Benzyl 3-((methylsulfonyl)oxy)pyrrolidine-1-carboxylate

Base Information

• Chemical Name: Benzyl 3-((methylsulfonyl)oxy)pyrrolidine-1-carboxylate
• CAS No.: 138232-44-7
• Molecular Formula: C13H17NO5S
• Molecular Weight: 299.348
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID70561638
• Mol file: 138232-44-7.mol

Synonyms:138232-44-7;Benzyl 3-((methylsulfonyl)oxy)pyrrolidine-1-carboxylate;benzyl 3-methylsulfonyloxypyrrolidine-1-carboxylate;MFCD16620796;1-((Benzyloxy)carbonyl)pyrrolidin-3-yl methanesulfonate;Benzyl3-((methylsulfonyl)oxy)pyrrolidine-1-carboxylate;SCHEMBL2492947;DTXSID70561638;AB6290;(R)-3-[(methylsulfonyl)oxy]-1-pyrrolidinecarboxylic acid,phenylmethyl ester;1-Cbz-3-pyrrolidinyl Methanesulfonate;1-Pyrrolidinecarboxylic acid, 3-[(methylsulfonyl)oxy]-, phenylmethyl ester;SB46353;SB49398;SY258896;WS-03240;(R)-1-Boc-pyrrolidin-3-yl methanesulfonate;A920730;Benzyl 3-[(methanesulfonyl)oxy]pyrrolidine-1-carboxylate;BENZYL 3-(METHANESULFONYLOXY)PYRROLIDINE-1-CARBOXYLATE

Chemical Property of Benzyl 3-((methylsulfonyl)oxy)pyrrolidine-1-carboxylate

Chemical Property:

• PSA: 81.29000
• LogP: 2.39240
• Storage Temp.: 2-8°C
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 299.08274382
• Heavy Atom Count: 20
• Complexity: 425

Purity/Quality:

97% ^*data from raw suppliers

Benzyl3-((methylsulfonyl)oxy)pyrrolidine-1-carboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CS(=O)(=O)OC1CCN(C1)C(=O)OCC2=CC=CC=C2

Technology Process of Benzyl 3-((methylsulfonyl)oxy)pyrrolidine-1-carboxylate

There total 3 articles about Benzyl 3-((methylsulfonyl)oxy)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) + benzyl 3-hydroxypyrrolidine-1-carboxylate (95656-88-5) → (R)-3-[(methylsulfonyl)oxy]-1-pyrrolidinecarboxylic acid,phenylmethyl ester (138232-44-7)

Guidance literature:

With triethylamine; In dichloromethane; at 0 ℃;

DOI:10.1055/s-0030-1260223

Reference yield:

benzyl chloroformate (501-53-1,94274-21-2) → (R)-3-[(methylsulfonyl)oxy]-1-pyrrolidinecarboxylic acid,phenylmethyl ester (138232-44-7)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine

2: triethylamine / dichloromethane / 0 °C

With triethylamine; In dichloromethane;

DOI:10.1055/s-0030-1260223

Reference yield:

benzyl 3-oxopyrrolidine-1-carboxylate (130312-02-6) → (R)-3-[(methylsulfonyl)oxy]-1-pyrrolidinecarboxylic acid,phenylmethyl ester (138232-44-7)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium tetrahydroborate; N-isopropyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[b]thiophene-2-carboxamide / 2 h / 20 °C

2: triethylamine / dichloromethane / 3 h / 20 °C / Cooling with ice

With sodium tetrahydroborate; N-isopropyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[b]thiophene-2-carboxamide; triethylamine; In dichloromethane;

upstream raw materials:

methanesulfonyl chloride

benzyl 3-hydroxypyrrolidine-1-carboxylate

benzyl chloroformate

benzyl 3-oxopyrrolidine-1-carboxylate

Downstream raw materials:

(+/-)-3-cyanopyrrolidine-1-carboxylic acid benzyl ester

C₁₇H₂₁NO₆

benzyl 3-(chlorosulfonyl)pyrrolidine-1-carboxylate

benzyl 3-(acetylthio)pyrrolidine-1-carboxylate