(S)-3-Formyl-2,2,5,5-tetramethylthiazolidine-4-carboxylic acid

Base Information

• Chemical Name: (S)-3-Formyl-2,2,5,5-tetramethylthiazolidine-4-carboxylic acid
• CAS No.: 40626-23-1
• Molecular Formula: C9H15 N O3 S
• Molecular Weight: 217.289
• European Community (EC) Number: 255-006-8
• DSSTox Substance ID: DTXSID30193631
• Nikkaji Number: J294.718H
• Wikidata: Q83066384
• Mol file: 40626-23-1.mol

Synonyms:40626-23-1;(S)-3-Formyl-2,2,5,5-tetramethylthiazolidine-4-carboxylic acid;EINECS 255-006-8;SCHEMBL6738055;DTXSID30193631;AKOS025116992;W-110936;(4S)-3-Formyl-2,2,5,5-tetramethyl-4-thiazolidinecarboxylic acid

Chemical Property of (S)-3-Formyl-2,2,5,5-tetramethylthiazolidine-4-carboxylic acid

Chemical Property:

• Vapor Pressure: 2.83E-07mmHg at 25°C
• Boiling Point: 393.1°Cat760mmHg
• Flash Point: 191.5°C
• PSA: 82.91000
• Density: 1.242g/cm³
• LogP: 1.73330
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 217.07726451
• Heavy Atom Count: 14
• Complexity: 275

Purity/Quality:

99% ^*data from raw suppliers

(4S)-3-FORMYL-2,2,5,5-TETRAMETHYL-1,3-THIAZOLIDINE-4-CARBOXYLIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(C(N(C(S1)(C)C)C=O)C(=O)O)C
• Isomeric SMILES: CC1([C@@H](N(C(S1)(C)C)C=O)C(=O)O)C

Technology Process of (S)-3-Formyl-2,2,5,5-tetramethylthiazolidine-4-carboxylic acid

There total 9 articles about (S)-3-Formyl-2,2,5,5-tetramethylthiazolidine-4-carboxylic acid 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: 90.1%

(4S)-2,2,5,5-tetramethylthiazolidine-4-carboxylic acid (72744-87-7,29041-38-1) + formic acid ethyl ester (109-94-4) → 3-formyl-2,2,5,5-tetramethylthiazolidine-4S-carboxylic acid (40626-23-1)

Guidance literature:

at 53 ℃; for 5h;

Reference yield: 69.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + (4S)-2,2,5,5-tetramethylthiazolidine-4-carboxylic acid (72744-87-7,29041-38-1) → 3-formyl-2,2,5,5-tetramethylthiazolidine-4S-carboxylic acid (40626-23-1)

Guidance literature:

DOI:10.1021/jm9902741

Reference yield:

formic acid (64-18-6) + sodium formate (141-53-7) + 2,2,5,5-tetramethyl thiazolidine-4-carboxylic acid (58131-62-7,29041-38-1) → 3-formyl-2,2,5,5-tetramethylthiazolidine-4S-carboxylic acid (40626-23-1) + (R)-3-formyl-2,2,5,5-tetramethyl-thiazolidine-4-carboxylic acid (40626-24-2)

Guidance literature:

With acetic anhydride; at 0 - 20 ℃; Cooling with ice bath; Inert atmosphere;

upstream raw materials:

formic acid

(4S)-2,2,5,5-tetramethylthiazolidine-4-carboxylic acid

D-(+)-3-formyl-2,2,5,5-tetramethyl-thiazolidine-4-carboxylic acid

formaldehyd

Downstream raw materials:

3-Formyl-2,2,5,5-tetramethyl-thiazolidine-4-carboxylic acid (2R,3S,5R)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-trityloxymethyl-tetrahydro-furan-3-yl ester

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