tert-Butyl 4-hydroxy-2-oxopyrrolidine-1-carboxylate

Base Information

• Chemical Name: tert-Butyl 4-hydroxy-2-oxopyrrolidine-1-carboxylate
• CAS No.: 409341-03-3
• Molecular Formula: C9H15NO4
• Molecular Weight: 201.22000
• European Community (EC) Number: 826-900-0
• Mol file: 409341-03-3.mol

Synonyms:tert-Butyl 4-hydroxy-2-oxopyrrolidine-1-carboxylate;409341-03-3;1-Pyrrolidinecarboxylic acid, 4-hydroxy-2-oxo-;tert-Butyl4-hydroxy-2-oxopyrrolidine-1-carboxylate;SCHEMBL3738809;GUVYWSACSIYEDN-UHFFFAOYSA-N;1-Boc-4-hydroxy-2-oxopyrrolidine;MFCD09953075;AKOS015900888;SB47364;SB47988;AS-30312;CS-0055113;FT-0719726;EN300-193147;A873188;tert-butyl-4-hydroxy-2-oxo-pyrrolidinecarboxylate;Z1269183147;4-hydroxy-2-oxo-1-pyrrolidinecarboxylic acid 1,1-dimethylethyl ester

Chemical Property of tert-Butyl 4-hydroxy-2-oxopyrrolidine-1-carboxylate

Chemical Property:

• PSA: 66.84000
• LogP: 0.45260
• Storage Temp.: 2-8°C
• XLogP3: 0
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 201.10010796
• Heavy Atom Count: 14
• Complexity: 256

Purity/Quality:

97% ^*data from raw suppliers

tert-Butyl4-Hydroxy-2-oxopyrrolidine-1-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CC(CC1=O)O

Technology Process of tert-Butyl 4-hydroxy-2-oxopyrrolidine-1-carboxylate

There total 2 articles about tert-Butyl 4-hydroxy-2-oxopyrrolidine-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: 89.0%

DL-4-amino-3-hydroxybutyric acid (924-49-2,352-21-6) + di-tert-butyl dicarbonate (24424-99-5) + 1,1,1,3,3,3-hexamethyl-disilazane (999-97-3) → tert-butyl 4-hydroxy-2-oxopyrrolidine-1-carboxylate (409341-03-3,320343-58-6)

Guidance literature:

DL-4-amino-3-hydroxybutyric acid; 1,1,1,3,3,3-hexamethyl-disilazane; With pyridine; In 5,5-dimethyl-1,3-cyclohexadiene; at 118 ℃; for 14h; Large scale;

di-tert-butyl dicarbonate; With dmap; In Isopropyl acetate; at 10 - 20 ℃; for 17.5h; Large scale;

With triethylamine tris(hydrogen fluoride); In Isopropyl acetate; for 1h; Large scale;

DOI:10.1021/op025532+

Reference yield:

DL-4-amino-3-hydroxybutyric acid (924-49-2,352-21-6) + di-tert-butyl dicarbonate (24424-99-5) + triethylamine tris(hydrogen fluoride) (73602-61-6,23588-89-8,29585-72-6,94527-74-9) → tert-butyl 4-hydroxy-2-oxopyrrolidine-1-carboxylate (409341-03-3,320343-58-6)

Guidance literature:

With dmap; 1,1,1,3,3,3-hexamethyl-disilazane; In tetrahydrofuran; pyridine; n-heptane;

Reference yield:

tert-butyl 4-hydroxy-2-oxopyrrolidine-1-carboxylate (409341-03-3,320343-58-6) → N-(tert-butoxycarbonyl)pyrrol-2(5H)-one (141293-14-3)

Guidance literature:

With methanesulfonyl chloride; triethylamine; In tetrahydrofuran; at 0 - 20 ℃; for 4.5h; Inert atmosphere; Large scale;

DOI:10.1021/op025532+

upstream raw materials:

DL-4-amino-3-hydroxybutyric acid

di-tert-butyl dicarbonate

triethylamine tris(hydrogen fluoride)

1,1,1,3,3,3-hexamethyl-disilazane

Downstream raw materials:

N-(tert-butoxycarbonyl)pyrrol-2(5H)-one

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