Tert-butyl 2-(2-methoxy-2-oxoethyl)pyrrolidine-1-carboxylate

Base Information

• Chemical Name: Tert-butyl 2-(2-methoxy-2-oxoethyl)pyrrolidine-1-carboxylate
• CAS No.: 813433-68-0
• Molecular Formula: C₁₂H₂₁NO₄
• Molecular Weight: 243.303
• DSSTox Substance ID: DTXSID10540462

Synonyms:813433-68-0;N-Boc-pyrrolidin-2-yl-acetic acid methyl ester;tert-butyl 2-(2-methoxy-2-oxoethyl)pyrrolidine-1-carboxylate;MFCD16039462;SCHEMBL863388;DTXSID10540462;LZYBAKVGAMQFLJ-UHFFFAOYSA-N;AKOS015996585;FS-5958;SB44637;N-Boc-pyrrolidin-2-yl-aceticacidmethylester;CS-0251255;EN300-54141;G19075;Z805562056;tert-butyl 2-methoxycarbonylmethyl-pyrrolidine-1-carboxylate;2-Methoxycarbonylmethylpyrrolidine-1-carboxylic acid tert-butyl ester

Chemical Property of Tert-butyl 2-(2-methoxy-2-oxoethyl)pyrrolidine-1-carboxylate

Chemical Property:

• Vapor Pressure: 0.001mmHg at 25°C
• Boiling Point: 304.8±15.0 °C(Predicted)
• PKA: -2.51±0.40(Predicted)
• Density: 1.083±0.06 g/cm3(Predicted)
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 243.14705815
• Heavy Atom Count: 17
• Complexity: 295

Purity/Quality:

97% ^*data from raw suppliers

tert-butyl2-(2-methoxy-2-oxoethyl)pyrrolidine-1-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCCC1CC(=O)OC

Technology Process of Tert-butyl 2-(2-methoxy-2-oxoethyl)pyrrolidine-1-carboxylate

There total 32 articles about Tert-butyl 2-(2-methoxy-2-oxoethyl)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: 99.0%

methanol (67-56-1) + tert-butyl (S)-2-(diazoacetyl)pyrrolidine-1-carboxylate (101130-03-4) → (2S)-tert-Butyl 2-(2-methoxy-2-oxoethyl)pyrrolidine-2-carboxylate (88790-37-8,132482-05-4,813433-68-0)

Guidance literature:

With silver benzoate; triethylamine; at -25 - 20 ℃; for 3h;

DOI:10.1039/a906969k

Reference yield: 96.7%

2-(R)-carboxymethyl-pyrrolidine-1-carboxylic acid tert-butyl ester (101555-60-6) + diazomethyl-trimethyl-silane (18107-18-1) → methyl (R)-2-[N(1')-(tert-butoxycarbonyl)pyrrolidin-2'-yl]ethanoate (132482-05-4,813433-68-0)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In methanol; acetonitrile; at 0 - 20 ℃; for 3h; Inert atmosphere;

Reference yield: 96.0%

(S)-pyrrolidin-2-ylacetic acid methyl ester hydrochloride (259868-83-2) + di-tert-butyl dicarbonate (24424-99-5) → (2S)-tert-Butyl 2-(2-methoxy-2-oxoethyl)pyrrolidine-2-carboxylate (88790-37-8,132482-05-4,813433-68-0)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃;

DOI:10.1002/chir.21017

upstream raw materials:

diazomethane

tert-butyldicarbonate

L-proline

methanol

Downstream raw materials:

C₂₉H₄₁NO₃

(S)-1,1-bis(4-propylphenyl)-2-(pyrrolidin-2-yl)ethanol

C₃₃H₄₉NO₃

(S)-1,1-bis(4-pentylphenyl)-2-(pyrrolidin-2-yl)ethanol

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