3-Thiazolidinecarboxylic acid, 4-(((2,5-dioxo-1-pyrrolidinyl)oxy)carbonyl)-2-phenyl-, 1,1-dimethylethyl ester

Base Information

• Chemical Name: 3-Thiazolidinecarboxylic acid, 4-(((2,5-dioxo-1-pyrrolidinyl)oxy)carbonyl)-2-phenyl-, 1,1-dimethylethyl ester
• CAS No.: 106086-12-8
• Molecular Formula: C19H22 N2 O6 S
• Molecular Weight: 406.4528
• DSSTox Substance ID: DTXSID10909898
• Mol file: 106086-12-8.mol

Synonyms:BRN 5656390;N-Oxysuccinimido-N'-tert-butyloxycarbonyl-2-phenylthiazolidine-4-carboxylate;106086-12-8;3-Thiazolidinecarboxylic acid, 4-(((2,5-dioxo-1-pyrrolidinyl)oxy)carbonyl)-2-phenyl-, 1,1-dimethylethyl ester;DTXSID10909898;LS-151184;tert-Butyl 4-{[(2,5-dioxopyrrolidin-1-yl)oxy]carbonyl}-2-phenyl-1,3-thiazolidine-3-carboxylate

Chemical Property of 3-Thiazolidinecarboxylic acid, 4-(((2,5-dioxo-1-pyrrolidinyl)oxy)carbonyl)-2-phenyl-, 1,1-dimethylethyl ester

Chemical Property:

• Vapor Pressure: 4.16E-12mmHg at 25°C
• Boiling Point: 549.1°C at 760 mmHg
• Flash Point: 285.9°C
• Density: 1.38g/cm³
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 6
• Exact Mass: 406.11985760
• Heavy Atom Count: 28
• Complexity: 639

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1C(CSC1C2=CC=CC=C2)C(=O)ON3C(=O)CCC3=O

Technology Process of 3-Thiazolidinecarboxylic acid, 4-(((2,5-dioxo-1-pyrrolidinyl)oxy)carbonyl)-2-phenyl-, 1,1-dimethylethyl ester

There total 3 articles about 3-Thiazolidinecarboxylic acid, 4-(((2,5-dioxo-1-pyrrolidinyl)oxy)carbonyl)-2-phenyl-, 1,1-dimethylethyl ester 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: 81.0%

N,N’-disuccinimidyl oxalate (57296-03-4) + (4R)-3-(tert-butoxycarbonyl)-2-phenylthiazolidine-4-carboxylic acid (106086-10-6) → N-Oxysuccinimide N'-tert-butyloxycarbonyl-2-phenylthiazolidine-4-carboxylate (106086-12-8)

Guidance literature:

With pyridine; In N,N-dimethyl-formamide; for 2h; Ambient temperature;

DOI:10.1007/BF01148643

Reference yield:

(4R)-2-phenyl-1,3-thiazolidine-4-carboxylic acid (196930-46-8) → N-Oxysuccinimide N'-tert-butyloxycarbonyl-2-phenylthiazolidine-4-carboxylate (106086-12-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 93 percent / Et₃N / dimethylformamide / 2 h / Ambient temperature

2: 81 percent / pyridine / dimethylformamide / 2 h / Ambient temperature

With pyridine; triethylamine; In N,N-dimethyl-formamide;

DOI:10.1007/BF01148643

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → N-Oxysuccinimide N'-tert-butyloxycarbonyl-2-phenylthiazolidine-4-carboxylate (106086-12-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 93 percent / Et₃N / dimethylformamide / 2 h / Ambient temperature

2: 81 percent / pyridine / dimethylformamide / 2 h / Ambient temperature

With pyridine; triethylamine; In N,N-dimethyl-formamide;

DOI:10.1007/BF01148643

upstream raw materials:

N,N’-disuccinimidyl oxalate

(4R)-3-(tert-butoxycarbonyl)-2-phenylthiazolidine-4-carboxylic acid

(4R)-2-phenyl-1,3-thiazolidine-4-carboxylic acid

di-tert-butyl dicarbonate

Downstream raw materials:

Methyl N,N'-α,ε-bis(2-phenylthiazolidine-4-carbonyl)-L-lysine bis-hydrochloride

Methyl 2-phenylthiazolidine-4-carbonyl-N-γ-aminobutyrate hydrochloride

2-Phenylthiazolidine-4-carboxylic acid hexylamide hydrochloride

2-Phenylthiazolidine-4-carboxylic acid hydrazide hydrochloride