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

Description

N-BOC-L-Prolinal, also known as N-(tert-butoxycarbonyl)-L-proline aldehyde, is an organic compound that serves as a key building block in the synthesis of various complex organic molecules, particularly in the production of norsecurinine-type alkaloids and isaindigotidione carboskeleton.

Uses

Used in Pharmaceutical Industry:
N-BOC-L-Prolinal is used as a key building block for the synthesis of norsecurinine-type alkaloids and isaindigotidione carboskeleton, which are important compounds with potential pharmaceutical applications. Its role in the synthesis process is crucial for the development of new drugs and therapeutic agents.
Used in Organic Synthesis:
N-BOC-L-Prolinal is used as a versatile intermediate in organic synthesis for the preparation of various complex organic molecules. Its unique structure allows for selective reactions and functional group manipulations, making it a valuable tool for chemists in the synthesis of target compounds.

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

• 59936-29-7 (S)-N-(tert-butoxycarbonyl)proline methyl ester 
• 201230-82-2 carbon monoxide 
• 73286-71-2 N-(tert-butoxycarbonyl)-2,3-dihydropyrrole 
• 15761-39-4 1-(tert-butoxycarbonyl)-L-proline 
• 135097-23-3 (2S)-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-ethyl ester 
• 2577-48-2 methyl (2S)-pyrrolidine carboxylate 
• 69610-40-8 N-(tert-butoxycarbonyl)-L-prolinol 
• 6216-63-3 N-Cbz-Prolinol 
• 24424-99-5 di-tert-butyl dicarbonate 
• 23356-96-9 (S)-1-Pyrrolidin-2-yl-methanol 
• 79-37-8 oxalyl dichloride 
• 67-68-5 dimethyl sulfoxide 
• 883565-15-9 C₁₅H₂₅NO₅ 
• 33305-75-8 L-proline ethyl ester monohydrochloride 

Downstream Products

• 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 
• 156574-94-6 (S)-2-(Benzyl-hydrazonomethyl)-pyrrolidine-1-carboxylic acid tert-butyl ester 
• 115393-77-6 tert-butyl (S)-2-vinylpyrrolidine-1-carboxylate 
• 173441-05-9 tert-butyl (3R,4S,5S)-4-(N-benzyloxycarbonylamino)-3-methoxy-5-methylheptanoate 
• 173653-47-9 benzyl (2S,3R,2'S)-3-(N-tert-butoxycarbonyl-2'-pyrrolidinyl)-3-hydroxy-2-methylpropanoate 
• 163768-51-2 benzyl (2R,3R,2'S)-3-(N-tert-butoxycarbonyl-2'-pyrrolidinyl)-3-hydroxy-2-methylpropanoate 
• 189823-25-4 (S)-2-{[Benzyloxycarbonyl-((S)-1-methoxycarbonyl-ethyl)-amino]-methyl}-pyrrolidine-1-carboxylic acid tert-butyl ester 
• 213669-43-3 (S)-tert-butyl 2-(1-hydroxy-2-nitroethyl)pyrrolidine-1-carboxylate 
• 260978-66-3 (2S)-[(4S,1E)-4-Benzyloxymethoxy-3-oxopent-enyl]-N-(tert-butoxycarbonyl)pyrrolidine 
• 272129-63-2 1-tert-butoxycarbonyl-2(S)-[2-phenylsulphonyl-(E)-ethenyl]pyrrolidine 
• 453509-73-4 2-[(2-tert-butoxycarbonylamino-3-phenyl-propionyloxy)-cyclohexylcarbamoyl-methyl]-pyrrolidine-1-carboxylic acid tert-butyl 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

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