121148-00-3

Basic information

• Product Name: N-Boc-trans-4-amino-L-proline methyl ester
• Synonyms: (2S,4R)-1-tert-butyl 2-methyl 4-aminopyrrolidine-1,2-dicarboxylate;Methyl (2S,4R)-4-amino-1-Boc-pyrrolidine-2-carboxylate;1-tert-Butyl 2-methyl (2S,4R)-4-aminopyrrolidine-1,2-dicarboxylate;1-tert-Butyl 2-methyl (2S,4R;N-Boc-trans-4-aMino-proline Methyl ester;(2S,4R)-4-AMino-1-(tert-butoxycarbonyl)pyrrolidine-2-carboxylic acid Methyl ester;1,2-Pyrrolidinedicarboxylic acid, 4-aMino-, 1-(1,1-diMethylethyl) 2-Methyl ester, (2S,4R)-;N-Boc-trans-4-amino-L-proline methyl ester-4
• CAS NO: 121148-00-3
• Molecular Formula: C₁₁H₂₀N₂O₄
• Molecular Weight: 244.29
• Product Categories: pharmacetical
• Mol File: 121148-00-3.mol
• Article Data: 22

Chemical Properties

• Boiling Point: 320.687 °C at 760 mmHg
• Flash Point: 147.746 °C
• Appearance: /
• Density: 1.152 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.49
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 9.05±0.40(Predicted)
• CAS DataBase Reference: N-Boc-trans-4-amino-L-proline methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: N-Boc-trans-4-amino-L-proline methyl ester(121148-00-3)
• EPA Substance Registry System: N-Boc-trans-4-amino-L-proline methyl ester(121148-00-3)

Safety Data

• Hazardous Substances Data: 121148-00-3(Hazardous Substances Data)

Usage

General Description

N-Boc-trans-4-amino-L-proline methyl ester is a chemical compound with the molecular formula C11H19NO4. It is commonly used in organic synthesis and pharmaceutical research as a building block for the synthesis of various peptides and peptidomimetics. The compound is a derivative of proline, an amino acid that plays an important role in protein structure and function. N-Boc-trans-4-amino-L-proline methyl ester is a protected form of proline, with the N-tert-butoxycarbonyl (Boc) group serving as a temporary protective group for the amino group. This allows for selective modification of the proline molecule during chemical reactions, making it a valuable tool for the synthesis of complex organic molecules and pharmaceutical compounds.

InChI:InChI=1/C11H20N2O4/c1-11(2,3)17-10(15)13-6-7(12)5-8(13)9(14)16-4/h7-8H,5-6,12H2,1-4H3/t7-,8+/m1/s1

Upstream product

• 121147-97-5 1-tert-butyl 2-methyl (2S,4R)-4-azido-1,2-pyrrolidinedicarboxylate 
• 74844-91-0 (2S,4S)-N-tert-butoxycarbonyl-4-hydroxyproline methyl ester 
• 121147-93-1 (2S,4S)-2-methyl N-Boc-4-((methylsulfonyl)oxy)pyrrolidine-2-carboxylate 
• 24424-99-5 di-tert-butyl dicarbonate 
• 40216-83-9 L-4-hydroxyproline methyl ester hydrochloride 
• 74844-91-0 1-tert-butyl 2-methyl (2S,4R)-4-hydroxy-1,2-pyrrolidinedicarboxylate 
• 84520-67-2 (2S,4R)-4-(methylsulfonyloxy)pyrrolidine-1,2-dicarboxylic acid 1-tert-butylester-2-methylester 
• 121147-94-2 1-tert-butyl 2-methyl (2S,4S)-4-((benzoyl)oxy)-1,2-pyrrolidinedicarboxylate 
• 51-35-4 4R-4-hydroxyproline 
• 146060-25-5 O2-methyl O1-tert-butyl (2S,4S)-4-(p-tolylsulfonyloxy)pyrrolidine-1,2-dicarboxylic acid 
• 84520-68-3 N-tert-butoxycarbonyl-cis-4-azido-L-proline methyl ester 
• 13726-69-7 (2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid 
• 84348-37-8 N-tert-butoxycarbonyl-4-oxo-L-proline 
• 87691-27-8 N-tert-butoxycarbonyl-L-cis-4-hydroxyproline 

Downstream Products

• 121148-20-7 1-tert-butyl 2-methyl (2S,4R)-4-(((4-(trifluoromethyl)phenyl)sulfonyl)amino)-1,2-pyrrolidinedicarboxylate 
• 121148-04-7 1-tert-butyl 2-methyl (2S,4R)-4-(((4-chlorophenyl)sulfonyl)amino)-1,2-pyrrolidinedicarboxylate 
• 121148-05-8 4(R)-[(phenylsulfonyl)amino]-1,2(S)-pyrrolidinedicarboxylic acid, 1-(1,1-dimethylethyl)-2-methyl ester 
• 121148-18-3 1-tert-butyl 2-methyl (2S,4R)-4-(((4-methylphenyl)sulfonyl)amino)-1,2-pyrrolidinedicarboxylate 
• 121148-19-4 1-tert-butyl 2-methyl (2S,4R)-4-(((4-methoxyphenyl)sulfonyl)amino)-1,2-pyrrolidinedicarboxylate 
• 367259-20-9 methyl (2S,4R)-1-[(2S)-2-cyclohexyl-2-[[(1,1-dimethylethoxy)carbonyl]amino]-1-oxoethyl]-4-[(phenylsulfonyl)amino]-2-pyrrolidinecarboxylate 
• 367259-21-0 methyl (7R,9S,12S)-12-cyclohexyl-11,14-dioxo-6-(phenylsulfonyl)-2-oxa-6,10,13-triazatricyclo[14.3.1.1^7,10]heneicosa-1⁽²⁰⁾,16,18-triene-9-carboxylate 
• 367260-04-6 methyl (2S,4R)-1-[(2S)-2-cyclohexyl-2-[[(1,1-dimethylethoxy)carbonyl]amino]-1-oxoethyl]-4-[[3-(phenylmethoxy)propyl](phenylsulfonyl)amino]-2-pyrrolidinecarboxylate 
• 367261-32-3 (2S,4R)-4-[Benzenesulfonyl-(3-hydroxy-propyl)-amino]-1-{(S)-2-cyclohexyl-2-[2-(3-hydroxy-phenyl)-acetylamino]-acetyl}-pyrrolidine-2-carboxylic acid methyl ester 
• 367260-06-8 (2S,4R)-4-[Benzenesulfonyl-(3-benzyloxy-propyl)-amino]-1-{(S)-2-cyclohexyl-2-[2-(3-hydroxy-phenyl)-acetylamino]-acetyl}-pyrrolidine-2-carboxylic acid methyl ester 
• 121148-10-5 tert-butyl (2S,4R)-2-formyl-4-((phenylsulfonyl)amino)-pyrrolidine-1-carboxylate 
• 121148-21-8 tert-butyl (2S,4R)-2-formyl-4-(((4-methylphenyl)sulfonyl)amino)pyrrolidine-1-carboxylate 
• 121148-09-2 tert-butyl (2S,4R)-2-formyl-4-(((4-chlorophenyl)sulfonyl)amino)pyrrolidine-1-carboxylate 
• 121148-22-9 tert-butyl (2S,4R)-2-formyl-4-(((4-methoxyphenyl)sulfonyl)amino)pyrrolidine-1-carboxylate 

Relevant articles and documents

Design and synthesis of fluorinated peptides for analysis of fluorous effects on the interconversion of polyproline helices

The unique interaction between fluorine atoms has been exploited to alter protein structures and to develop synthetic and analytical applications. To expand such fluorous interaction for novel applications, polyproline peptides represent an excellent molecular nanoscaffold for controlling the presentation of perfluoroalkyl groups on their unique secondary structure. We develop approaches to synthesis fluorinated peptides to systematically investigate how the number, location and types of the fluorous groups on polyproline affect the conformation by monitoring the transition between the two major polyproline structures PPI and PPII. This work provides valuable information on how fluorous interaction affects the peptide structure and also benefits the design of functional fluorous molecules.

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Exploration of labeling by near infrared dyes of the polyproline linker for bivalent-type CXCR4 ligands

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