(S)-tert-Butyl 2-((tosyloxy)methyl)pyrrolidine-1-carboxylate

Base Information

• Chemical Name: (S)-tert-Butyl 2-((tosyloxy)methyl)pyrrolidine-1-carboxylate
• CAS No.: 86661-32-7
• Molecular Formula: C17H25NO5S
• Molecular Weight: 355.455
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID80472549
• Nikkaji Number: J2.810.416B
• Wikidata: Q72504359
• Mol file: 86661-32-7.mol

Synonyms:86661-32-7;(S)-tert-Butyl 2-((tosyloxy)methyl)pyrrolidine-1-carboxylate;(S)-TERT-BUTYL 2-(TOSYLOXYMETHYL)PYRROLIDINE-1-CARBOXYLATE;((S)-1-(tert-butoxycarbonyl)pyrrolidin-2-yl)methyl 4-methylbenzenesulfonate;Tert-butyl (2S)-2-[(4-methylphenyl)sulfonyloxymethyl]pyrrolidine-1-carboxylate;N-boc-prolinol tosylate;SCHEMBL86666;DTXSID80472549;VSVOPDINJSHSBZ-AWEZNQCLSA-N;(S)-tert-Butyl2-((tosyloxy)methyl)pyrrolidine-1-carboxylate;CS-B1189;MFCD11505918;tert-butyl (2S)-2-(p-tolylsulfonyloxymethyl)pyrrolidine-1-carboxylate;AKOS015891484;AC-26917;F50004;EN300-6928878;A841763;(s)-n-boc-2-(4-toluenesulfonyloxymethyl)pyrrolidine;W-203974;N-BOC-(S)-2-(toluene-4-sulfonyloxymethyl)pyrrolidine;(S)-(+)-N-Boc-2-(4-toluenesulfonyloxymethyl)pyrrolidine;(S)-1-t-butoxycarbonyl-2-(p-toluenesulfonyloxymethyl)pyrrolidine;(S)-TERT-BUTYL 2-((TOSYLOXY)METHYL)-PYRROLIDINE-1-CARBOXYLATE;(S)-2-(Toluene-4-sulfonyloxymethyl)-pyrrolidine-1-carboxylic acid tert-butyl ester;1,1-dimethylethyl (2S)-2-({[(4-methylphenyl)sulfonyl]oxy}methyl)-1-pyrrolidinecarboxylate;2-(S)-(toluene-4-sulfonyloxymethyl)-pyrrolidine- 1-carboxylic acid tert-butyl ester;2-(S)-(toluene-4-sulfonyloxymethyl)-pyrrolidine-1-carboxylic acid tert-butyl ester;tert-butyl (2S)-2-({[(4-methylphenyl)sulfonyl]oxy}methyl)-1-pyrrolidinecarboxylate;tert-butyl (2S)-2-({[(4-methylphenyl)sulfonyl]oxy}methyl)pyrrolidine-1-carboxylate;tert-Butyl (2S)-2-{[(4-methylbenzene-1-sulfonyl)oxy]methyl}pyrrolidine-1-carboxylate;tert-butyl (2S)-2-{[(4-methylbenzenesulfonyl)oxy]methyl}pyrrolidine-1-carboxylate;tert-butyl (S)-2-(4-methylbenzenesulfonyl-oxymethyl)pyrrolidine-1-carboxylate;tert-butyl (S)-2-(4-methylbenzenesulfonyloxymethyl)pyrrolidine-1-carboxylate;(S)-2-[[[(4-Methylphenyl)sulfonyl]oxy]methyl]-1-pyrrolidinecarboxylic acid, 1,1-dimethylethyl ester

Chemical Property of (S)-tert-Butyl 2-((tosyloxy)methyl)pyrrolidine-1-carboxylate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.532
• Boiling Point: 474.547 °C at 760 mmHg
• Flash Point: 240.798 °C
• PSA: 81.29000
• Density: 1.197 g/cm³
• LogP: 4.11850
• Storage Temp.: 2-8°C
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 355.14534407
• Heavy Atom Count: 24
• Complexity: 526

Purity/Quality:

99% ^*data from raw suppliers

(S)-tert-Butyl 2-((tosyloxy)methyl)-pyrrolidine-1-carboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)OCC2CCCN2C(=O)OC(C)(C)C
• Isomeric SMILES: CC1=CC=C(C=C1)S(=O)(=O)OC[C@@H]2CCCN2C(=O)OC(C)(C)C

Technology Process of (S)-tert-Butyl 2-((tosyloxy)methyl)pyrrolidine-1-carboxylate

There total 17 articles about (S)-tert-Butyl 2-((tosyloxy)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: 100.0%

N-(tert-butoxycarbonyl)-L-prolinol (69610-40-8) + p-toluenesulfonyl chloride (98-59-9) → (S)-tert-butyl 2-((tosyloxy)methyl)pyrrolidine-1-carboxylate (86661-32-7)

Guidance literature:

With pyridine; In dichloromethane; at 20 ℃;

DOI:10.1021/jm0506625

Reference yield: 90.0%

N-(tert-butoxycarbonyl)-L-prolinol (69610-40-8) + p-toluenesulfonyl chloride (98-59-9) → (S)-tert-butyl 2-((tosyloxy)methyl)pyrrolidine-1-carboxylate (86661-32-7)

Guidance literature:

With pyridine; In dichloromethane; water;

Reference yield: 90.0%

(S)-(+)-N-Boc-2-Prolinol + p-toluenesulfonyl chloride (98-59-9) → (S)-tert-butyl 2-((tosyloxy)methyl)pyrrolidine-1-carboxylate (86661-32-7)

Guidance literature:

With pyridine; In dichloromethane; water;

upstream raw materials:

N-(tert-butoxycarbonyl)-L-prolinol

p-toluenesulfonyl chloride

di-tert-butyl dicarbonate

(S)-1-Pyrrolidin-2-yl-methanol

Downstream raw materials:

(S)-2-<(acetylthio)methyl>-1-<(tert-butyloxy)carbonyl>pyrrolidine

(S)-tetrahydro-1H,3H-pyrrolo[1,2-c]oxazol-3-one

1-(tert-butoxycarbonyl)-(2S)-pyrrolidinylmethyl 4-iodophenyl sulfide

(S)-(-)-N-tert-butoxycarbonyl-2-<(diphenylphosphino)methyl>pyrrolidine

Refernces

• 1、 -. "IMIDAZOLO DERIVATIVES, COMPOSITIONS AND METHODS AS OREXIN ANTAGONISTS". Page/Page column 31; 32. . Retrieved 2020/12/29.
• 2、 Firoozpour, Loghman,Gao, Lixin,Moghimi, Setareh,Pasalar, Parvin,Davoodi, Jamshid,Wang, Ming-Wei,Rezaei, Zahra,Dadgar, Armin,Yahyavi, Hoda,Amanlou, Massoud,Foroumadi, Alireza. "Efficient synthesis, biological evaluation, and docking study of isatin based derivatives as caspase inhibitors". . p. 1674 - 1684. Retrieved 2020/09/02.