Tert-butyl 3-(aminomethyl)-3-hydroxypyrrolidine-1-carboxylate

Base Information

• Chemical Name: Tert-butyl 3-(aminomethyl)-3-hydroxypyrrolidine-1-carboxylate
• CAS No.: 114214-73-2
• Molecular Formula: C₁₀H₂₀N₂O₃
• Molecular Weight: 216.28
• European Community (EC) Number: 819-798-4
• Mol file: 114214-73-2.mol

Synonyms:114214-73-2;tert-butyl 3-(aminomethyl)-3-hydroxypyrrolidine-1-carboxylate;1-BOC-3-(AMINOMETHYL)-3-HYDROXYPYRROLIDINE;TERT-BUTYL 3-(AMINOMETHYL)-3-HYDROXY-1-PYRROLIDINECARBOXYLATE;1-Pyrrolidinecarboxylic acid, 3-(aminomethyl)-3-hydroxy-, 1,1-dimethylethyl ester;SCHEMBL9773945;MFCD18917057;AKOS022185642;PB31931;AS-34553;DB-201617;AM20080087;CS-0048376;EN300-260862;A894245;Z1505708930;tert-Butyl 3-(aminomethyl)-3-hydroxy-pyrrolidine-1-carboxylate;tert-butyl3-(aminomethyl)-3-hydroxypyrrolidine-1-carboxylate

Chemical Property of Tert-butyl 3-(aminomethyl)-3-hydroxypyrrolidine-1-carboxylate

Chemical Property:

• Storage Temp.: 2-8°C(protect from light)
• XLogP3: -0.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 216.14739250
• Heavy Atom Count: 15
• Complexity: 250

Purity/Quality:

98%,99%, ^*data from raw suppliers

1-Boc-3-(aminomethyl)-3-hydroxypyrrolidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCC(C1)(CN)O

Technology Process of Tert-butyl 3-(aminomethyl)-3-hydroxypyrrolidine-1-carboxylate

There total 3 articles about Tert-butyl 3-(aminomethyl)-3-hydroxypyrrolidine-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:

(S)-(R)-3-oxiranylpyrrolidine-1-carboxylic acid t-butyl ester (114214-72-1) → 3-aminomethyl-3-hydroxypyrrolidine-1-carboxylic acid tert-butyl ester (114214-73-2)

Guidance literature:

With ammonia; In methanol; ethyl acetate;

Reference yield:

3-cyano-3-hydroxy-pyrrolidine-1-carboxylic acid tert-butyl ester (1194376-31-2) → 3-aminomethyl-3-hydroxypyrrolidine-1-carboxylic acid tert-butyl ester (114214-73-2)

Guidance literature:

3-cyano-3-hydroxy-pyrrolidine-1-carboxylic acid tert-butyl ester; With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃; for 1h; Inert atmosphere;

With Glauber's salt; In tetrahydrofuran; at 0 - 20 ℃; for 18h; Inert atmosphere;

DOI:10.1021/acs.orglett.5b00618

Reference yield:

3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester (101385-93-7) → 3-aminomethyl-3-hydroxypyrrolidine-1-carboxylic acid tert-butyl ester (114214-73-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydrogensulfite / tetrahydrofuran; water / 48 h / 0 - 20 °C

2.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere

2.2: 18 h / 0 - 20 °C / Inert atmosphere

With lithium aluminium tetrahydride; sodium hydrogensulfite; In tetrahydrofuran; water;

DOI:10.1021/acs.orglett.5b00618

upstream raw materials:

(S)-(R)-3-oxiranylpyrrolidine-1-carboxylic acid t-butyl ester

3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

3-cyano-3-hydroxy-pyrrolidine-1-carboxylic acid tert-butyl ester

Refernces

• 1、 -. "Quinoline-3-carboxylic acid derivatives". . . Retrieved 2008/06/13.