Boc-DL-Proline ethyl ester

Base Information

• Chemical Name: Boc-DL-Proline ethyl ester
• CAS No.: 125347-83-3
• Molecular Formula: C₁₂H₂₁NO₄
• Molecular Weight: 243.303
• Hs Code.: 2933990090
• European Community (EC) Number: 895-499-2
• DSSTox Substance ID: DTXSID90479968
• Nikkaji Number: J2.136.126G
• Mol file: 125347-83-3.mol

Synonyms:Boc-DL-Proline ethyl ester;125347-83-3;1-tert-butyl 2-ethyl pyrrolidine-1,2-dicarboxylate;1,2-Pyrrolidinedicarboxylic acid, 1-(1,1-dimethylethyl) 2-ethyl ester;1-(tert-butyl) 2-ethyl pyrrolidine-1,2-dicarboxylate;1-O-tert-butyl 2-O-ethyl pyrrolidine-1,2-dicarboxylate;MFCD06656725;SCHEMBL440340;1-TERT-BUTYL 2-ETHYL (2R)-PYRROLIDINE-1,2-DICARBOXYLATE;DTXSID90479968;AKOS008950112;AS-11201;SY105024;CS-0097758;FT-0697479;F10595;A890241;1-tert-butyl?2-ethyl?pyrrolidine-1,2-dicarboxylate;J-519909

Chemical Property of Boc-DL-Proline ethyl ester

Chemical Property:

• Boiling Point: 305.592 °C at 760 mmHg
• PKA: -3.22±0.40(Predicted)
• Flash Point: 138.618 °C
• PSA: 55.84000
• Density: 1.101 g/cm³
• LogP: 1.88690
• Storage Temp.: 2-8°C
• XLogP3: 1.9
• 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:

98%min ^*data from raw suppliers

Boc-DL-Proline ethyl ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOC(=O)C1CCCN1C(=O)OC(C)(C)C

Technology Process of Boc-DL-Proline ethyl ester

There total 24 articles about Boc-DL-Proline ethyl 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: 100.0%

1-(tert-butoxycarbonyl)-L-proline (15761-39-4,59433-50-0) + ethyl iodide (75-03-6) → (2S)-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-ethyl ester (135097-23-3,575452-35-6,125347-83-3)

Guidance literature:

With potassium carbonate; In acetone; for 16h; Ambient temperature;

DOI:10.1248/cpb.39.616

Reference yield: 90.0%

di-tert-butyl dicarbonate (24424-99-5) + L-proline ethyl ester monohydrochloride (33305-75-8,131477-20-8) → (2S)-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-ethyl ester (135097-23-3,575452-35-6,125347-83-3)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; for 12h;

Reference yield: 90.0%

di-tert-butyl dicarbonate (24424-99-5) + ethyl pyrrolidine-2-carboxylate hydro chloride (131477-20-8) → 1-(tert-butyl) 2-ethyl pyrrolidine-1,2-dicarboxylate (575452-35-6,125347-83-3)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; for 12h;

upstream raw materials:

1-(tert-butoxycarbonyl)-L-proline

ethyl iodide

5-hydroxy-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-ethyl ester

di-tert-butyl dicarbonate

Downstream raw materials:

tert-butyl 2-(((2S,3R)-1,3-bis(benzyloxy)-1-oxobutan-2-yl)carbamoyl)-2-(1-hydroxyethyl)pyrrolidine-1-carboxylate

tert-butyl 2-((2S,3R)-1,3-bis(benzyloxy)-1-oxobutan-2-yl)-1-methyl-3-oxo-2,5-diazaspiro[3.4]octane-5-carboxylate

tert-butyl 2-((2S,3R)-1-amino-3-hydroxy-1-oxobutan-2-yl)-1-methyl-3-oxo-2,5-diazaspiro[3.4]octane-5-carboxylate

tert-butyl 2-(((2S,3R)-3-(benzyloxy)-1-oxo-1-(pyrrolidin-1-yl)butan-2-yl)carbamoyl)-2-(1-hydroxyethyl)pyrrolidine-1-carboxylate

Refernces

• 1、 Bagh, Bidraha,Broere, Dani?l L. J.,Sinha, Vivek,Kuijpers, Petrus F.,Van Leest, Nicolaas P.,De Bruin, Bas,Demeshko, Serhiy,Siegler, Maxime A.,Van Der Vlugt, Jarl Ivar. "Catalytic Synthesis of N-Heterocycles via Direct C(sp3)-H Amination Using an Air-Stable Iron(III) Species with a Redox-Active Ligand". . p. 5117 - 5124. Retrieved 2017.
• 2、 -. "ANTIVIRAL COMPOUNDS". Paragraph 0527. . Retrieved 2021/08/27.
• 3、 Du, Yi-Dan,Xu, Zhen-Jiang,Zhou, Cong-Ying,Che, Chi-Ming. "An Effective [FeIII(TF4DMAP)Cl] Catalyst for C-H Bond Amination with Aryl and Alkyl Azides". supporting information. p. 895 - 899. Retrieved 2019/02/14.