3-(tert-Butoxycarbonyl)thiazolidine-2-carboxylic acid

Base Information

• Chemical Name: 3-(tert-Butoxycarbonyl)thiazolidine-2-carboxylic acid
• CAS No.: 141783-63-3
• Molecular Formula: C₉H₁₅NO₄S
• Molecular Weight: 233.288
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID00405177
• Nikkaji Number: J2.213.062E
• Mol file: 141783-63-3.mol

Synonyms:141783-63-3;3-(tert-Butoxycarbonyl)thiazolidine-2-carboxylic acid;3-(tert-butoxycarbonyl)-1,3-thiazolane-2-carboxylic acid;3-Boc-thiazolidine-2-carboxylic acid;3-[(2-methylpropan-2-yl)oxycarbonyl]-1,3-thiazolidine-2-carboxylic Acid;MFCD01569306;3-(tert-butoxycarbonyl)-1,3-thiazolidine-2-carboxylic acid;3-[(tert-butoxy)carbonyl]-1,3-thiazolidine-2-carboxylic acid;N-Boc-thiazolidine-2-carboxylic acid;MFCD02682342;MFCD02682344;TROPOLONETOSYLATE;N-BOC-THIAZOLIDINE-2-CARBOXYLICACID;SCHEMBL200834;DTXSID00405177;HYAXPNDMEODKHI-UHFFFAOYSA-N;AKOS005073497;MB-0821;SB45485;SY019106;SY056817;SY056818;(R)-3-Boc-thiazolidine-2-carboxylic acid;CS-0188130;FT-0681223;O10893;EN300-1071293;3-(t-butoxycarbonyl)thiazolidine-2-carboxylic acid;A925001;N-(t-butyloxycarbonyl)thiazolidine carboxylic acid;N-Boc-thiazolidine-2-carboxylic acid, AldrichCPR;J-510987;3-tert.-butoxycarbonyl-thiazolidine-2-carboxylic acid;Z1505711951;3-(tert-butoxy-carbonyl)-1,3-thiazolidine-2-carboxylic acid;2,3-Thiazolidinedicarboxylic acid, 3-(1,1-dimethylethyl) ester

Chemical Property of 3-(tert-Butoxycarbonyl)thiazolidine-2-carboxylic acid

Chemical Property:

• Melting Point: 95°
• Boiling Point: 385.3±42.0 °C(Predicted)
• PKA: 3.05±0.20(Predicted)
• PSA: 92.14000
• Density: 1.305±0.06 g/cm3(Predicted)
• LogP: 1.31890
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 233.07217913
• Heavy Atom Count: 15
• Complexity: 274

Purity/Quality:

98%min ^*data from raw suppliers

3-(tert-Butoxycarbonyl)thiazolidine-2-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCSC1C(=O)O
• Uses: 3-(tert-Butoxycarbonyl)thiazolidine-2-carboxylic Acid is a useful reagent for synthesis of non-hydroxamate histone deacetylase inhibitors.

Technology Process of 3-(tert-Butoxycarbonyl)thiazolidine-2-carboxylic acid

There total 4 articles about 3-(tert-Butoxycarbonyl)thiazolidine-2-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: 100.0%

DL-3-thiazolidine-4-carboxylic acid (16310-13-7,65126-70-7) + di-tert-butyl dicarbonate (24424-99-5) → 3-(tert-butoxycarbonyl)-1,3-thiazolidine-2-carboxylic acid (141783-63-3,219692-63-4,219692-65-6,125471-00-3)

Guidance literature:

With sodium hydrogencarbonate; In tetrahydrofuran; water; at 0 - 20 ℃; for 18h;

Reference yield: 88.0%

3-tert-butyl 2-ethyl 1,3-thiazolidine-2,3-dicarboxylate → 3-(tert-butoxycarbonyl)-1,3-thiazolidine-2-carboxylic acid (141783-63-3,219692-63-4,219692-65-6,125471-00-3)

Guidance literature:

With lithium hydroxide monohydrate; In tetrahydrofuran; methanol; water; at 20 ℃; for 2h;

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → 3-(tert-butoxycarbonyl)-1,3-thiazolidine-2-carboxylic acid (141783-63-3,219692-63-4,219692-65-6,125471-00-3)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / dichloromethane / 12 h / 20 °C / Cooling with ice

2: lithium hydroxide monohydrate / tetrahydrofuran; methanol; water / 2 h / 20 °C

With lithium hydroxide monohydrate; triethylamine; In tetrahydrofuran; methanol; dichloromethane; water;

upstream raw materials:

DL-3-thiazolidine-4-carboxylic acid

di-tert-butyl dicarbonate

Downstream raw materials:

6-(4-(3-tert.-Butoxycarbonyl-thiazolidin-2-yl-carbonyl-amino)-phenyl)-5-methyl-4,5-dihydro-3(2H)-pyridazinone

N-(4-nitrobenzyl)-3-(t-butoxycarbonyl)thiazolidine-2-carboxamide

N-(4-{[2-thiazolidinyl]carbonylaminomethyl}phenyl)-2-thiophenecarboximidamide fumarate

2-[5-(phenylcarbamoyl)pentylcarbamoyl]thiazolidine-3-carboxylic acid tert-butyl ester

Refernces

• 1、 Brabham, Robin L.,Spears, Richard J.,Walton, Julia,Tyagi, Swati,Lemke, Edward A.,Fascione, Martin A.. "Palladium-unleashed proteins: Gentle aldehyde decaging for site-selective protein modification". supporting information. p. 1501 - 1504. Retrieved 2018/02/19.
• 2、 -. "HETEROCYCLE CARBOXAMIDE DERIVATIVES HAVING ADAMANTYL GROUP, PROCESS FOR PREPARATION THEREOF AND PHARMACEUTICAL COMPOSITION CONTAINING THE SAME AS AN ACTIVE INGREDIENT". Paragraph 0188; 0189; 0193; 0194. . Retrieved 2017/08/18.