(S)-1-Boc-2-chloromethyl-pyrrolidine

Base Information

• Chemical Name: (S)-1-Boc-2-chloromethyl-pyrrolidine
• CAS No.: 403735-05-7
• Molecular Formula: C₁₀H₁₈ClNO₂
• Molecular Weight: 219.711
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID60458740
• Nikkaji Number: J1.754.083A
• Wikidata: Q72455068
• Mol file: 403735-05-7.mol

Synonyms:403735-05-7;(S)-1-Boc-2-chloromethyl-pyrrolidine;(S)-tert-Butyl 2-(chloromethyl)pyrrolidine-1-carboxylate;Tert-butyl (2S)-2-(chloromethyl)pyrrolidine-1-carboxylate;(S)-2-Chloromethyl-pyrrolidine-1-carboxylic acid tert-butyl ester;DTXSID60458740;MFCD09701401;AKOS017342955;AM100784;CS-0342303;EN300-3571677;(S)-tert-Butyl2-(chloromethyl)pyrrolidine-1-carboxylate;(2S)-2alpha-(Chloromethyl)-1-pyrrolidinecarboxylic acid tert-butyl ester

Chemical Property of (S)-1-Boc-2-chloromethyl-pyrrolidine

Chemical Property:

• PSA: 29.54000
• LogP: 2.56260
• Storage Temp.: Sealed in dry,Store in freezer, under -20°C
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 219.1026065
• Heavy Atom Count: 14
• Complexity: 213

Purity/Quality:

99%min ^*data from raw suppliers

(S)-2-Chloromethyl-pyrrolidine-1-carboxylicAcidtert-butylester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCCC1CCl
• Isomeric SMILES: CC(C)(C)OC(=O)N1CCC[C@H]1CCl

Technology Process of (S)-1-Boc-2-chloromethyl-pyrrolidine

There total 4 articles about (S)-1-Boc-2-chloromethyl-pyrrolidine 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: 94.0%

N-(tert-butoxycarbonyl)-L-prolinol (69610-40-8) → 2-chloromethyl-pyrrolidine-1-carboxylic acid tert-butyl ester (1142400-61-0,403735-05-7)

Guidance literature:

With 1,3,5-trichloro-2,4,6-triazine; sodium hydrogencarbonate; N,N-dimethyl-formamide; In dichloromethane; at 25 ℃; for 0.666667h;

DOI:10.1021/ol017168p

Reference yield: 80.0%

1-(tert-butoxycarbonyl)prolin-2R-ol (59378-81-3,69610-40-8,83435-58-9) → 1-t-butoxycarbonyl-(2R)-2-chloromethylpyrrolidine (210963-90-9,1142400-61-0,403735-05-7)

Guidance literature:

With tetrachloromethane; PS-triphenylphosphine; In dichloromethane; for 12h; Heating;

DOI:10.1016/S0040-4039(03)01117-1

Reference yield: 70.0%

N-(tert-butoxycarbonyl)-L-prolinol (69610-40-8) → (S)-2-(bromomethyl)-1-<(tert-butyloxy)carbonyl>pyrrolidine (128542-75-6) + 2-chloromethyl-pyrrolidine-1-carboxylic acid tert-butyl ester (1142400-61-0,403735-05-7)

Guidance literature:

With 1,3,5-trichloro-2,4,6-triazine; N,N-dimethyl-formamide; sodium bromide; In dichloromethane; at 25 ℃; for 0.666667h;

DOI:10.1021/ol017168p

upstream raw materials:

N-(tert-butoxycarbonyl)-L-prolinol

1-(tert-butoxycarbonyl)prolin-2R-ol

D-prolinol

di-tert-butyl dicarbonate

Refernces

• 1、 Lizarzaburu, Mike E.,Shuttleworth, Stephen J.. "Convenient preparation of aryl ether derivatives using a sequence of functionalized polymers". . p. 4873 - 4876. Retrieved 2007/10/03.
• 2、 -. "BENZAMIDINE DERIVATIVES". . . Retrieved 2008/06/13.