102195-80-2

Basic information

• Product Name: BOC-4-OXO-PRO-OME
• Synonyms: BOC-PRO-(4-KETO)-OME;BOC-4-OXO-PRO-OME;BOC-4-OXO-L-PROLINE METHYL ESTER;BOC-GAMMA-KETO-L-PROLINE METHYL ESTER;BOC-L-PRO(4-O)-OME;BOC-L-PRO(4-OXO)-OME;(S)-N-ALPHA-TERT-BUTYLOXYCARBONYL-4-OXO-PROLINE METHYL ESTER;N-T-BOC-4-OXO-L-PROLINE METHYL ESTER
• CAS NO: 102195-80-2
• Molecular Formula: C₁₁H₁₇NO₅
• Molecular Weight: 243.26
• EINECS: 1308068-626-2
• Product Categories: Amino Acids;Boc-Amino Acids and Derivative;Boc-Amino acid series;Amino Acids & Derivatives;Heterocycles
• Mol File: 102195-80-2.mol
• Article Data: 78

Chemical Properties

• Melting Point: 35-40°C
• Boiling Point: 333.149 °C at 760 mmHg
• Flash Point: 110 °C
• Appearance: /
• Density: 1.21 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.488
• Storage Temp.: ?20°C
• PKA: -3.86±0.40(Predicted)
• CAS DataBase Reference: BOC-4-OXO-PRO-OME(CAS DataBase Reference)
• NIST Chemistry Reference: BOC-4-OXO-PRO-OME(102195-80-2)
• EPA Substance Registry System: BOC-4-OXO-PRO-OME(102195-80-2)

Safety Data

• Hazard Codes: Xn
• Statements: 20/21/22-41
• Safety Statements: 26-36/37-39
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 102195-80-2(Hazardous Substances Data)

Usage

Chemical Properties

Yellow Solid

Uses

(2S)-1-Boc-4-oxo-proline Methyl Ester (cas# 102195-80-2) is a compound useful in organic synthesis.

InChI:InChI=1/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

Upstream product

• 74844-91-0 (2S,4S)-N-tert-butoxycarbonyl-4-hydroxyproline methyl ester 
• 24424-99-5 di-tert-butyl dicarbonate 
• 178962-09-9 methyl (2R,4S)-4-hydroxypyrrolidine-2-carboxylate 
• 796095-60-8 (2S)-1-tert-butoxycarbonyl-2-(methoxycarbonyl)-4-hydroxyazacyclopentane 
• 1001383-50-1 trans-4-hydroxy-L-proline methyl ester 
• 51-35-4 4-hydroxyproline 
• 84348-37-8 N-tert-butoxycarbonyl-4-oxo-L-proline 
• 18107-18-1 diazomethyl-trimethyl-silane 
• 1063998-64-0 (2S,4R)-4-Hydroxy-pyrrolidine-2-carbonyl chloride 
• 13726-69-7 (2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid 
• 7529-22-8 4-methylmorpholine N-oxide 
• 79-37-8 oxalyl dichloride 
• 67-68-5 dimethyl sulfoxide 
• 876317-19-0 ⁽²⁸⁾-1-(tert-butoxycarbonyl)-4-oxo-2-pyrrolidinecarboxylic acid 

Downstream Products

• 109606-56-6 1-tert-butyl 2-methyl (2S)-4-methylpyrrolidine-1,2-dicarboxylate 
• 487-79-6 (-)-kainic acid 
• 1446082-26-3 C₂₀H₂₆BrN₃O₆ 
• 1446082-03-6 C₅₀H₅₃N₇O₈ 
• 1446082-44-5 C₁₉H₂₄BrN₃O₆ 
• 1419387-85-1 C₄₇H₅₆F₄N₄O₁₂ 
• 1419391-59-5 C₄₅H₅₄N₂O₁₀ 
• 138958-02-8 (Z)-(2S)-4-(fluoromethylene)pyrrolidine-2-carboxylic acid 
• 138958-01-7 (E)-(2S)-4-(fluoromethylene)pyrrolidine-2-carboxylic acid 
• 203866-21-1 (2S)-1-(9H-fluoren-9-ylmethoxycarbonyl)-4,4-difluoro-pyrrolidine-2-carboxylic acid 
• 52683-81-5 (S)-4,4-difluoro-pyrrolidine-2-carboxylic acid 

Relevant articles and documents

Stereoselective synthesis of Boc-protected cis and trans-4-trifluoromethylprolines by asymmetric hydrogenation reactions

Stereocontrolled synthesis of cis and trans-substituted prolines by a divergent approach, leads to the preparation of cis-(4S)- and trans-(4R)-trifluoromethyl-Lproline from hydroxyproline. The key pyrroline intermediates were subjected to hydrogenation (s

γ-(S)-Trifluoromethyl proline: Evaluation as a structural substitute of proline for solid state 19F-NMR peptide studies

γ-(4S)-Trifluoromethyl proline was synthesised according to a modified literature protocol with improved yield on a multigram scale. Conformational properties of the amide bond formed by the amino acid were characterised using N-acetyl methyl ester model. The amide populations (s-trans vs. s-cis) and thermodynamic parameters of the isomerization were found to be similar to the corresponding values for intact proline. Therefore, the γ-trifluoromethyl proline was suggested as a structurally low-disturbing proline substitution in peptides for their structural studies by 19F-NMR. Indeed, the exchange of native proline for γ-trifluoromethyl proline in the peptide antibiotic gramicidin S was shown to preserve the overall amphipathic peptide structure. The utility of the amino acid as a selective 19F-NMR label was demonstrated by observing the re-alignment of the labelled gramicidin S in oriented lipid bilayers. This journal is

VISUAL DETECTION OF PBD INDUCED DNA CROSSLINKS

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