(R)-N-BOC-2-PHENYLPYRROLIDINE

Base Information

• Chemical Name: (R)-N-BOC-2-PHENYLPYRROLIDINE
• CAS No.: 174311-02-5
• Molecular Formula: C15H21 N O2
• Molecular Weight: 247.337
• Mol file: 174311-02-5.mol

Synonyms:1-Pyrrolidinecarboxylicacid, 2-phenyl-, 1,1-dimethylethyl ester, (R)-

Chemical Property of (R)-N-BOC-2-PHENYLPYRROLIDINE

Chemical Property:

• Melting Point: 61-66 °C
• PSA: 29.54000
• LogP: 3.69650

Purity/Quality:

97% ^*data from raw suppliers

(R)-N-BOC-2-PHENYLPYRROLIDINE 95.00% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T
• Statements: 25
• Safety Statements: 45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

Technology Process of (R)-N-BOC-2-PHENYLPYRROLIDINE

There total 23 articles about (R)-N-BOC-2-PHENYLPYRROLIDINE 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%

di-tert-butyl dicarbonate (24424-99-5) + tert-butyl (4-oxo-4-phenyl-butyl)-carbamate (116437-41-3) → 2-phenylpyrrolidine-1-carboxylic acid tert-butyl ester (174311-02-5)

Guidance literature:

tert-butyl (4-oxo-4-phenyl-butyl)-carbamate; With formic acid; at 20 ℃; for 12h;

With sodium hydrogencarbonate; for 6h;

di-tert-butyl dicarbonate; With Ru(Η6-cymene)(MsDPEN)(BArF); hydrogen; In dichloromethane; at 40 ℃; for 10h; under 38002.6 Torr; optical yield given as %ee; Inert atmosphere; Autoclave;

DOI:10.1021/ol201679f

Reference yield: 92.0%

2-phenyl-1-pyrroline (700-91-4) + di-tert-butyl dicarbonate (24424-99-5) → 2-phenylpyrrolidine-1-carboxylic acid tert-butyl ester (174311-02-5)

Guidance literature:

With Ru(Η6-cymene)(MsDPEN)(BArF); hydrogen; In dichloromethane; at 40 ℃; for 10h; under 38002.6 Torr; optical yield given as %ee; enantioselective reaction; Inert atmosphere; Autoclave;

DOI:10.1021/ol201679f

Reference yield: 81.0%

bromobenzene (108-86-1,52753-63-6) + tert-butyl pyrrolidine-1-carboxylate (86953-79-9) → 2-phenylpyrrolidine-1-carboxylic acid tert-butyl ester (174311-02-5)

Guidance literature:

tert-butyl pyrrolidine-1-carboxylate; With sec.-butyllithium; (-)-sparteine; In diethyl ether; cyclohexane; at -78 ℃; for 3h; Inert atmosphere;

With zinc(II) chloride; In tetrahydrofuran; diethyl ether; cyclohexane; at -78 - 20 ℃; for 1.08333h; Inert atmosphere;

bromobenzene; With palladium diacetate; tri tert-butylphosphoniumtetrafluoroborate; In tetrahydrofuran; diethyl ether; cyclohexane; at 20 ℃; for 16h; optical yield given as %ee; enantioselective reaction; Inert atmosphere;

DOI:10.1021/ol800109s

upstream raw materials:

tert-butyl benzyl(3-bromopropyl)carbamate

bromobenzene

tert-butyl pyrrolidine-1-carboxylate

chlorobenzene

Downstream raw materials:

1-(3,5-bis(trifluoromethyl)phenyl)-3-((S)-3,3-dimethyl-1-oxo-1-((R)-2-phenylpyrrolidin-1-yl)butan-2-yl)thiourea

1-(3,5-bis(trifluoromethyl)phenyl)-3-((R)-3,3-dimethyl-1-oxo-1-((R)-2-phenylpyrrolidin-1-yl)butan-2-yl)thiourea

C₁₁H₁₃NO₂

2-phenyl-pyrrolidine-2-carboxylic acid