tert-Butyl 3-(((methylsulfonyl)oxy)methyl)pyrrolidine-1-carboxylate

Base Information

• Chemical Name: tert-Butyl 3-(((methylsulfonyl)oxy)methyl)pyrrolidine-1-carboxylate
• CAS No.: 141699-56-1
• Molecular Formula: C11H21NO5S
• Molecular Weight: 279.357
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID60400426
• Mol file: 141699-56-1.mol

Synonyms:141699-56-1;3-Methanesulfonyloxymethyl-pyrrolidine-1-carboxylic acid tert butyl ester;tert-Butyl 3-(((methylsulfonyl)oxy)methyl)pyrrolidine-1-carboxylate;Tert-butyl 3-(methylsulfonyloxymethyl)pyrrolidine-1-carboxylate;tert-butyl 3-[(methanesulfonyloxy)methyl]pyrrolidine-1-carboxylate;1-Boc-3-[(Methanesulfonyloxy)methyl]pyrrolidine;(R)-tert-Butyl 3-(((methylsulfonyl)oxy)-methyl)pyrrolidine-1-carboxylate;1-Boc-3-methanesulfonyloxymethylpyrrolidine;3-METHANESULFONYLOXYMETHYL-PYRROLIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER;tert-Butyl 3-{[(methylsulfonyl)oxy]methyl}pyrrolidine-1-carboxylate;SCHEMBL613606;DTXSID60400426;tert-butyl 3-((methylsulfonyloxy)methyl)pyrrolidine-1-carboxylate;MFCD04038482;AKOS015838339;AB17095;SB48139;SB49687;CS-0309050;FT-0677585;EN300-153850;2-(2-METHYL-IMIDAZOLE-1-CARBONYL)-BENZOICACID;tert-Butyl 3-{[(methanesulfonyl)oxy]methyl}pyrrolidine-1-carboxylate;tert-butyl 3-{[(methylsulphonyl)oxy]methyl}pyrrolidine-1-carboxylate;tert-Butyl3-(((methylsulfonyl)oxy)methyl)pyrrolidine-1-carboxylate;1,1-dimethylethyl 3-{[(methylsulfonyl)oxy]methyl}-1-pyrrolidinecarboxylate;3-Methanesulfonyloxymethylpyrrolidine-1-carboxylic acid tert-butyl ester;1-Pyrrolidinecarboxylic acid, 3-[[(methylsulfonyl)oxy]methyl]-,1,1-dimethylethyl ester;1-Pyrrolidinecarboxylicacid,3-[[(methylsulfonyl)oxy]methyl]-,1,1-dimethylethyl ester;3-[[(methylsulfonyl)oxy]methyl]-1-pyrrolidinecarboxylic acid tert-butyl ester;3-Methanesulfonyloxymethyl-pyrrolidine-1-carboxylic acid tert butyl ester, AldrichCPR

Chemical Property of tert-Butyl 3-(((methylsulfonyl)oxy)methyl)pyrrolidine-1-carboxylate

Chemical Property:

• Vapor Pressure: 9.44E-07mmHg at 25°C
• Refractive Index: 1.491
• Boiling Point: 404.4 °C at 760 mmHg
• Flash Point: 198.4 °C
• PSA: 81.29000
• Density: 1.204 g/cm³
• LogP: 2.23830
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 279.11404394
• Heavy Atom Count: 18
• Complexity: 393

Purity/Quality:

98%Min ^*data from raw suppliers

3-Methanesulfonyloxymethyl-pyrrolidine-1-carboxylic acid tert butyl ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,T
• Statements: 25
• Safety Statements: 45

MSDS Files:

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCC(C1)COS(=O)(=O)C

Technology Process of tert-Butyl 3-(((methylsulfonyl)oxy)methyl)pyrrolidine-1-carboxylate

There total 5 articles about tert-Butyl 3-(((methylsulfonyl)oxy)methyl)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: 96.0%

methanesulfonyl chloride (124-63-0) + tert-butyl 3-(hydroxymethyl)pyrrolidine-1-carboxylate (114214-69-6) → 3-methanesulfonyloxymethyl-pyrrolidine-1-carboxylic acid tert-butyl ester (141699-56-1)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; for 2h;

Reference yield:

tert-butyl 3-formylpyrrolidine-1-carboxylate (59379-02-1,191348-04-6) → 3-methanesulfonyloxymethyl-pyrrolidine-1-carboxylic acid tert-butyl ester (141699-56-1)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium tetrahydroborate / methanol / 1 h / 20 °C

2: N-ethyl-N,N-diisopropylamine / dichloromethane / 2 h / 20 °C

With sodium tetrahydroborate; N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane;

Reference yield:

N-methylsulfamoyl chloride (10438-96-7) + tert-butyl 3-(hydroxymethyl)pyrrolidine-1-carboxylate (114214-69-6) → 3-methanesulfonyloxymethyl-pyrrolidine-1-carboxylic acid tert-butyl ester (141699-56-1)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 25 ℃; for 2h; Inert atmosphere;

upstream raw materials:

methanesulfonyl chloride

tert-butyl 3-(hydroxymethyl)pyrrolidine-1-carboxylate

methyl 1-tert-butoxycarbonyl-3-pyrrolidinecarboxylate

tert-butyl 3-formylpyrrolidine-1-carboxylate

Downstream raw materials:

tert-butyl 3-(aminomethyl)pyrrolidine-1-carboxylate

3-(benzenesulfonylamino-methyl)-pyrrolidine-1-carboxylic acid tert-butyl ester

N-tert-butoxycarbonyl-3-(pyridin-2-ylthiomethyl)-pyrrolidine

tert-butyl 3-(isopropoxymethyl)pyrrolidine-1-carboxylate

Refernces

• 1、 -. "TRPML MODULATORS". Paragraph 0353. . Retrieved 2021/06/26.
• 2、 Burlingame, Alma L.,Cuesta, Adolfo,Taunton, Jack,Wan, Xiaobo. "Ligand Conformational Bias Drives Enantioselective Modification of a Surface-Exposed Lysine on Hsp90". supporting information. p. 3392 - 3400. Retrieved 2020/03/06.