404586-94-3

Usage

Uses

Used in Chemical Synthesis Industry:
BOC-1-TERT-BUTOXY-1,2-DIHYDROISOQUINOLIN is used as a protecting reagent for acidic substrates to facilitate the synthesis of complex organic molecules and improve the yield and purity of the final product.
Used in Pharmaceutical Industry:
BOC-1-TERT-BUTOXY-1,2-DIHYDROISOQUINOLIN is used as a protecting group in the synthesis of pharmaceutical compounds, enabling the selective protection of functional groups and enhancing the efficiency of drug development processes.
Used in Analytical Chemistry:
BOC-1-TERT-BUTOXY-1,2-DIHYDROISOQUINOLIN is used as a protecting agent in the analysis of complex mixtures, allowing for the selective detection and quantification of specific compounds in the presence of other interfering substances.

InChI:InChI=1/C18H25NO3/c1-17(2,3)21-15-14-10-8-7-9-13(14)11-12-19(15)16(20)22-18(4,5)6/h7-12,15H,1-6H3

Upstream product

• 119-65-3 isoquinoline 
• 24424-99-5 di-tert-butyl dicarbonate 
• 34619-03-9 tert-butyldicarbonate 

Downstream Products

• 13303-10-1 tert-Butyl 4-nitrophenyl carbonate 
• 2845-66-1 N-(tert-butoxycarbonyl)benzenesulfonamide 
• 6627-89-0 tert-butyl phenyl carbonate 
• 53639-33-1 benzoic tert-butylcarbonic anhydride 
• 404586-95-4 4-(tert-butoxycarbonyloxy)methoxybenzene 
• 36760-43-7 O-(tert-butyl) S-phenyl thiocarbonate 
• 4326-36-7 (S)-N-(tert-butoxycarbonyl)tyrosine methyl ester 
• 104060-23-3 tert-butyl N-[4-(2-hydroxyethyl)phenyl]carbamate 
• 54840-15-2 4-N-tert-butoxycarbonylaminophenol 
• 95932-40-4 tert-butyl (4-((tert-butoxycarbonyl)oxy)phenyl)carbamate 
• 95932-39-1 carbonic acid 4-aminophenyl ester tert-butyl ester 
• 18437-68-8 tert-butyl N-(4-methoxyphenyl)carbamate 
• 51987-73-6 (S)-2-tert-butoxycarbonylamino-3-phenyl-propionic acid methyl ester 
• 59936-29-7 (S)-N-(tert-butoxycarbonyl)proline methyl ester 

Relevant academic research and scientific papers

Enantioselective Dearomative Arylation of Isoquinolines

The C1-substituted tetrahydroisoquinolines and 1,2-dihydroisoquinoline constitute an important group and are interesting structural motifs found in many natural products and pharmaceuticals. In this context, a phosphoric-acid-catalyzed enantioselective dearomative arylation of isoquinolines was realized, providing the chiral dihydroisoquinolines with indole substituents at the C1-position in good results (up to >99% yield and 97% ee). The reaction features mild reaction conditions and operational simplicity, which make it an attractive approach to the discovery of biologically interesting α-indolisoquinolines.

A highly enantioselective acyl-Mannich reaction of isoquinolines with aldehydes promoted by proline derivatives: An approach to 13-alkyl- tetrahydroprotoberberine alkaloids

The highly stereoselective addition of aldehydes to isoquinolines, promoted by the Hayashi-Jorgensen secondary amine catalyst, is described. The procedure has a wide scope, with CbzCl or Boc2O used to activate isoquinoline to nucleophilic addition, allowing for the facile generation of useful synthetic intermediates in high enantiomeric excesses. The products obtained are synthetic intermediates for the synthesis of tetrahydroprotoberberine alkaloids. This methodology has been applied in the first enantioselective synthesis of 13-methyl tetrahydroprotoberberine, as reported herein.

Synthesis of acylsilanes by copper(I)-catalyzed addition of silicon nucleophiles onto acid derivatives

The transition metal-catalyzed transfer of silicon nucleophiles onto various electrophiles has recently gained considerable attention, due to the now readily available silicon pro-nucleophiles such as silylboronates. Our interest lies in the addition of such species to acid derivatives for the generation of acylsilanes. We report herein an efficient method to synthesize these compounds, starting from easy-to-form anhydrides, with very good yields. Copyright

TRICYCLIC INDOLE DERIVATIVES AND METHODS OF USE THEREOF

The present invention relates to Tricyclic Indole Derivatives, compositions comprising at least one Tricyclic Indole Derivatives, and methods of using the Tricyclic Indole Derivatives for treating or preventing a viral infection or a virus-related disorder in a patient

A novel tert-butoxycarbonylation reagent: 1-tert-butoxy-2-tert-butoxycarbonyl-1,2-dihydroisoquinoline (BBDI)

The use of 1-tert-butoxy-2-tert-butoxycarbonyl-1,2-dihydroisoquinoline (BBDI) as a tert-butoxycarbonylation reagent for acidic proton-containing substrates such as phenols, aromatic and aliphatic amines hydrochlorides, and aromatic carboxylic acids in the absence of a base is described. The reactions proceed chemoselectively in high yield under mild conditions.

1-tert-butoxy-2-tert-butoxycarbonyl-1,2-dihydroisoquinoline: A novel and chemoselective tert-butoxycarbonylation reagent

(formula presented) The use of 1-tert-butoxy-2-tert-butoxycarbonyl-1,2-dihydroisoquinoline (BBDI) as tert-butoxycarbonylation reagent for aromatic and aliphatic amine hydrochlorides and phenols in the absence of a base has been demonstrated. The reactions proceed chemoselectively in high yield under mild conditions.