(2R,3R,4S)-5,5-bis(ethylsulfanyl)pentane-1,2,3,4-tetrol

Base Information

• Chemical Name: (2R,3R,4S)-5,5-bis(ethylsulfanyl)pentane-1,2,3,4-tetrol
• CAS No.: 43179-48-2
• Molecular Formula: C₉H₂₀O₄S₂
• Molecular Weight: 256.387
• DSSTox Substance ID: DTXSID80384693
• Nikkaji Number: J83.291J
• Mol file: 43179-48-2.mol

Synonyms:(2R,3R,4S)-5,5-bis(ethylsulfanyl)pentane-1,2,3,4-tetrol;43179-48-2;AC1MDV21;C9H20O4S2;D-Arabinose, diethyl dithioacetal;Arabinose, diethyl mercaptal, D- (8CI);arabinose diethyl dithioacetal;d-arabinose diethyl dithioacetal;SCHEMBL7148424;DTXSID80384693;IZQLWYVNJTUXNP-PRJMDXOYSA-N;AKOS004903246;(2R,3R,4S)-5,5-Bis(ethylthio)pentane-1,2,3,4-tetraol

Chemical Property of (2R,3R,4S)-5,5-bis(ethylsulfanyl)pentane-1,2,3,4-tetrol

Chemical Property:

• Melting Point: 125-126 °C
• Boiling Point: 496.1±45.0 °C(Predicted)
• PKA: 13.10±0.20(Predicted)
• Density: 1.304±0.06 g/cm3(Predicted)
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 8
• Exact Mass: 256.08030146
• Heavy Atom Count: 15
• Complexity: 153

Purity/Quality:

98%Min ^*data from raw suppliers

L-Arabinose diethyldithioacetal ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCSC(C(C(C(CO)O)O)O)SCC
• Isomeric SMILES: CCSC([C@H]([C@@H]([C@@H](CO)O)O)O)SCC

Technology Process of (2R,3R,4S)-5,5-bis(ethylsulfanyl)pentane-1,2,3,4-tetrol

There total 7 articles about (2R,3R,4S)-5,5-bis(ethylsulfanyl)pentane-1,2,3,4-tetrol 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: 96.0%

L-arabinose (5328-37-0) + ethanethiol (75-08-1) → L-arabinose di(ethylthio)acetal (43179-48-2)

Guidance literature:

With dimethylbromosulphonium bromide; at 0 - 5 ℃; for 0.416667h; neat (no solvent);

DOI:10.1016/j.carres.2010.07.044

Reference yield: 92.0%

→ L-arabinose di(ethylthio)acetal (43179-48-2)

Guidance literature:

Reference yield: 79.0%

α-L-arabinofuranoside (38029-69-5) + ethanethiol (75-08-1) → L-arabinose di(ethylthio)acetal (43179-48-2)

Guidance literature:

In hydrogenchloride; at 0 ℃; for 0.25h;

DOI:10.1016/S0040-4039(03)00696-8

upstream raw materials:

L-arabinose

ethanethiol

L-(+)-arabinose

α-L-arabinofuranoside

Downstream raw materials:

2,3,4,5-tetra-O-benzyl-L-arabonose

2,3,4,5-tetra-O-benzyl-L-arabinose diethyl dithioacetal

1',2'-O-diacetyl-L-biopterin

5-deoxy-L-arabinose phenylhydrazone

Refernces

• 1、 -. "COMPOSITIONS AND METHODS FOR THE TREATMENT OF METABOLIC DISEASES". Paragraph 0168; 0169; 0170. . Retrieved 2015/11/18.
• 2、 Khan, Abu T.,Khan, Md. Musawwer. "Bromodimethylsulfonium bromide (BDMS) mediated dithioacetalization of carbohydrates under solvent-free conditions". experimental part. p. 2139 - 2145. Retrieved 2010/11/04.