(R)-4-Aminomethyl-thiazolidine-3-carboxylic acid tert-butyl ester

Base Information

• Chemical Name: (R)-4-Aminomethyl-thiazolidine-3-carboxylic acid tert-butyl ester
• CAS No.: 391248-13-8
• Molecular Formula: C9H18N2O2S
• Molecular Weight: 218.32
• Hs Code.: 2934999090
• European Community (EC) Number: 672-445-4
• DSSTox Substance ID: DTXSID501170572
• Wikidata: Q76146275
• Mol file: 391248-13-8.mol

Synonyms:391248-13-8;(R)-4-Aminomethyl-thiazolidine-3-carboxylic acid tert-butyl ester;(R)-tert-butyl 4-(aminomethyl)thiazolidine-3-carboxylate;(R)-4-AMINOMETHYL-3-BOC-THIAZOLIDINE;tert-butyl (4R)-4-(aminomethyl)-1,3-thiazolidine-3-carboxylate;SCHEMBL3307919;DTXSID501170572;r-4-aminomethyl-thiazolidine-3-carboxylic acid tert-butyl ester;MFCD02683053;AS-38073;CS-0171824;(R)-tert-butyl4-(aminomethyl)thiazolidine-3-carboxylate;tert-Butyl(R)-4-(aminomethyl)thiazolidine-3-carboxylate;(R)-4-Aminomethyl-thiazolidine-3-carboxylic acidtert-butyl ester;1,1-Dimethylethyl (4R)-4-(aminomethyl)-3-thiazolidinecarboxylate;(R)-4-Aminomethyl-thiazolidine-3-carboxylic acid tert-butyl ester, AldrichCPR

Chemical Property of (R)-4-Aminomethyl-thiazolidine-3-carboxylic acid tert-butyl ester

Chemical Property:

• Vapor Pressure: 0.000268mmHg at 25°C
• Refractive Index: 1.525
• Boiling Point: 323.1 °C at 760 mmHg
• Flash Point: 149.2 °C
• PSA: 80.86000
• Density: 1.141 g/cm³
• LogP: 1.89330
• Storage Temp.: 2-8°C
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 218.10889899
• Heavy Atom Count: 14
• Complexity: 215

Purity/Quality:

97% ^*data from raw suppliers

(R)-4-Aminomethyl-thiazolidine-3-carboxylicAcidtert-ButylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CSCC1CN
• Isomeric SMILES: CC(C)(C)OC(=O)N1CSC[C@H]1CN
• Uses: (R)-4-Aminomethyl-thiazolidine-3-carboxylic Acid tert-Butyl Ester is used as a reactant in the preparation of (thienopyridine)carboxamides as checkpoint 1 kinase (CHK1) inhibitors.

Technology Process of (R)-4-Aminomethyl-thiazolidine-3-carboxylic acid tert-butyl ester

There total 3 articles about (R)-4-Aminomethyl-thiazolidine-3-carboxylic acid tert-butyl 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:

(R)-tert-butyl 4-(azidomethyl)thiazolidine-3-carboxylate → (R)-tert-butyl 4-(aminomethyl)thiazolidine-3-carboxylate (391248-13-8)

Guidance literature:

With triphenylphosphine; In tetrahydrofuran; water; at 100 ℃; for 3h;

DOI:10.1016/j.tet.2019.130874

Reference yield:

N-(tert-butoxycarbonyl)-(R)-thiazolidine-4-carboxylic acid (51077-16-8) → (R)-tert-butyl 4-(aminomethyl)thiazolidine-3-carboxylate (391248-13-8)

Guidance literature:

Multi-step reaction with 4 steps

1: dimethylsulfide borane complex / tetrahydrofuran / 0 - 20 °C

2: pyridine / 24 h / 20 °C / Cooling with ice

3: sodium azide / 24 h / 0 - 70 °C

4: triphenylphosphine / water; tetrahydrofuran / 3 h / 100 °C

With pyridine; sodium azide; dimethylsulfide borane complex; triphenylphosphine; In tetrahydrofuran; water;

DOI:10.1016/j.tet.2019.130874

Reference yield:

tert-butyl (4R)-4-(hydroxymethyl)-1,3-thiazolidine-3-carboxylate → (R)-tert-butyl 4-(aminomethyl)thiazolidine-3-carboxylate (391248-13-8)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine / 24 h / 20 °C / Cooling with ice

2: sodium azide / 24 h / 0 - 70 °C

3: triphenylphosphine / water; tetrahydrofuran / 3 h / 100 °C

With pyridine; sodium azide; triphenylphosphine; In tetrahydrofuran; water;

DOI:10.1016/j.tet.2019.130874

upstream raw materials:

N-(tert-butoxycarbonyl)-(R)-thiazolidine-4-carboxylic acid

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