155666-33-4

Basic information

• Product Name: 2-AMINO-4-BENZYLOXY-5-METHOXY-BENZOIC ACID
• Synonyms: 2-AMINO-4-BENZYLOXY-5-METHOXY-BENZOIC ACID;2-Amino-5-methoxy-4-(phenylmethoxy)-benzoic acid;4-Benzyloxy-5-methoxyanthranilic acid
• CAS NO: 155666-33-4
• Molecular Formula: C₁₅H₁₅NO₄
• Molecular Weight: 273.28
• Product Categories: pharmacetical
• Mol File: 155666-33-4.mol

Chemical Properties

• Melting Point: 159-161℃
• Boiling Point: 462.536°C at 760 mmHg
• Flash Point: 233.534°C
• Appearance: /
• Density: 1.283±0.06 g/cm3 (20 ºC 760 Torr)
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.625
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• PKA: 2.34±0.10(Predicted)
• CAS DataBase Reference: 2-AMINO-4-BENZYLOXY-5-METHOXY-BENZOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2-AMINO-4-BENZYLOXY-5-METHOXY-BENZOIC ACID(155666-33-4)
• EPA Substance Registry System: 2-AMINO-4-BENZYLOXY-5-METHOXY-BENZOIC ACID(155666-33-4)

Safety Data

• Hazardous Substances Data: 155666-33-4(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2-AMINO-4-BENZYLOXY-5-METHOXY-BENZOIC ACID is used as a key intermediate in the synthesis of various pharmaceuticals for its potential biological activity and ability to be incorporated into drug molecules.
Used in Organic Synthesis:
2-AMINO-4-BENZYLOXY-5-METHOXY-BENZOIC ACID is used as a versatile building block in organic synthesis, enabling the creation of a wide range of organic compounds due to its functional groups and reactivity.
Used in Medicinal Chemistry:
2-AMINO-4-BENZYLOXY-5-METHOXY-BENZOIC ACID is utilized in medicinal chemistry for the development of new drugs, leveraging its potential biological activity and structural features to design and optimize therapeutic agents.

InChI:InChI=1/C15H15NO4/c1-19-13-7-11(15(17)18)12(16)8-14(13)20-9-10-5-3-2-4-6-10/h2-8H,9,16H2,1H3,(H,17,18)

Upstream product

• 60547-92-4 4-(benzyloxy)-5-methoxy-2-nitrobenzoic acid 
• 166117-56-2 2′-azido-4′-(benzyloxy)-5′-methoxybenzoic acid 
• 61032-42-6 methyl 2-amino-4-(benzyloxy)-5-methoxybenzoate 
• 61032-41-5 methyl 4-(benzyloxy)-5-methoxy-2-nitrobenzoate 
• 1486-53-9 4-(benzyloxy)-3-methoxybenzoic acid 
• 56441-97-5 methyl 4-(benzyloxy)-3-methoxybenzoate 

Downstream Products

• 253777-45-6 7-benzyloxy-6-methoxyisatoic anhydride 
• 849795-72-8 (11aS)-8-benzyloxy-7-methoxy-1,2,3,9,10,11,11a-hexahydro-5H-pyrrolo[2,1-c][1,4]benzodiazepin-5-one 
• 253777-44-5 N-allyl-7-benzyloxy-6-methoxyisatoic anhydride 
• 253777-50-3 8-benzyloxy-4-(3-bromopropyl)-7-methoxy-1-trifluoroacetyl-1,4-dihydrobenzo[e][1,4]diazepin-5-one 
• 253777-48-9 2-(allyl-trifluoroacetyl)-amino-4-benzyloxy-N-3-(bromopropyl)-5-methoxy-benzamide 
• 166117-56-2 2′-azido-4′-(benzyloxy)-5′-methoxybenzoic acid 

Relevant articles and documents

Condensation of anthranilic acids with pyridines to furnish pyridoquinazolones via pyridine dearomatization

The unprecedented carbodiimide-mediated condensation between pyridines and anthranilic acids via pyridine dearomatization at room temperature has been developed to provide a straightforward approach to pyridoquinazolones. The value of this approach has further been demonstrated by its application to one-step, gram-scale syntheses of a series of pyridoquinazolone-based natural products and their analogues from readily available starting materials.

An efficient selective reduction of aromatic azides to amines employing BF3·OEt2/NaI: Synthesis of pyrrolobenzodiazepines

A selective and facile method for the reduction of aromatic azides to amines by employing borontrifluoride diethyl etherate and sodium iodide. This methodology has been applied towards the preparation of biologically important imine-containing pyrrolobenzodiazepines and their dilactams through intramolecular reductive-cyclization process. In this protocol the reagent systems are amenable for the generation of solution-phase combinatorial synthesis. Georg Thieme Verlag Stuttgart.

Facile reduction of aromatic nitro/azido functionality on solid support employing Al/NiCl2·6H2O and Al/NH4Cl: Synthesis of pyrrolo[2,1-c][1,4]benzodiazepines

An efficient and mild method for the reduction of aromatic nitro and azido groups on solid support using Al/NiCl2·6H2O and Al/NH4Cl is described. This solid phase reduction technique has been applied towards the synthesis

SYNTHESIS OF PYRROLO[2,1-C][1,4]BENZODIAZEPINE ANALOGUES

The present invention provides an efficient process for the preparation of pyrrolo[2,1-c][1,4]benzodiazepines (PBDS) represented by the formula (I): which starts from a substituted 2-amino benzoic acid compound, and involves a step of reduction of an inte

A novel route to pyrrolo[2,1-c][1,4]benzodiazepin-5-ones. Formal total synthesis of (±)-DC-81

(formula presented) Compounds 3a and 3b were synthesized from N-allylisatoic anhydrides 5a and 5b in six and seven steps, respectively. Synthesis of 3b constitutes a formal total synthesis of (±)-DC-81.

A mild and facile reduction of azides to amines by N,N-dimethylhydrazine and catalytic ferric chloride

Reaction of a variety of azido compounds with N,N-dimethylhydrazine in the presence of a catalytic amount of ferric chloride hexahydrate in methanol results in excellent yields of the corresponding amino compounds. This reductive system is compatible with a wide assortment of functional groups and has also been extended towards the synthesis of pyrrolo[2,1-c][1,4]benzodiazepine antibiotics.

Synthesis of pyrrolo[2,1-c][1,4]benzodiazepines via an intramolecular aza-Wittig reaction. Synthesis of the antibiotic DC-81

A new and efficient synthesis of the pyrrolo[2,1-c][1,4]benzodiazepine ring system has been carried out using, as a key step, an intramolecular aza-Wittig reaction of the appropriately substituted N-(2-azidobenzoyl)pyrrolidine-2-carboxaldehydes. The paren

Facile Synthesis of 1,4-Benzodiazepin-5-one Derivatives via Intramolecular Aza-Wittig Reaction. Application to an Efficient Synthesis of O-Benzyl DC-81

The tandem Staudinger/aza-Wittig reaction of N-(o-azidobenzoyl)-α-amino acid esters gave the corresponding 1,4-benzodiazepin-5-one derivatives in moderate to good yields.This method was applied successfully to a new efficient synthesis of BzlDC-81.

SYNTHESIS OF HYBRID TILIVALLINES AND THEIR 11-CYANO ANALOGS

Hybrid tilivallines (4), derived from tilivalline (1a) and anthramycin (2) or tomaymycin (3), and their 11-cyano analogs (15) have been efficiently synthesized from the acetal amides (7a, b) : the key step is an intramolecular Mannich type cyclization acc