Acid as an Ex Situ CO Source". supporting information. . Retrieved 2022/01/12.