69610-41-9

Basic information

• Product Name: N-BOC-L-Prolinal
• Synonyms: BOC-L-PROLINAL;N-BOC-L-PROLINAL;(S)-tert-Butyl 2-formylpyrrolidine-1-carboxylate;2-Formylpyrrolidine-1-carboxylic acid tert-butyl ester;(S)-N-Boc-pyrrolidine-2-carboxaldehyde, N-(tert-Butoxycarbonyl)-L-prolinal;(S)-N-BOC-Prolinal,97%;N-(Tert-butoxycarbonyl)-L-prol;(S)-1-Boc-2-forMylpyrrolidine
• CAS NO: 69610-41-9
• Molecular Formula: C₁₀H₁₇NO₃
• Molecular Weight: 199.25
• EINECS: 1592732-453-0
• Product Categories: Amino Aldehydes;Aldehydes;Amino Acid Derivatives;Building Blocks;C10-C12;Carbonyl Compounds;Chemical Biology;Chemical Synthesis;Organic Building Blocks;Peptide Chemistry;Heterocycles
• Mol File: 69610-41-9.mol
• Article Data: 178

Chemical Properties

• Boiling Point: 211 °C(lit.)
• Flash Point: 135 °F
• Appearance: clear light yellow viscous liquid
• Density: 1.063 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.00483mmHg at 25°C
• Refractive Index: n20/D 1.462(lit.)
• Storage Temp.: Store at 0-5°C
• PKA: -3.03±0.40(Predicted)
• Water Solubility: Slightly soluble water. Soluble in chloroform.
• Sensitive: Air Sensitive
• CAS DataBase Reference: N-BOC-L-Prolinal(CAS DataBase Reference)
• NIST Chemistry Reference: N-BOC-L-Prolinal(69610-41-9)
• EPA Substance Registry System: N-BOC-L-Prolinal(69610-41-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• RIDADR: 1989
• WGK Germany: 3
• HazardClass: IRRITANT
• PackingGroup: Ⅲ
• Hazardous Substances Data: 69610-41-9(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 69610-41-9 differently. You can refer to the following data:
1. Key building block for norsecurinine-type alkaloids and isaindigotidione carboskeleton.1,2
2. Key building block for norsecurinine-type alkaloids and isaindigotidione carboskeleton.

InChI:InChI=1/C10H17NO3/c1-10(2,3)14-9(13)11-6-4-5-8(11)7-12/h7-8H,4-6H2,1-3H3/t8-/m1/s1

Upstream product

• 135097-23-3 (2S)-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-ethyl ester 
• 15761-39-4 1-(tert-butoxycarbonyl)-L-proline 
• 84890-94-8 (S)-2-Isobutoxycarbonyloxycarbonyl-pyrrolidine-1-carboxylic acid tert-butyl ester 
• 201230-82-2 carbon monoxide 
• 73286-71-2 N-(tert-butoxycarbonyl)-2,3-dihydropyrrole 
• 69610-40-8 N-(tert-butoxycarbonyl)-L-prolinol 
• 24424-99-5 di-tert-butyl dicarbonate 
• 23356-96-9 (S)-1-Pyrrolidin-2-yl-methanol 
• 6216-63-3 N-Cbz-Prolinol 
• 79-37-8 oxalyl dichloride 
• 67-68-5 dimethyl sulfoxide 
• 2577-48-2 methyl (2S)-pyrrolidine carboxylate 
• 883565-15-9 C₁₅H₂₅NO₅ 
• 33305-75-8 L-proline ethyl ester monohydrochloride 

Downstream Products

• 123172-76-9 2-hydroxy-3-tert-butyl-α<1-(tertbutyloxycarbonylamino)-2-pyrrolidinyl>benzenemethanol 
• 130832-49-4 (S)-2-[(R)-(3-tert-Butyl-2-hydroxy-phenyl)-hydroxy-methyl]-pyrrolidine-1-carboxylic acid tert-butyl ester 
• 133565-37-4 (4R,5S,2'S,3'R,2''S)-3-(3'-(N-tert-butoxycarbonyl-2''-pyrrolidinyl)-3'-hydroxy-2'-methylpropanoyl)-4-methyl-5-phenyl-2-oxazolidinone 
• 133645-51-9 (4R,5S,2'R,3'R,2S)-3-[3'-(N-tert-butoxycarbonyl-2-pyrrolidinyl)-3-hydroxy-2'-methylpropanoyl]-4-methyl-5-phenyl-2-oxazolidinone 
• 130832-50-7 (S)-2-[(R)-Hydroxy-(2-hydroxy-5-methoxy-phenyl)-methyl]-pyrrolidine-1-carboxylic acid tert-butyl ester 
• 123172-77-0 (S)-2-[(S)-Hydroxy-(2-hydroxy-5-methoxy-phenyl)-methyl]-pyrrolidine-1-carboxylic acid tert-butyl ester 
• 220510-71-4 2-(1-hydroxy-2-phenyl-ethyl)-pyrrolidine-1-carboxylic acid tert-butyl ester 
• 65595-02-0 3-[(2S)-1-(tert-butoxycarbonyl)pyrrolidinyl]propanoic acid 
• 689303-83-1 2-(2-methoxycarbonyl-1-phenyl-ethyl)-pyrrolidine-1-carboxylic acid tert-butyl ester 
• 689303-72-8 2-[2-(2-methoxycarbonyl-phenylcarbamoyl)-ethyl]-pyrrolidine-1-carboxylic acid tert-butyl ester 
• 689303-77-3 3-{(S)-1-[2-(2-tert-Butoxycarbonylamino-phenyl)-2-oxo-acetyl]-pyrrolidin-2-yl}-propionic acid methyl ester 
• 689303-73-9 2-{3-[tert-butoxycarbonyl-(2-methoxycarbonyl-phenyl)-amino]-3-oxo-propyl}-pyrrolidine-1-carboxylic acid tert-butyl ester 
• 689303-86-4 3-{(S)-1-[2-(2-tert-Butoxycarbonylamino-phenyl)-2-oxo-acetyl]-pyrrolidin-2-yl}-3-phenyl-propionic acid methyl ester 

Relevant articles and documents

Formal Fluorinative Ring Opening of 2-Benzoylpyrrolidines Utilizing [1,2]-Phospha-Brook Rearrangement for Synthesis of 2-Aryl-3-fluoropiperidines

A ring expansion of 2-benzoylpyrrolidines, which involves the formal fluorinative ring opening utilizing the [1,2]-phospha-Brook rearrangement under Br?nsted base catalysis and a subsequent intramolecular reductive amination, was developed. The operationally simple three-step protocol provides an efficient access to 2-aryl-3-fluoropiperidines. The methodology was further applied to the syntheses of azepanes and tetrahydroquinolines.

NOVEL CONNECTED BODY AND USE THEREOF IN SPECIFIC CONJUGATION BETWEEN BIOMOLECULE AND DRUG

PROBLEM TO BE SOLVED: To provide: a method for producing a connected body; a method for using the connected body in the production of a uniform conjugate; and a method for applying the conjugate in the treatment of cancer, infectious diseases, and autoimmune diseases. SOLUTION: A novel connected body is provided that includes a 2,3-di-substituted succinic acid group or a 2-mono-substituted or 2,3-di-substituted fumaric acid or maleic acid (trans (E)- or cis (Z)-butenedioic acid) group for conjugating 2 or more compounds/cytotoxic agents per connected body with a cell-binding molecule by specifically bridge-linking to a pair of thiol on the cell-binding molecule. The connected body is exemplified by the following general formula. SELECTED DRAWING: None COPYRIGHT: (C)2021,JPOandINPIT

l -Proline as a Valuable Scaffold for the Synthesis of Novel Enantiopure Neonicotinoids Analogs

In this research, six neonicotinoid analogs derived from l-proline were synthesized, characterized, and evaluated as insecticides against Xyleborus affinis. Most of the target compounds showed good to excellent insecticidal activity. To the best of our knowledge, this is the first report dealing with the use of enantiopure l-proline to get neonicotinoids. These results highlighted the compound 9 as an excellent candidate used as the lead chiral insecticide for future development. Additionally, molecular docking with the receptor and compound 9 was carried out to gain insight into its high activity when compared to dinotefuran. Finally, the neurotoxic evaluation of compound 9 showed lower toxicity than the classic neonicotinoid dinotefuran.