(2S)-1-(tert-Butoxycarbonyl)pyrrolidine-2-acetic acid methyl ester

Base Information

• Chemical Name: (2S)-1-(tert-Butoxycarbonyl)pyrrolidine-2-acetic acid methyl ester
• CAS No.: 88790-37-8
• Molecular Formula: C₁₂H₂₁NO₄
• Molecular Weight: 243.303
• European Community (EC) Number: 886-269-2
• Nikkaji Number: J998.827K
• Mol file: 88790-37-8.mol

Synonyms:(2S)-1-(tert-Butoxycarbonyl)pyrrolidine-2-acetic acid methyl ester;(2S)-tert-Butyl 2-(2-methoxy-2-oxoethyl)pyrrolidine-2-carboxylate;TERT-BUTYL (2S)-2-(2-METHOXY-2-OXOETHYL)PYRROLIDINE-1-CARBOXYLATE;SCHEMBL1779025;LZYBAKVGAMQFLJ-VIFPVBQESA-N;(S)-2-[[Methoxycarbonyl]methyl]pyrrolidine-1-carboxylic acid tert-butyl ester;BS-33016;EN300-7406532;(2S)-tert-Butyl 2-(2-methoxy-2-oxoethyl)pyrrolidine-1-carboxylate;tert-Butyl (2S)-2-(2-methoxy-2-oxoethyl)-1-pyrrolidinecarboxylate;(S)-2-Methoxycarbonylmethyl-pyrrolidine-1-carboxylic acid tert-butyl ester

Chemical Property of (2S)-1-(tert-Butoxycarbonyl)pyrrolidine-2-acetic acid methyl ester

Chemical Property:

• Vapor Pressure: 0.548mmHg at 25°C
• Refractive Index: 1.44
• Boiling Point: 190.215 °C at 760 mmHg
• PKA: -2.51±0.40(Predicted)
• Flash Point: 68.84 °C
• PSA: 55.84000
• Density: 1.006 g/cm³
• LogP: 1.88690
• 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:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCCC1CC(=O)OC
• Isomeric SMILES: CC(C)(C)OC(=O)N1CCC[C@H]1CC(=O)OC

Technology Process of (2S)-1-(tert-Butoxycarbonyl)pyrrolidine-2-acetic acid methyl ester

There total 13 articles about (2S)-1-(tert-Butoxycarbonyl)pyrrolidine-2-acetic acid methyl 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: 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: 96.0%

(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

Reference yield: 94.7%

(2S)-1-tert-butoxycarbonyl-2-carboxymethylpyrrolidine (56502-01-3) + diazomethyl-trimethyl-silane (18107-18-1) → (2S)-tert-Butyl 2-(2-methoxy-2-oxoethyl)pyrrolidine-2-carboxylate (88790-37-8,132482-05-4,813433-68-0)

Guidance literature:

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

upstream raw materials:

diazomethane

tert-butyldicarbonate

L-proline

methanol

Downstream raw materials:

[(2S)-pyrrolidin-2-yl]acetic acid methyl ester

C₂₉H₄₁NO₃

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

C₃₃H₄₉NO₃