102195-80-2

  • Product NameN-Boc-4-oxo-L-proline methyl ester
  • Molecular FormulaC11H17NO5
  • Molecular Weight243.26
  • Purity99%
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Product Details

Quick Details

  • CasNo: 102195-80-2
  • Molecular Formula: C11H17NO5
  • Purity: 99%

98% Pharmaceutical Intermediates N-Boc-4-oxo-L-proline methyl Ester 102195-80-2

  • Molecular Formula:C11H17NO5
  • Molecular Weight:243.26
  • Vapor Pressure:0mmHg at 25°C 
  • Melting Point:35-40 °C 
  • Refractive Index:1.488 
  • Boiling Point:333.149 °C at 760 mmHg 
  • PKA:-3.86±0.40(Predicted) 
  • Flash Point:155.283 °C 
  • PSA:72.91000 
  • Density:1.21 g/cm3 
  • LogP:0.67580 

N-Boc-4-oxo-L-proline methyl ester(Cas 102195-80-2) Usage

Chemical Properties

Yellow Solid

Uses

N-Boc-4-oxo-L-proline methyl ester is a compound useful in organic synthesis.

Isomeric SMILES: CC(C)(C)OC(=O)N1CC(=O)C[C@H]1C(=O)OC  
InChIKey: UPBHYYJZVWZCOZ-QMMMGPOBSA-N  
InChI: InChI=1S/C11H17NO5/c1-11(2,3)17-10(15)12-6-7(13)5-8(12)9(14)16-4/h8H,5-6H2,1-4H3/t8-/m0/s1  

102195-80-2 Relevant articles

Practical Synthesis of Boc-Protected cis-4-Trifluoromethyl and cis-4-Difluoromethyl-l- prolines

X Qiu, F Qing

The Journal of Organic Chemistry, 2002

N-Boc-4-oxo-l-proline (4) is a suitable intermediate for the synthesis of fluorinated prolines 7 and 9. N-Boc-4-oxo-l-proline (4) is … trioxide and pyridine to give N-Boc-4-oxo-l-proline (4). …

3-Fluoro-4-hydroxyprolines: synthesis, conformational analysis, and stereoselective recognition by the VHL E3 ubiquitin ligase for targeted protein degradation

Andrea Testa, Xavier Lucas, Guilherme V. Castro, Kwok-Ho Chan, Jane E. Wright, Andrew C. Runcie, Morgan S. Gadd, William T. A. Harrison, Eun-Jung Ko, Daniel Fletcher, and Alessio Ciulli*

J. Am. Chem. Soc. 2018, 140, 29, 9299–9313

… or enolate equivalent of N-Boc-4-oxo-l-proline benzyl ester 1, which is … from readily available N-Boc-4-oxo-l-proline benzyl ester. … 4-oxo-l-proline methyl ester. By means of computational …

102195-80-2 Process route

trimethylsilyl diazomethane

trimethylsilyl diazomethane

<sup>(28)</sup>-1-(tert-butoxycarbonyl)-4-oxo-2-pyrrolidinecarboxylic acid
876317-19-0

(28)-1-(tert-butoxycarbonyl)-4-oxo-2-pyrrolidinecarboxylic acid

(S)-1-tert-butyl 2-methyl 4-oxopyrrolidine-1,2-dicarboxylate
102195-80-2

(S)-1-tert-butyl 2-methyl 4-oxopyrrolidine-1,2-dicarboxylate

Conditions
Conditions Yield
In methanol; toluene;
 
L-4-hydroxyproline methyl ester hydrochloride
40216-83-9

L-4-hydroxyproline methyl ester hydrochloride

(S)-1-tert-butyl 2-methyl 4-oxopyrrolidine-1,2-dicarboxylate
102195-80-2

(S)-1-tert-butyl 2-methyl 4-oxopyrrolidine-1,2-dicarboxylate

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1: 17.7 g / triethylamine / dimethylformamide / 1.5 h / 55 °C
2: 90 percent / N-methylmorpholine-N-oxide; 4 Angstroem molecular sieves; tetrapropylammonium perruthenate / CH2Cl2 / 3.5 h / 35 °C
With tetrapropylammonium perruthennate; 4 A molecular sieve; 4-methylmorpholine N-oxide; triethylamine; In dichloromethane; N,N-dimethyl-formamide;
 
Multi-step reaction with 2 steps
1: 100 percent / aq. NaOH / tetrahydrofuran / 20 °C
2: trichloroisocyanuric acid; TEMPO / CH2Cl2
With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hydroxide; trichloroisocyanuric acid; In tetrahydrofuran; dichloromethane;
 
Multi-step reaction with 2 steps
1: 95 percent / Et3N / CH2Cl2 / 2 h / 0 - 20 °C
2: 93 percent / (COCl)2; Et3N; DMSO / CH2Cl2 / -78 °C
With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane;
 
Multi-step reaction with 2 steps
1: 89 percent / Et3N / dioxane; H2O / 2 h / 20 °C
2: 50 percent / PDC / dimethylformamide / 8 h / 20 °C
With dipyridinium dichromate; triethylamine; In 1,4-dioxane; water; N,N-dimethyl-formamide;
 
Multi-step reaction with 2 steps
1: 95 percent / Et3N / CH2Cl2 / Ambient temperature
2: 81 percent / PDC, 3 Angstroem molecular sieves / CH2Cl2 / Ambient temperature
With dipyridinium dichromate; 3 A molecular sieve; triethylamine; In dichloromethane;
 
Multi-step reaction with 2 steps
1: triethylamine
2: sodium periodate; ruthenium trichloride
With ruthenium trichloride; sodium periodate; triethylamine;
 
Multi-step reaction with 2 steps
1: triethylamine / dichloromethane / 4 h / 0 - 20 °C
2: pyridinium chlorochromate / dichloromethane / 20 °C
With triethylamine; pyridinium chlorochromate; In dichloromethane;
 
Multi-step reaction with 2 steps
1: triethylamine / dichloromethane / 20 °C
2: Dess-Martin periodane / dichloromethane / 4 h / 0 - 20 °C
With Dess-Martin periodane; triethylamine; In dichloromethane;
 
Multi-step reaction with 2 steps
1.1: sodium hydrogencarbonate / methanol
2.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 2 h / -78 °C
2.2: -78 - 20 °C
With oxalyl dichloride; sodium hydrogencarbonate; dimethyl sulfoxide; In methanol; dichloromethane; 2.1: |Swern Oxidation / 2.2: |Swern Oxidation;
 
Multi-step reaction with 2 steps
1.1: sodium hydrogencarbonate / methanol; water / 8 h
2.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 2 h / -78 °C
2.2: -78 - 20 °C
With oxalyl dichloride; sodium hydrogencarbonate; dimethyl sulfoxide; In methanol; dichloromethane; water; 2.1: |Swern Oxidation;
 
Multi-step reaction with 2 steps
1: sodium hydrogencarbonate / methanol / 8 h
2: dimethyl sulfoxide; oxalyl dichloride / dichloromethane / 2 h / -78 °C
With oxalyl dichloride; sodium hydrogencarbonate; dimethyl sulfoxide; In methanol; dichloromethane; 2: |Swern Oxidation;
 
Multi-step reaction with 2 steps
1: triethylamine / acetonitrile / 0 - 20 °C / Inert atmosphere
2: trichloroisocyanuric acid; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical / dichloromethane / 0.25 h / 0 - 20 °C
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; trichloroisocyanuric acid; triethylamine; In dichloromethane; acetonitrile;
 

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