Tert-butyl 2-(2-chloroacetyl)pyrrolidine-1-carboxylate

Base Information

• Chemical Name: Tert-butyl 2-(2-chloroacetyl)pyrrolidine-1-carboxylate
• CAS No.: 848819-60-3
• Molecular Formula: C₁₁H₁₈ClNO₃
• Molecular Weight: 247.722
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID30399035
• Mol file: 848819-60-3.mol

Synonyms:848819-60-3;Tert-butyl 2-(2-chloroacetyl)pyrrolidine-1-carboxylate;1-Boc-2-(2-chloroacetyl)pyrrolidine;1-Boc-2-(2'-chloroacetyl)-pyrrolidine;2-(2-Chloro-acetyl)-pyrrolidine-1-carboxylic acid tert-butyl ester;MFCD01318361;1-Pyrrolidinecarboxylic acid, 2-(chloroacetyl)-, 1,1-dimethylethyl ester;SCHEMBL204974;DTXSID30399035;FXJFCSOQVPPIHK-UHFFFAOYSA-N;AMY20058;YIB81960;AKOS016003717;SB39005;AS-31867;SY021001;CS-0213380;EN300-142285;A863940;Tert-butyl2-(2-chloroacetyl)pyrrolidine-1-carboxylate;2-Chloroacetyl-1-pyrrolidinecarboxylic acid 1,1-dimethylethyl ester

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

Chemical Property:

• PSA: 46.61000
• LogP: 2.13170
• Storage Temp.: 2-8°C
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 247.0975211
• Heavy Atom Count: 16
• Complexity: 285

Purity/Quality:

98% ^*data from raw suppliers

1-BOC-2-(2'-CHLOROACETYL)-PYRROLIDINE 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCCC1C(=O)CCl

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

There total 10 articles about Tert-butyl 2-(2-chloroacetyl)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: 79.0%

Chloroiodomethane (593-71-5) + (S)-N-(tert-butoxycarbonyl)proline methyl ester (59936-29-7) → (S)-tert-butyl 2-(2-chloroacetyl)pyrrolidine-1-carboxylate (102284-41-3,848819-60-3)

Guidance literature:

With n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; at -75 ℃; for 0.166667h;

DOI:10.1016/S0040-4039(97)00605-9

Reference yield: 76.3%

→ (N-t-Boc-L-prolyl)Chloromethyl Ketone + (S)-tert-butyl 2-(2-chloroacetyl)pyrrolidine-1-carboxylate (102284-41-3,848819-60-3)

Guidance literature:

Reference yield: 74.0%

Chloroiodomethane (593-71-5) + 1-(tert-butyl) 2-methyl (R)-pyrrolidine-1,2-dicarboxylate (73323-65-6) → (R)-N-(tert-butoxycarbonyl)-2-(2-chloroacetyl)pyrrolidine (871716-67-5,848819-60-3)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃;

DOI:10.1016/j.bmcl.2011.01.002

upstream raw materials:

Chloroiodomethane

(S)-N-(tert-butoxycarbonyl)proline methyl ester

diazomethane

1-(tert-butoxycarbonyl)-L-proline

Downstream raw materials:

C₁₂H₁₉N₃O₂S

Refernces

• 1、 -. "THIAZOLE DERIVATIVES AS PROTEIN SECRETION INHIBITORS". Paragraph 00260; 00340. . Retrieved 2020/09/12.
• 2、 Jansen, Koen,Heirbaut, Leen,Verkerk, Robert,Cheng, Jonathan D.,Joossens, Jurgen,Cos, Paul,Maes, Louis,Lambeir, Anne-Marie,De Meester, Ingrid,Augustyns, Koen,Van Der Veken, Pieter. "Extended structure-activity relationship and pharmacokinetic investigation of (4-quinolinoyl)glycyl-2-cyanopyrrolidine inhibitors of fibroblast activation protein (FAP)". supporting information. p. 3053 - 3074. Retrieved 2014/05/06.