tert-butyl (2R)-2-(aminomethyl)pyrrolidine-1-carboxylate

Base Information

• Chemical Name: tert-butyl (2R)-2-(aminomethyl)pyrrolidine-1-carboxylate
• CAS No.: 259537-92-3
• Molecular Formula: C10H20N2O2
• Molecular Weight: 200.281
• Hs Code.: 29339900
• European Community (EC) Number: 636-765-8
• DSSTox Substance ID: DTXSID70363710
• Mol file: 259537-92-3.mol

Synonyms:259537-92-3;(R)-1-Boc-2-(aminomethyl)pyrrolidine;(R)-2-(Aminomethyl)-1-N-Boc-pyrrolidine;tert-butyl (2R)-2-(aminomethyl)pyrrolidine-1-carboxylate;(r)-2-(aminomethyl)-1-boc-pyrrolidine;(r)-tert-butyl 2-(aminomethyl)pyrrolidine-1-carboxylate;(R)-2-(Aminomethyl)-1-N-Boc-pyyrolidine;MFCD03419256;(R)-2-aminomethyl-1-Boc-pyrrolidine;(r)-2-aminomethyl-pyrrolidine-1-carboxylic acid tert-butyl ester;SCHEMBL337037;(R)-2-(Aminomethyl)-1-(tert-butoxycarbonyl)pyrrolidine;tert-Butyl (R)-2-(aminomethyl)-1-pyrrolidinecarboxylate;DTXSID70363710;(2R)-2-(Aminomethyl)pyrrolidine;AMY32653;CS-D0667;AKOS005146073;AKOS005258694;AC-2234;PS-3687;A5170;(R)-2-(Aminomethyl)-1-Boc-pyrrolidine, 98%;EN300-337262;Q-102872;tert-butyl (2R)-2-(aminomethyl)-1-pyrrolidinecarboxylate;(R)-2-(Aminomethyl)-1-pyrrolidinecarboxylic Acid tert-Butyl Ester;1,1-dimethylethyl (2R)-2-(aminomethyl)-1-pyrrolidinecarboxylate;1-PYRROLIDINECARBOXYLIC ACID, 2-(AMINOMETHYL)-, 1,1-DIMETHYLETHYL ESTER, (2R)-

Chemical Property of tert-butyl (2R)-2-(aminomethyl)pyrrolidine-1-carboxylate

Chemical Property:

• Refractive Index: 1.4680 to 1.4720
• Boiling Point: 280.3 °C at 760 mmHg
• PKA: 9.91±0.29(Predicted)
• Flash Point: 123.3 °C
• PSA: 55.56000
• Density: 1.044 g/cm³
• LogP: 1.98280
• Storage Temp.: 2-8°C
• Water Solubility.: Slightly soluble in water.
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 200.152477885
• Heavy Atom Count: 14
• Complexity: 211

Purity/Quality:

99% ^*data from raw suppliers

(R)-2-(Aminomethyl)-1-N-Boc-pyrrolidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,N,C
• Statements: 36/37/38-51/53-34-22
• Safety Statements: 26-36/37/39-61-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCCC1CN
• Isomeric SMILES: CC(C)(C)OC(=O)N1CCC[C@@H]1CN
• Uses: Reactant in the synthesis of diamino derivatives of [1, 2, 4] triazolo [1, 5-a][1, 3, 5] triazine(potent and selective adenosine A2A receptor antagonists).

Technology Process of tert-butyl (2R)-2-(aminomethyl)pyrrolidine-1-carboxylate

There total 5 articles about tert-butyl (2R)-2-(aminomethyl)pyrrolidine-1-carboxylate 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:

(2R)-2-azidomethyl-N-Boc-pyrrolidine (259537-91-2) → tert-butyl (2R)-2-(aminomethyl)pyrrolidine-1-carboxylate (259537-92-3)

Guidance literature:

With triphenylphosphine; In tetrahydrofuran; water;

DOI:10.1081/NCN-100002559

Reference yield:

D-prolinol (68832-13-3) → tert-butyl (2R)-2-(aminomethyl)pyrrolidine-1-carboxylate (259537-92-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 99.4 percent / aq. NaOH / dioxane / 1 h / 20 °C

2: tetrahydrofuran / 1 h

3: lithium azide / dimethylformamide / 16 h / 64 °C

4: triphenylphosphane; water / tetrahydrofuran / Heating

With sodium hydroxide; lithium azide; water; triphenylphosphine; In tetrahydrofuran; 1,4-dioxane; N,N-dimethyl-formamide;

DOI:10.1002/1099-0690(200207)2002:14<2391::AID-EJOC2391>3.0.CO;2-D

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → tert-butyl (2R)-2-(aminomethyl)pyrrolidine-1-carboxylate (259537-92-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 99.4 percent / aq. NaOH / dioxane / 1 h / 20 °C

2: tetrahydrofuran / 1 h

3: lithium azide / dimethylformamide / 16 h / 64 °C

4: triphenylphosphane; water / tetrahydrofuran / Heating

With sodium hydroxide; lithium azide; water; triphenylphosphine; In tetrahydrofuran; 1,4-dioxane; N,N-dimethyl-formamide;

DOI:10.1002/1099-0690(200207)2002:14<2391::AID-EJOC2391>3.0.CO;2-D

upstream raw materials:

(2R)-2-azidomethyl-N-Boc-pyrrolidine

D-prolinol

di-tert-butyl dicarbonate

1-(tert-butoxycarbonyl)prolin-2R-ol

Downstream raw materials:

allyl [(N-(2R)-Boc-pyrrolidin-2-yl)methyl]glycinate

C₁₇H₂₄N₃O₃COCCHCHNC₆H₄

C₂₂H₂₂N₄O₂

(-)-(R)-2-aminomethylpyrrolidine

Refernces

• 1、 Slaitas, Andis,Yeheskiely, Esther. "A novel N-(pyrrolidinyl-2-methyl)glycine-based PNA with a strong preference for RNA over DNA". . p. 2391 - 2399. Retrieved 2007/10/03.
• 2、 -. "ANTITHROMBOTIC AGENTS". . . Retrieved 2008/06/13.