BOC-4-OXO-L-PROLINE TERT-BUTYL ESTER

Base Information

• Chemical Name: BOC-4-OXO-L-PROLINE TERT-BUTYL ESTER
• CAS No.: 166410-05-5
• Molecular Formula: C14H23NO5
• Molecular Weight: 285.34
• Hs Code.: 2933990090
• Mol file: 166410-05-5.mol

Synonyms:1,2-Pyrrolidinedicarboxylicacid, 4-oxo-, bis(1,1-dimethylethyl) ester, (2S)- (9CI);1,2-Pyrrolidinedicarboxylic acid, 4-oxo-, bis(1,1-dimethylethyl) ester, (S)-;Di-tert-butyl (2S)-4-oxopyrrolidine-1,2-dicarboxylate;

Chemical Property of BOC-4-OXO-L-PROLINE TERT-BUTYL ESTER

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 64-67 °C
• Refractive Index: 1.516
• Boiling Point: 366.7 ºC at 760 mmHg
• PKA: -3.86±0.40(Predicted)
• Flash Point: 175.6 ºC
• PSA: 72.91000
• Density: 1.138 g/cm³
• LogP: 1.84450
• Storage Temp.: Sealed in dry,Store in freezer, under -20°C

Purity/Quality:

99.9% ^*data from raw suppliers

Boc-4-oxo-L-proline tert-butyl ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of BOC-4-OXO-L-PROLINE TERT-BUTYL ESTER

There total 7 articles about BOC-4-OXO-L-PROLINE TERT-BUTYL ESTER 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: 92.74%

BOC-Hyp-OtBu (170850-75-6) → tert-butyl Nα-Boc-4-keto-L-prolinate (166410-05-5)

Guidance literature:

With 4-methylmorpholine N-oxide; In dichloromethane; at 20 ℃; for 1.5h; Reagent/catalyst;

Reference yield: 78.0%

N-tert-butoxycarbonyl-4-oxo-L-proline (84348-37-8) + tert-butyl alcohol (75-65-0) → tert-butyl Nα-Boc-4-keto-L-prolinate (166410-05-5)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; for 3h; Ambient temperature;

DOI:10.1016/0040-4020(95)00135-U

Reference yield: 69.8%

tert-butyl methyl ether (1634-04-4) + N-tert-butoxycarbonyl-4-oxo-L-proline (84348-37-8) → tert-butyl Nα-Boc-4-keto-L-prolinate (166410-05-5)

Guidance literature:

With dmap; di-tert-butyl dicarbonate; for 2h; Reflux;

upstream raw materials:

N-tert-butoxycarbonyl-4-oxo-L-proline

tert-butyl alcohol

BOC-Hyp-OtBu

di-tert-butyl dicarbonate

Downstream raw materials:

((R)-3-(4-fluorophenyl)pyrrolidin-1-yl)((2S,4R)-4-(fluorophenyl)pyrrolidin-2-yl)methanone hydrochloride

(2S,4R)-tert-butyl 4-(4-fluorophenyl)-2-((R)-3-(4-fluorophenyl)pyrrolidine-1-carbonyl)pyrrolidine-1-carboxylate

(2S,4R)-1-(tert-butoxycarbonyl)-4-(4-fluorophenyl)-pyrrolidine-2-carboxylic acid

(2S,4R)-4-(4-fluorophenyl)-pyrrolidine-2-carboxylic acid

Refernces

• 1、 Loosli, Simon,Foletti, Carlotta,Papmeyer, Marcus,Wennemers, Helma. "Synthesis of 4-(Arylmethyl)proline Derivatives". supporting information. p. 508 - 510. Retrieved 2019/02/26.
• 2、 -. "Synthesis technology of N-Boc-4-oxo-L-proline tert-butyl ester". . . Retrieved 2018/07/30.