Tert-butyl 2-methoxypyrrolidine-1-carboxylate

Base Information

• Chemical Name: Tert-butyl 2-methoxypyrrolidine-1-carboxylate
• CAS No.: 144688-69-7
• Molecular Formula: C10H19NO3
• Molecular Weight: 201.266
• Hs Code.: 2933990090
• European Community (EC) Number: 850-957-0
• DSSTox Substance ID: DTXSID30447661
• Nikkaji Number: J781.297C
• Mol file: 144688-69-7.mol

Synonyms:Tert-butyl 2-methoxypyrrolidine-1-carboxylate;144688-69-7;1-Boc-2-Methoxypyrrolidine;1-Boc-2-methoxy-pyrrolidine;MFCD10699278;tert-butyl2-methoxypyrrolidine-1-carboxylate;1-Pyrrolidinecarboxylic acid, 2-methoxy-, 1,1-dimethylethyl ester;SCHEMBL925960;DTXSID30447661;DPXHOJKWWBPIKK-UHFFFAOYSA-N;AKOS015996579;DS-7528;AM807401;1-(tert-Butoxycarbonyl)-2-methoxypyrrolidine;CS-0079687;FT-0709208;EN300-99755

Chemical Property of Tert-butyl 2-methoxypyrrolidine-1-carboxylate

Chemical Property:

• Vapor Pressure: 0.0178mmHg at 25°C
• Boiling Point: 253.9oC at 760 mmHg
• PKA: -3.22±0.40(Predicted)
• Flash Point: 107.3oC
• PSA: 38.77000
• Density: 1.04g/cm3
• LogP: 1.92770
• Storage Temp.: 2-8°C
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 201.13649347
• Heavy Atom Count: 14
• Complexity: 210

Purity/Quality:

NLT 98% ^*data from raw suppliers

tert-Butyl2-methoxypyrrolidine-1-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCCC1OC

Technology Process of Tert-butyl 2-methoxypyrrolidine-1-carboxylate

There total 2 articles about Tert-butyl 2-methoxypyrrolidine-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: 94.0%

methanol (67-56-1) + tert-butyl pyrrolidine-1-carboxylate (86953-79-9) → tert-butyl 2-methoxypyrrolidine-1-carboxylate (144688-69-7)

Guidance literature:

With piperidine; silica gel; Electrochemical reaction;

DOI:10.1002/chem.200500340

Reference yield:

tert-butyl pyrrolidine-1-carboxylate (86953-79-9) → tert-butyl 2-methoxypyrrolidine-1-carboxylate (144688-69-7)

Guidance literature:

With tetrabutylammonium tetrafluoroborate; In methanol; Inert atmosphere; Electrochemical reaction;

DOI:10.1002/anie.201900343

Reference yield: 97.0%

trimethyl[(Z)-(1-phenyl-1-propenyl)oxy]silane (66323-99-7) + tert-butyl 2-methoxypyrrolidine-1-carboxylate (144688-69-7) → (R)-2-((S)-1-Methyl-2-oxo-2-phenyl-ethyl)-pyrrolidine-1-carboxylic acid tert-butyl ester

Guidance literature:

With indium(III) chloride; at 20 ℃; for 0.333333h;

DOI:10.1016/j.tetlet.2006.09.023

upstream raw materials:

methanol

tert-butyl pyrrolidine-1-carboxylate

Downstream raw materials:

N-tert-butoxycarbonyl-α-cyanopyrrolidine

2-(2-oxo-2-phenyl-ethyl)-pyrrolidine-1-carboxylic acid tert-butyl ester

2-(2-oxoethyl)pyrrolidine-1-carboxylic acid tert-butyl ester

(+)-isoretronecanol

Refernces

• 1、 Tajima, Toshiki,Nakajima, Atsushi. "Parallel electrosynthesis of N-acyliminium ion equivalents using silica gel-supported piperidine". . p. 160 - 161. Retrieved 2009.
• 2、 Su, Bo,Chen, Fazhong,Wang, Lizhong,Wang, Qingmin. "Design, synthesis, antiviral activity, and structure-activity relationships (SARs) of two types of structurally novel phenanthroindo/quinolizidine analogues". . p. 1233 - 1239. Retrieved 2014/03/21.