1,4-Anhydro-2,5-dideoxy-2-(methoxycarbonyl)-1-thiopent-3-ulose

Base Information

• Chemical Name: 1,4-Anhydro-2,5-dideoxy-2-(methoxycarbonyl)-1-thiopent-3-ulose
• CAS No.: 66319-07-1
• Molecular Formula: C7H10O3S
• Molecular Weight: 174.221
• European Community (EC) Number: 619-801-7
• DSSTox Substance ID: DTXSID70505936
• Nikkaji Number: J1.786.778D
• Mol file: 66319-07-1.mol

Synonyms:66319-07-1;1,4-Anhydro-2,5-dideoxy-2-(methoxycarbonyl)-1-thiopent-3-ulose;EC 619-801-7;SCHEMBL3199635;DTXSID70505936;HLNPATHSTGXZRT-UHFFFAOYSA-N;NS00002869;4-carbomethoxy-3-keto-2-methyltetrahydrothiophene;Methyl 5-methyl-4-oxotetrahydrothiophene-3-carboxylate;methyl tetrahydro-5-methyl-4-oxothiophene-3-carboxylate;Methyl 4-keto-5-methyl-2,3,4,5-tetrahydrothiophene-3-carboxylate

Chemical Property of 1,4-Anhydro-2,5-dideoxy-2-(methoxycarbonyl)-1-thiopent-3-ulose

Chemical Property:

• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 174.03506535
• Heavy Atom Count: 11
• Complexity: 190

Purity/Quality:

99.9% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1C(=O)C(CS1)C(=O)OC

Technology Process of 1,4-Anhydro-2,5-dideoxy-2-(methoxycarbonyl)-1-thiopent-3-ulose

There total 1 articles about 1,4-Anhydro-2,5-dideoxy-2-(methoxycarbonyl)-1-thiopent-3-ulose 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: 70.0%

2-<(2-Methoxycarbonyl)ethylthio>propionsaeure-ethylester (66319-05-9) → 5-methyl-4-oxotetrahydro-3-thiophencarboxylic acid methyl ester (66319-07-1)

Guidance literature:

With sodium; In methanol; for 2h; Ambient temperature;

DOI:10.1071/CH9951907

Reference yield: 93.0%

5-methyl-4-oxotetrahydro-3-thiophencarboxylic acid methyl ester (66319-07-1) → methyl 4-(hydroxyimino)-5-methyltetrahydrothiophen-3-carboxylate (66319-01-5)

Guidance literature:

With pyridine; hydroxylamine hydrochloride; In ethanol; for 1h;

DOI:10.1071/CH9951907

Reference yield: 87.0%

5-methyl-4-oxotetrahydro-3-thiophencarboxylic acid methyl ester (66319-07-1) → 4,5-Dihydro-2-methylthiophen-3-(2H)-on (74015-70-6,13679-85-1)

Guidance literature:

With sulfuric acid; for 3h; Heating;

upstream raw materials:

2-<(2-Methoxycarbonyl)ethylthio>propionsaeure-ethylester

Downstream raw materials:

4,5-Dihydro-2-methylthiophen-3-(2H)-on

methyl 4-amino-5-methylthiophen-3-carboxylate

methyl 4-(hydroxyimino)-5-methyltetrahydrothiophen-3-carboxylate

4-acetylamino-5-methylthiophen-3-methanol

Refernces

• 1、 Mosandl, Armin,Hener, Uwe,Fenske, Heinz-Dieter. "Stereoisomeric Flavor Substances XXXI. - Tetrahydro-2-methylthiophen-3-ol - Structure and Properties of the Stereoisomers". . p. 859 - 862. Retrieved 2007/10/02.